Descendants of Hopestill Leland
Generation No. 1

1.  HOPESTILL1 LELAND1 was born 1580 in Yorkshire, England2, and died 1655, of Weymouth and Medfield, Massachusetts  Puritan4

Child of HOPESTILL LELAND is:
2. i. HENRY2 LELAND, b. Abt. 1625, England; d. April 04, 1680, Sherborn, Middlesex Co., Massachusetts.
ii. BRAZIER LELAND
 

Generation No. 2

2. HENRY2 LELAND (HOPESTILL1)5 was born Abt. 1625 in England5, and died April 04, 1680 in Sherborn, Middlesex Co., Massachusetts5.  He married MARGARET BADCOCK, daughter of ROBERT BADCOCK.  His first child Hopestill, was born while on his passage from England, or very soon after his arrival in America, for it appears from the church records of Dorchester, that Hopestill, son of Henry and Margaret Layland, was baptized in May 1653.  The births of his other four children, are entered upon the town records of Medfield.  They were born before the existence of Sherborn as a town, not in Medfield, but upon the land, which upon the incorporation of the town of Sherborn, became a part of its territory.  His daughter Experience was married in 1672 to John Colburn, settled in Dedham, and continued to reside there until the time of her death.  His three sons settled, lived and died in Sherborn, near the place of their births.   They appear to have been prudent and industrious farmers, manifesting a lively interest in the civil, moral and religious welfare of the early settlers in Sherborn.

Children of HENRY LELAND and MARGARET BADCOCK are:

 i. HOPESTILL3 LELAND, b. 1653 d. bef 1655
 ii. EXPERIENCE LELAND, b. May 16, 1654; m. JOHN COLBURN 1672
3. iii. HOPESTILL LELAND, b. November 15, 1655, Dorchester, Suffolk Co., Massachusetts; d. August 19, 1729, Sherborn, Middlesex Co., Massachusetts.
4. iv. EBENEZER LELAND, b. January 25, 1656/7, Medfield, Norfolk Co., Massachusetts; d. June
  30, 1742, Sherborn, Middlesex Co., Massachusetts.
 v. ELEAZER LELAND9, b. July 16, 16609;  d. at age 85; m. SARAHD. age 43
 
 

Generation No. 3

3.  HOPESTILL3 LELAND (HENRY2, HOPESTILL1)10 was born November 15, 1655 in Dorchester, Suffolk Co., Massachusetts11, and died August 19, 1729 in Sherborn, Middlesex Co., Massachusetts12.  He married (1) ABIGAIL HILL13 November 05, 1678 in Medfield, Norfolk Co.,  Massachusetts14, daughter of JOHN HILL and HANNAH JOHNSON.  He married (2) PATIENCE HOLBROOK15 February 02, 1690/91 in Sherborn, Middlesex Co., Massachusetts15.Farmer152nd wife a cousin16

Children of HOPESTILL LELAND and ABIGAIL HILL
 5. i. HENRY4 LELAND, b. February 22, 1678/79, Sherborn, Middlesex Co., Massachusetts; d. October 29, 1732, Sherborn, Middlesex Co., Massachusetts.
6. ii. HOPESTILL LELAND, b. August 04, 1681, Sherborn, Middlesex Co., Massachusetts; d. June 07, 1760, Sherborn, Middlesex Co., Massachusetts.
7. iii. ABIGAIL LELAND, b. February 17, 1682/83
8. iv. JOHN LELAND, b. October 11, 1687, of Sherborn, Middlesex Co., Massachusetts, of Holliston, Middlesex Co., Massachusetts.

 Children of HOPESTILL LELAND and PATIENCE HOLBROOK are:
 v. WILLIAM4 LELAND18, b. February 11, 1691/9218; m. MEHETABLE BRECK
vi. ELEAZER LELAND18, b. April 08, 169518; m. ABIGAIL CLAPP
 vii. JOSEPH LELAND18, b. May 09, 169818; m. ESTHER THURSTON
 viii. ISAAC LELAND18, b. June 02, 170118; m. ABIGAIL MORSE
9. ix. JOSHUA LELAND, b. May 05, 1705; d. May 17, 1772, Sherborn, Middlesex Co., Massachusetts.
 x. MARGARET LELAND18, b. December 27, 170818; m. JOHN CARPENTER
 
 

4.  EBENEZER3 LELAND (HENRY2, HOPESTILL1)18 was born January 25, 1656/57 in Medfield, Norfolk Co., Massachusetts18, and died June 30, 1742 in Sherborn, Middlesex Co., Massachusetts18.  He married (1) PATIENCE SABINE.  He married (2) MARY WILLARD19 August 29, 1721, daughter of HENRY WILLARD and MARY LAKIN.  He married (3) DEBORAH FAIRBANKS20 Bef. 167920, daughter of JONATHAN FAIRBANKS and DEBORAH SHEPARD.  Kept sheep on the Seekonk plain.  Settled 2 m. s.w. of Sherborn common21 Drew 122 a in Douglas, Mass.21  One of the most prestigious pews, in the First Church given to him and descendants. This was occupied by his family for almost 100 years.   Lived last years with son Timothy of Holliston21  Town Offices: 1686, selectman - 4 years21

Children of EBENEZER LELAND and DEBORAH FAIRBANKS are:It is doubtful all of these children belong to the first wife - does anyone have the correct order?
i. DEBORAH4 LELAND, b. 16 Aug 1679; m. ISAAC GLEASON
10. ii. TIMOTHY LELAND, b. February 22, 1683/84, Sherborn, Middlesex Co., Massachusetts; d. April 01, 1748, Holliston, Middlesex Co., Massachusetts.
11. iii. EBENEZER LELAND, b. January 14, 1680/81, Sherborn, Middlesex Co., Massachusetts; d. 1746, of Sherborn, Middlesex Co., Massachusetts.
iv. JAMES LELAND, b. September 22, 1689; m. HANNAH LEARNED
v. SUSANNAH LELAND, b. 1690; m. JOHN PAGE April 24, 1712. Child Experience, born Framingham  abt 1712.  Relocation to Sutton, Massachusetts where John and Jonathan are born.  John Page Sr. died in Sutton 1731.  Susannay moved to New Sherborn (Douglas) and eventually to Connecticut where she remarried.
vi. PATIENCE LELAND, b. 1695 m. ELHANAH HAVEN
vii. MARTHA LELAND, b. 1699 m. ? JACKSON
viii.  ISAAC LELAND, b. 19 Apr 1702 m. MARY HUNT
ix. SIBELLA LELAND, b. 1709 m. FRANCIS DUDLEY
x. AMARIAH LELAND, b. 1710 m. URSULA LOVETT
 
 

Generation No. 4

5.  ENSIGN HENRY4 LELAND (HOPESTILL3, HENRY2, HOPESTILL1)22 was born February 22, 1678/79 in Sherborn, Middlesex Co., Massachusetts23, and died October 29, 1732 in Sherborn, Middlesex Co., Massachusetts23 Burial: Buried Sherborn, Rte. 16 & 2726 .  He married MARY MORSE24 Bef. 1706 in Medfield, Norfolk Co., Massachusetts25, daughter of JEREMIAH MORSE and ELIZABETH HAMANT.   "Memorial of the Morses" calls him Ensign Henry Leland, Sh.28 Settled in n. part of Sherborn on a farm of about 500 acres27Drew 228 acres in Douglas, Mass.27   Selectman - 6 years, representative 1726.

Children of HENRY LELAND and MARY MORSE are:
 i. JONATHAN5 LELAND31, b. April 11, 1706, of Sherborn, Middlesex Co., Massachusetts32. m. DEBORAH LELAND.
 ii. MARY LELAND33, b. September 13, 1708
12. iii. SARAH LELAND, b. August 15, 1710; d. May 17, 1736.
 iv. KEZIAH LELAND33, b. July 09, 171233
13. v. HEPZIBAH LELAND, b. September 23, 1714 of Sherborn, Middlesex Co., Massachusetts.
 vi. THANKFUL LELAND33, b. July 17, 1716.
 vii. ANNA LELAND33, b. March 26, 1718, of Massachusetts34; d. 174235; m. 35AARON MORSE, February 16, 1736/3735.
 viii. JEREMIAH LELAND36, b. February 02, 1719/2036
 ix. EZEKIEL LELAND37, b. July 11, 172237
 x. MARY LELAND38, b. February 06, 1723/2438
14. xi. BEULAH LELAND, b. December 09, 1726, Sherborn, Middlesex Co., Massachusetts; d. December 16, 1784, Holliston, Middlesex Co., Massachusetts.
15. xii. HENRY LELAND, b. April 11, 1729, of Sherborn, Middlesex Co., Massachusetts.

6.  HOPESTILL4 LELAND (HOPESTILL3, HENRY2, HOPESTILL1)38 was born August 04, 1681 in Sherborn, Middlesex Co., Massachusetts39, and died June 07, 1760 in Sherborn, Middlesex Co., Massachusetts40.  He married MARY BULLARD40 February 24, 1701/02 in Sherborn, Middlesex Co., Massachusetts40, daughter of BENJAMIN BULLARD and ELIZABETH THORPE.Hopestill raised hemp, manufactured rope and halters which he carried yearly to RI and exchanged for wool.   Drew 95 acres at Douglas.

Children of HOPESTILL LELAND and MARY BULLARD are:
 i. DANIEL5 LELAND44, b. April 24, 170244; d. Bef 1707
16. ii. ABIGAIL LELAND, b. May 03, 1704, Sherborn, Middlesex Co., Massachusetts; d. March 07, 1761, Sherborn, Middlesex Co., Massachusetts.
iii. DANIEL LELAND44, b. October 14, 170744, m. MARY DEATH and had Rachel and Adam
iv. RUTH LELAND44, b. September 12, 1712, of Sherborn, Middlesex Co., Massachusetts m. SAMUEL PERRY, April 09, 173547.
17. v. RACHEL LELAND, b. May 28, 1715, m. HENRY DEATH
 vi. ESTER LELAND48, b. June 02, 171748
 vii. PHINEAS ADAMS LELAND, b. June 2, 1717
 viii. MARY LELAND48, b. May 07, 172048, m. JOSEPH MARSHALL
 ix. SILENCE LELAND, b.  May 31, 1722, m. DANIEL EAMES
18. x. EXPERIENCE LELAND, b. June 21, 1725, of Sherborn, Middlesex Co., Massachusetts; d. Aft. 1771, of Sherborn, Middlesex Co., Massachusetts.
xi. SARAH LELAND48, b. August 19, 172848, m. JOHN CARPENTER
 
 

7.  ABIGAIL4 LELAND (HOPESTILL3, HENRY2, HOPESTILL1)48 was born February 17, 1682/8348  She married JOHN BULLARD48, son of BENJAMIN BULLARD and ELIZABETH THORPE.Of the original 48 founders of the town of Medway, MA

Child of ABIGAIL LELAND and JOHN BULLARD is:
19. i. HENRY5 BULLARD, b. October 01, 1723; d. April 30, 1799.
 

8.  JOHN4 LELAND (HOPESTILL3, HENRY2, HOPESTILL1)48 was born October 11, 1687 of Sherborn, Middlesex Co., Massachusetts49, of Holliston, Middlesex Co., Massachusetts49.  He married (1) ABIGAIL BADCOCK Bef. 171149.  He married (2) SARAH MORSE50 July 12, 1744 in Holliston, Middlesex Co., Massachusetts51, daughter of SAMUEL MORSE and ELIZABETH WOOD.Settled n. part of Holliston51 Drew 75 acres Douglas, Massachusetts51 Clerk and read hymns for church51    SARAH MORSE:  Burial: Buried at Central Cemetery, Holliston, MA52 Had 5 children52

Children of JOHN LELAND and ABIGAIL BADCOCK are:
 i. ABIGAIL5 LELAND, b. March 28, 1716, of Holliston, Middlesex Co., Massachusetts53; m. ISAAC JOHNSON.
 ii. SAMUEL LELAND, b. May 03, 1711, of Holliston, Middlesex Co., Massachusetts53.
 iii. JOHN LELAND, b. June 10, 1713, of Holliston, Middlesex Co., Massachusetts53.
 
 

9.  JOSHUA4 LELAND (HOPESTILL3, HENRY2, HOPESTILL1)54 was born May 05, 170555, and died May 17, 1772 in Sherborn, Middlesex Co., Massachusetts56.  He married RUTH MORSE56 June 21, 1732 in Sherborn, Middlesex Co., Massachusetts57, daughter of JAMES MORSE and RUTH SAWIN.

Children of JOSHUA LELAND and RUTH MORSE are:
 i. HOPESTILL5 LELAND58, b. September 29, 1733, Sherborn, Middlesex Co., Massachusetts
20. ii. RUTH LELAND, b. December 27, 1735; d. Aft. 1754.
 iii. JOSHUA LELAND58, b. September 08, 1741, Sherborn, Middlesex Co., Massachusetts
Occupation: judge59
 iv. JOSEPH LELAND60, b. September 05, 1744, Sherborn, Middlesex Co., Massachusetts60
 

10.  TIMOTHY4 LELAND (EBENEZER3, HENRY2, HOPESTILL1)61 was born February 22, 1683/84 in Sherborn, Middlesex Co., Massachusetts62,63, and died April 01, 1748 in Holliston, Middlesex Co., Massachusetts64. He married ELIZABETH LEARNED64 January 27, 1709/10 in Sherborn, Middlesex Co., Massachusetts65,66, daughter of BENONI LEARNED and SARAH MORE.A man of great worth and considerable distinction for his day. Constable, town treasurer, moderator, selectman & deacon67 Buried in Central Cemetary, Holliston, MA
"Here lyes buried the body of Deacon Timothy Lealand who died April 1st 1748 in the 64th year of his life"

Children of TIMOTHY LELAND and ELIZABETH LEARNED are:
 i. DAVID5 LELAND68, b. June 23, 171168; m. THANKFUL LELAND dau of HENRY LELAND and MARY MORSE.
 ii. LOIS LELAND68, b. September 02, 171468; m. ASA FISKE, January 30, 1734/35.
 iii. EUNICE LELAND68, b. July 14, 171768; m.  BENJAMIN KENDALL
 iv. ELIZABETH LELAND68, b. November 22, 171968
21. v. JEMIMA LELAND, b. August 22, 1722, Holliston, Middlesex Co., Massachusetts; d. 1768.
 vi. TIMOTHY LELAND68, b. November 20, 172568; m. HANNAH TWITCHELL
22. vii. ASAPH LELAND, b. February 07, 1729/30
 
 

11.  EBENEZER4 LELAND (EBENEZER3, HENRY2, HOPESTILL1) was born January 14, 1680/81 in Sherborn, Middlesex Co., Massachusetts69, and died 1746 of Sherborn, Middlesex Co., Massachusetts69.  He married MARTHA FAIRBANKS70 January 19, 1707/08 in Framingham, Middlesex Co., Massachusetts71, daughter of ELEAZER FAIRBANKS and MARTHA LOVETT.
Settled on the west part of his father's farm and perhaps planted large elms72  Drew 97 acres Douglas72 MARTHA FAIRBANKS: Cause of death, strange Holliston plague?  She and Ebenezer became ancestors of anthropologist Margaret Mead73

Children of EBENEZER LELAND and MARTHA FAIRBANKS are:
 i. DEBORAH5 LELAND, b. April 25, 171074; d. January 01, 178474; m. JONATHAN LELAND75.
23. ii. CALEB LELAND, b. November 1712; d. August 25, 1780, of Sherborn, Middlesex Co., Massachusetts.
24. iii. LYDIA LELAND, b. August 20, 1716.
 
 

Generation No. 5

12.  SARAH5 LELAND (HENRY4, HOPESTILL3, HENRY2, HOPESTILL1)75 was born August 15, 171075, and died May 17, 173676.  She married EDWARD LEARNED Bef. 172976, son of BENONI LEARNED and SARAH MORE.Inherited the homestead76  Town Offices: selectman 3 years76

Children of SARAH LELAND and EDWARD LEARNED are:
 i. MARY6 LEARNED, b. September 18, 1729, Sherborn, Middlesex Co., Massachusetts76; m. ABIJAH STRATTON.
25. ii. SARAH LEARNED, b. January 18, 1731/32, Sherborn, Middlesex Co., Massachusetts; d. March 06, 1810, Sherborn, Middlesex Co., Massachusetts - age 78.
 iii. DANIEL LEARNED, b. April 30, 1734, Sherborn, Middlesex Co., Massachusetts76; d. October 11, 175276.   Cause of Death: strange Holliston plague?
 

13.  HEPZIBAH5 LELAND (HENRY4, HOPESTILL3, HENRY2, HOPESTILL1)77 was born September 23, 171477, of Sherborn, Middlesex Co., Massachusetts78.  She married JOSEPH BROWN.

Child of HEPZIBAH LELAND and JOSEPH BROWN is:
26. i. KATHERINE6 BROWN, b. April 09, 1737, Holliston, Middlesex Co., Massachusetts; d. January 28, 1831, Holliston, Middlesex Co., Massachusetts.
 

14.  BEULAH5 LELAND (HENRY4, HOPESTILL3, HENRY2, HOPESTILL1)79 was born December 09, 1726 in Sherborn, Middlesex Co., Massachusetts80,81, and died December 16, 1784 in Holliston, Middlesex Co., Massachusetts81 Burial: Buried Central Cemetary; Holliston, MA.83.  She married ISAAC BULLARD81 March 27, 1746 in Sherborn, Middlesex Co., Massachusetts?82, (Blind at age 1083) son of ISAAC BULLARD and SARAH MORSE.In 1742, Isaac was a minor child and inherited the homestead to share with his mother84
#1  Here lies buried the body of Lieut. Isaac Bullard...
#2  In memory of the widow Sarah Leland formerly the wife of Lieut. Isaac Bullard.  She died Oct 8th 1775 in 90th year.
#3  In memory of  Mrs. Beulah Bullard, wife of Capt. Issac Bullard, She died Dec. 16, 1784.
#4  Miriam Bullard...
#5  Erected in memory of Capt. Isaac Bullard who died Jan 12, 1814 in the 88th year.

 Children of BEULAH LELAND and ISAAC BULLARD are:
 i. ANNA6 BULLARD85, b. May 07, 174786; d. abt 1751.
 ii. ANNE BULLARD87, b. February 19, 1751/5287
 iii. ISAAC BULLARD87, b. December 08, 175488
 iv. MARTHA BULLARD89, b. October 05, 1757
 v. OLIVE BULLARD, b. July 10, 176189
 vi. ELEAZER BULLARD89, b. December 04, 176490
27. vii. MARY BULLARD, b. June 24, 1767, Holliston, Middlesex Co., Massachusetts; d. December 20, 1837, Holliston, Middlesex Co., Massachusetts.
 viii. JOEL BULLARD91, b. April 10, 177192
 
 

15.  HENRY5 LELAND (HENRY4, HOPESTILL3, HENRY2, HOPESTILL1)94 was born April 11, 172995, of Sherborn, Middlesex Co., Massachusetts95.  He married (1) KEZIAH BULLARD96 Bef. 176297, daughter of BENJAMIN BULLARD and MIRIAM MORSE.  He married (2) MARY GOULDING    Town Offices: selectman - 176697

Child of HENRY LELAND and KEZIAH BULLARD
28. i. HENRY6 LELAND, b. 1761, Sherborn, Middlesex Co., Massachusetts; d. June 26, 1834.
 
 

16.  ABIGAIL5 LELAND (HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)98 was born May 03, 1704 in Sherborn, Middlesex Co., Massachusetts98, and died March 07, 1761 in Sherborn, Middlesex Co., Massachusetts98.  She married (1) EBENEZER BADCOCK.  She married JOHN FISKE98 September 21, 1731 in Holliston, Middlesex Co., Massachusetts99, son of JOHN FISKE and LYDIA ADAMS.  JOHN FISKE cause of death: great Holliston plague100  March 12, 1754, Inventory 820 pounds101  He had 8 daughters.

Children of ABIGAIL LELAND and JOHN FISKE are:
29. i. DAVID6 FISKE, b. April 16, 1732, Holliston, Middlesex Co., Massachusetts; d. December 23, 1817, Holliston, Middlesex Co., Massachusetts.
30. ii. HANNAH FISKE, b. January 24, 1733/34; d. Aft. 1762.
 iii. AMOS FISKE, b. March 5, 1735, married ANNE BRYANT
 iv. JOHN FISKE, b. March 16, 1738, married SARAH HILL
 v. JOEL FISKE, b. April 22, 1740, married RUTH REED
 vi. JONAS FISKE, b. February 1742, married MARY HILL
 vii. MARTHA FISKE, b. January 5, 1749; d. November 19, 1750
 viii.  SALLY FISKE, died unmarried July 8, 1780
 

17.  RACHEL5 LELAND (HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)103 was born May 28, 1715.  She married HENRY DEATH.

Child of RACHEL LELAND and HENRY DEATH is:
31. i. ELIZABETH6 DEATH, b. September 24, 1743.
 

18.  EXPERIENCE5 LELAND (HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)104 was born June 21, 1725 of Sherborn, Middlesex Co., Massachusetts105, and died Aft. 1771 of Sherborn, Middlesex Co., Massachusetts106.  She married (1) JONAS FAIRBANKS107 September 25, 1745 in Sherborn, Middlesex Co., Massachusetts108, son of GEORGE FAIRBANKS and SARAH HARDING.  She married (2) JABEZ WHITNEY October 20, 1771 in Medway, Norfolk Co., Massachusetts108.   2nd marriage may be incorrect.  See Fairbanks pages for descendants.
 

19.  HENRY5 BULLARD (ABIGAIL4 LELAND, HOPESTILL3, HENRY2, HOPESTILL1)115 was born October 01, 1723116, and died April 30, 1799117.  He married (1) JEMIMA POND.  He married (2) ABIGAIL MORSE118 June 28, 1770 in Medway, Norfolk Co., Massachusetts119, daughter of NATHANIEL MORSE and SARAH COOLEDGE.Selectman.

Children of HENRY BULLARD and ABIGAIL MORSE are:
 i. ABIGAIL6 BULLARD120, b. April 11, 1773, Medfield, Norfolk Co., Massachusetts121; d. September 24, 1776121.
 ii. MARGARET BULLARD122, b. November 01, 1775, Medfield, Massachusetts123; d. October 14, 1776, Medfield, Massachusetts
 iii. LIBERTY BULLARD124, b. November 11, 1777, Medfield, Norfolk Co., Massachusetts125; d. Abt. 1848125; m. (1) ABIGAIL LELAND125; m. (2) HOLBROOK.
 iv. AMOS BULLARD126, b. February 25, 1780, Medfield, Norfolk Co., Massachusetts127; d. Abt. 1818127; m. ABIGAIL ADAMS.   Selectman
 v. ABIGAIL BULLARD, b. August 11, 1783127; m. THOMAS BURBANK.
 

20.  RUTH5 LELAND (JOSHUA4, HOPESTILL3, HENRY2, HOPESTILL1)128 was born December 27, 1735, and died Aft. 1754.  She married TIMOTHY DANIELS February 06, 1754 in Massachusetts, son of SAMUEL DANIELS and EXPERIENCE ADAMS.

Child of RUTH LELAND and TIMOTHY DANIELS is:
33. i. RACHEL6 DANIELS, b. April 29, 1754; d. September 07, 1850.
 

21.  JEMIMA5 LELAND (TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)129 was born August 22, 1722 in Holliston, Middlesex Co., Massachusetts130,131, and died 1768131.  She married (1) JOSEPH UNDERWOOD132 January 11, 1737/38 in Holliston, Middlesex Co., Massachusetts133, son of JOSHUA UNDERWOOD and MERCY FAIRBANKS.  She married (2) TIMOTHY ROCKWOOD March 12, 1767 in Holliston, Middlesex Co., Massachusetts133.See  Underwood pages.

Children of JEMIMA LELAND and JOSEPH UNDERWOOD are:
34. i. JOSHUA6 UNDERWOOD, b. November 21, 1744, Holliston, Middlesex Co., Massachusetts; d. March 15, 1821, Holliston, Middlesex Co., Massachusetts.
35. ii. REUBEN UNDERWOOD, b. January 17, 1740/41, Holliston, Middlesex Co., Massachusetts
 iii. DAVID UNDERWOOD137, b. November 24, 1742, Holliston, Middlesex Co., Massachusetts, of Barre, Worcester Co., Massachusetts138; m. BATHSHEBA ADAMS, November 10, 1763138.
 iv. ELIZABETH UNDERWOOD139, b. October 20, 1746, Holliston, Middlesex Co., Massachusetts140; m. HACKAHALE BRIDGES.
36. v. TIMOTHY UNDERWOOD, b. December 18, 1748, Holliston, Middlesex Co., Massachusetts; of Hubbardston, Vermont.
 vi. JEMIMA UNDERWOOD141, b. Abt. 1752141
 vii. JOSEPH UNDERWOOD141, b. January 31, 1754, Holliston, Middlesex Co., Massachusetts142; d. August 31, 1756142.
 viii. MILLICENT UNDERWOOD, b. September 18, 1756, Holliston, Middlesex Co., Massachusetts142; d. September 18, 1756142.
37. ix. ASA UNDERWOOD, b. July 26, 1757, Holliston, Middlesex Co., Massachusetts;  of Wardsbury, Vermont.
 x. JOSEPH UNDERWOOD143, b. June 05, 1759, Holliston, Middlesex Co., Massachusetts, of Wardsbury, Vermont144.
 

22.  ASAPH5 LELAND (TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)145 was born February 07, 1729/30145.  He married BEULAH LITTLEFIELD146, daughter of EBENEZER LITTLEFIELD and ABIAL MORSE.

Child of ASAPH LELAND and BEULAH LITTLEFIELD is:
38. i. MILLIE6 LELAND, b. July 02, 1762, of Holliston, Middlesex Co., Massachusetts; d. March 15, 1821, Medfield, Norfolk Co., Massachusetts.
 

23.  CALEB5 LELAND (EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1)146 was born November 1712147, and died August 25, 1780 of Sherborn, Middlesex Co., Massachusetts147.  He married (1) MARY HARDING.  He married (2) JUDITH MORSE148 December 24, 1741 in Medfield, Norfolk Co., Massachusetts149, daughter of JOSEPH MORSE and PRUDENCE ADAMS.   Proprietor of 700 acres - best land in Sherborn149 Lived where Deacon Micah Leland did149  Town Offices: selectman 6 years, active church matters149

Children of CALEB LELAND and JUDITH MORSE are:
 i. CALEB6 LELAND150, b. November 05, 1742, Medfield, Norfolk Co., Massachusetts151; d. 1746, Medfield, Norfolk Co., Massachusetts151.
 ii. JOHN LELAND152, b. August 27, 1744, Medfield, Massachusetts; d. September 29, 1745, Medfield, Massachusetts
39. iii. ANNA LELAND, b. July 06, 1746, Medfield, Norfolk Co., Massachusetts
40. iv. PRUDENCE LELAND, b. October 12, 1748, Medfield, Norfolk Co., Massachusetts
 v. REBECCA LELAND154, b. June 10, 1751, Medfield, Norfolk Co., Massachusetts155; m. EPHRAIM DANA.
41. vi. CALEB LELAND, b. May 28, 1753, Medfield, Norfolk Co., Massachusetts; d. 1776, Ticonderoga, New York.
42. vii. JUDITH LELAND, b. April 14, 1755, Medfield, Norfolk Co., Massachusetts
 viii. HANNAH LELAND156, b. May 17, 1757, Medfield, Norfolk Co., Massachusetts157; m. JOHN WARE.
 ix. JOHN LELAND, b. June 01, 1760159; m. CAROLINE JONES.   Inherited Grandfather's place.
 

24.  LYDIA5 LELAND (EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1) was born August 20, 1716159.  She married JOHN LELAND.

Children of LYDIA LELAND and JOHN LELAND are:
43. i. DEBORAH6 LELAND, b. March 06, 1739/40, Holliston, Middlesex Co., Massachusetts; d. Aft. 1787.
 ii. LYDIA LELAND, b. March 28, 1750, of Holliston, Middlesex Co., Massachusetts159; d. 1816159; m. ASA PERRY.
 
 

Generation No. 6

25.  SARAH6 LEARNED (SARAH5 LELAND, HENRY4, HOPESTILL3, HENRY2, HOPESTILL1) was born January 18, 1731/32 in Sherborn, Middlesex Co., Massachusetts160, and died March 06, 1810 in Sherborn, Middlesex Co., Massachusetts - age 78161.  She married JEDEDIAH PHIPPS June 07, 1750 in Sherborn, Middlesex Co., Massachusetts162, son of JOHN PHIPPS and HANNAH WALKER.   See Learned or Phipps pages
 

26.  KATHERINE6 BROWN (HEPZIBAH5 LELAND, HENRY4, HOPESTILL3, HENRY2, HOPESTILL1) was born April 09, 1737 in Holliston, Middlesex Co., Massachusetts174, and died January 28, 1831 in Holliston, Middlesex Co., Massachusetts175.  She married SAMUEL MESSINGER June 23, 1757 in Massachusetts176, son of HENRY MESSINGER and ESTHER CHEEVER.   Had a return of her sight years before her death177 See Messinger pages.
 

27.  MARY6 BULLARD (BEULAH5 LELAND, HENRY4, HOPESTILL3, HENRY2, HOPESTILL1)196 was born June 24, 1767 in Holliston, Middlesex Co., Massachusetts197,198, and died December 20, 1837 in Holliston, Middlesex Co., Massachusetts198.  She married JOHN MELLEN198 April 15, 1790 in Holliston, Middlesex Co., Massachusetts198, son of ROBERT MELLEN and SARAH HOLBROOK.   Burial: Buried Central cemetary; Holliston, MA (widow John)

Children of MARY BULLARD and JOHN MELLEN are:
 i. EZOA7 MELLEN198, b. October 05, 1790198
 ii. SARAH MELLEN198, b. July 24, 1792198
52. iii. MARY MELLEN, b. June 18, 1795
 iv. JOHN MELLON198, b. January 26, 1799, Holliston, Middlesex Co., Massachusetts198; m. SALLY198.   Burial: Central Cemetary, Holliston, Massachusetts
53. v. BEULAH L. MELLEN, b. November 20, 1802, Holliston, Middlesex Co., Massachusetts; d. June 01, 1842, Holliston, Middlesex Co., Massachusetts.
 vi. ROBERT MELLEN198, b. January 12, 1805
 vii. PUAH MELLEN198, b. October 12, 1807198; m. BULLARD198.
 

28.  HENRY6 LELAND (HENRY5, HENRY4, HOPESTILL3, HENRY2, HOPESTILL1) was born 1761 in Sherborn, Middlesex Co., Massachusetts and died June 26, 1834200.  He married SARAH PHIPPS April 26, 1785 in Sherborn, Middlesex Co., Massachusetts201, daughter of JEDEDIAH PHIPPS and SARAH LEARNED.

Children of HENRY LELAND and SARAH PHIPPS are:
54. i. KEZIAH7 LELAND, b. 1787; d. 1875.
 ii. WALTER LELAND, b. 1785202; d. of Sangerfield, Maine202.
 iii. LOWELL LELAND, b. 1790202.
 iv. HARRY LELAND, b. 1792202.
 v. JEDEDIAH P. LELAND, b. 1795202; m. LAURA MESSINGER, April 16, 1820, Wrentham, Norfolk Co., Massachusetts203.
 vi. SARAH LELAND, b. 1797204.
 vii. LUCY K. LELAND, b. 1801204; m. THOMAS J. MORSE, a trader and magistrate in 1849.
1828, to Sherborn, Massachusetts205
 viii. MARY LELAND, b. 1804205.
 

29.  DAVID6 FISKE (ABIGAIL5 LELAND, HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)206 was born April 16, 1732 in Holliston, Middlesex Co., Massachusetts206, and died December 23, 1817 in Holliston, Middlesex Co., Massachusetts206.  He married SARAH BULLARD206 November 02, 1759 in Hopkinton, Middlesex Co., Massachusetts206, daughter of JOHN BULLARD and SARAH DANIELS.

Children of DAVID FISKE and SARAH BULLARD are:
 i. JOHN7 FISKE, b. March 15, 1760, Medway, Norfolk Co., Massachusetts; of Holliston, Middlesex Co., Massachusetts; m. ABIGAIL ALBEE.
ii. NATHAN FISKE, b. May 03, 1761; d. Aft. 1794, of Holliston, Middlesex Co., Massachusetts; m. (1) JULITTA DANIELS; m. (2) JEMIMA LELAND, June 01, 1786, Sherborn, Middlesex Co., Massachusetts.
iii. DAVID FISKE, b. April 19, 1763; m. HANNAH EAMES.
55. i. LEVI FISKE, b. February 23, 1765, Holliston, Middlesex Co., Massachusetts; d. June 20, 1819, Holliston, Middlesex Co., Massachusetts.
 iv. NATHANIEL FISKE, b. March 9, 1767; married ALLEN
 v. AMOS FISKE, b. November 23, 1769; d. November 6, 1776
 vi. SALLY FISKE, b. December 17, 1771; married SIMEON NEWTON February 21, 1792.
 vii. GAD FISKE, b. January 31, 1774; d. October 26, 1776
viii. KEREN FISKE, b. June 24, 1776; d. September 17, 1778
 ix. TIMOTHY FISKE, b. November 3, 1778; d 1863 of Holliston, Middlesex Co., Massachusetts.   Graduate of Harvard as MD 1801.
  x. ANER FISKE, b. September 20, 1780, Holliston, Middlesex Co., Massachusetts207; m. MARTHA FAIRBANKS, November 27, 1806, Holliston, Middlesex Co., Massachusetts207.
 
 

 30.  HANNAH6 FISKE (ABIGAIL5 LELAND, HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)208 was born January 24, 1733/34, and died Aft. 1762209.  She married (1) JOHN FAIRBANKS210 April 18, 1754 in Sherborn, Middlesex Co., Massachusetts211, son of JONATHAN FAIRBANKS and HANNAH COOLEDGE.  She married (2) CALEB HILL212 March 17, 1762 in Sherborn, Middlesex Co., Massachusetts213.

Children of HANNAH FISKE and JOHN FAIRBANKS are:
 i. MARTHA7 FAIRBANKS214, b. July 28, 1755, Sherborn, Middlesex Co., Massachusetts214,215; m. JOHN BRIANT216, October 28, 1779, Sherborn, Middlesex Co., Massachusetts216.
 ii. LEVI FAIRBANKS216, b. September 28, 1757, Sherborn, Middlesex Co., Massachusetts217, 218; d. September 08, 1758, Sherborn, Middlesex Co., Massachusetts - age 11 m218.
 iii. HANNAH FAIRBANKS218, b. July 13, 1759, Sherborn, Middlesex Co., Massachusetts219,220; m. ISAAC RUSSELL220, February 05, 1778, Sherborn, Middlesex Co., Massachusetts220.
 

31.  ELIZABETH6 DEATH (RACHEL5 LELAND,HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)220 was born September 24, 1743221.  She married EBENEZER FAIRBANKS222,223 July 02, 1761 in Sherborn, Middlesex Co., Massachusetts224,225,226, son of ELEAZER FAIRBANKS and MARTHA BULLARD.  Patriarch of the St. Johnsbury, VT family227   1783, from Sherborn to Brimfield228   See Fairbanks page for descendants
 

32.  ELIJAH6 FAIRBANKS (EXPERIENCE5 LELAND, HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1) was born March 21, 1753 in Medway, Norfolk Co., Massachusetts258, and died Aft. 1829 of Bellingham, Massachusetts258.  He married NANCY ADAMS September 25, 1811 in Holliston, Middlesex Co., Massachusetts258, daughter of JONATHAN ADAMS. See Fairbanks page for descendants
 

33.  RACHEL6 DANIELS (RUTH5 LELAND, JOSHUA4, HOPESTILL3, HENRY2, HOPESTILL1) was born April 29, 1754, and died September 07, 1850.  She married WHITNEY HILL259 August 05, 1773, son of ISAAC HILL and LYDIA WHITNEY.

Child of RACHEL DANIELS and WHITNEY HILL is:
59. i. ELONA7 HILL, b. June 20, 1775; d. October 18, 1884.
 

34.  JOSHUA6 UNDERWOOD (JEMIMA5 LELAND, TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)260 was born November 21, 1744 in Holliston, Middlesex Co., Massachusetts261,262, and died March 15, 1821 in Holliston, Middlesex Co., Massachusetts263.  He married LYDIA EAMES264, daughter of DANIEL EAMES and SILENCE LELAND. See Underwood page for descendants
 

35.  REUBEN6 UNDERWOOD (JEMIMA5 LELAND, TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)295 was born January 17, 1740/41 in Holliston, Middlesex Co., Massachusetts296,.  He married ABIGAIL BURBANK May 20, 1762298.

Child of REUBEN UNDERWOOD and ABIGAIL BURBANK is:
 i. THANKFUL7 UNDERWOOD, b. February 19, 1796298.
 

36.  TIMOTHY6 UNDERWOOD (JEMIMA5 LELAND, TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)299 was born December 18, 1748 in Holliston, Middlesex Co., Massachusetts300, of Hubbardston, Vermont.

Children of TIMOTHY UNDERWOOD are:
 i. ISAAC7 UNDERWOOD, of Jamaica, Vermont300.
 ii. ASA UNDERWOOD.
 

37.  ASA6 UNDERWOOD (JEMIMA5 LELAND, TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)301 was born July 26, 1757 in Holliston, Middlesex Co., Massachusetts302,  of Wardsbury, Vermont302.  He married MARY KILTON February 28, 1783.

Child of ASA UNDERWOOD and MARY KILTON is:
 i. ASA7 UNDERWOOD, b. July 27, 1786, of Newfane302.
 

38. MILLIE LELAND (ASAPH5, TIMOTHY4, EBENEZER3, HENRY2, HOPESTILL1)303 was born July 02, 1762 of Holliston, Middlesex Co., Massachusetts304, and died March 15, 1821 in Medfield, Norfolk Co., Massachusetts304.  She married ABNER MORSE305 May 02, 1782306, son of EZEKIEL MORSE and REBECCA COUSINS,  representative of the Colonial State Legislature from Medway, MA 3 years, selectman 14 years and Justice of Peace. 12 years  Inherited homestead - later annexed to Holliston307 See Morse page for descendants.
 

39.  ANNA6 LELAND (CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1)308 was born July 06, 1746 in Medfield, Norfolk Co., Massachusetts.  She married JOHN SANGER July 23, 1768311, son of RICHARD SANGER and DEBORAH RIDER.  See Sanger page for descendants.
 

40.  PRUDENCE6 LELAND (CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1)315 was born October 12, 1748 in Medfield, Norfolk Co., Massachusetts.  She married ADAM LELAND, son of DANIEL LELAND and MARY DEATH. Settled on the old road to Natick 100 rods east of Plain Burying Ground318

Child of PRUDENCE LELAND and ADAM LELAND is:
69. i. HANNAH7 LELAND.
 

41.  CALEB6 LELAND (CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1)319 was born May 28, 1753 in Medfield, Norfolk Co., Massachusetts320, and died 1776 in Ticonderoga, New York320.  He married ELIZABETH HILL.  Military Service: Rev. War320

Child of CALEB LELAND and ELIZABETH HILL is:
 i. CALEB7 LELAND  Died young320.
 

42.  JUDITH6 LELAND (CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1)321 was born April 14, 1755 in Medfield, Norfolk Co., Massachusetts322 She married JACOB SPARROWK 1775324

Children of JUDITH LELAND and JACOB SPARROWK are:
 i. ALDEN7 SPARROWK.
 ii. AMBROSE SPARROWK.
 iii. ROWLAND SPARROWK.
 iv. SINTHY SPARROWK.
 

43.  DEBORAH6 LELAND (LYDIA5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1) was born March 06, 1739/40 in Holliston, Middlesex Co., Massachusetts325, and died Aft. 1787326.  She married (1) DRURY FAIRBANKS  January 19, 1758 in Holliston, Middlesex Co., Massachusetts326, son of GEORGE FAIRBANKS and RACHEL DRURY.  She married (2) TIMOTHY ROCKWOOD 1787. See Fairbanks page for descendants
 
 
 

Generation No. 7

 54.  KEZIAH7 LELAND (HENRY6, HENRY5, HENRY4, HOPESTILL3, HENRY2, HOPESTILL1) was born 1787, and died 1875.  She married (1) SAMUEL MCLATHAN 1806.  She married (2) WILLIAM HAMILTON MITCHELL Aft. 1863.

Children of KEZIAH LELAND and SAMUEL MCLATHAN are:
 i. MYRA8 MCLATHAN, b. Aft. 1806, Maine; m. ALFRED HEMENWAY.
 ii. SARAH KEZIAH MCLATHAN, b. 1836; d. 1881; m. ALBERT CLARK, 1859.
 

55.  LEVI7 FISKE (DAVID6, ABIGAIL5 LELAND, HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)395 was born February 23, 1765 in Holliston, Middlesex Co., Massachusetts396, and died June 20, 1819 in Holliston, Middlesex Co., Massachusetts397,398.  He married (1) JEMIMA UNDERWOOD399 1791400, daughter of JOSHUA UNDERWOOD and LYDIA EAMES.  17?children, 5 sons?

Children of LEVI FISKE and JEMIMA UNDERWOOD are:
95. i. LEWIS8 FISKE, b. February 25, 1793, Holliston, Middlesex Co., Massachusetts; d. June 10, 1878, Tewksbury, Massachusetts.
 ii. SALLY FISKE, b. September 02, 1794, Holliston, Middlesex Co., Massachusetts.
 iii. MARTIN FISKE, b. October 23, 1796, Holliston, Middlesex Co., Massachusetts, married SOPHIA HOWE
 iv. ANNA FISKE, b. December 24, 1798, Holliston, Middlesex Co., Massachusetts.
 v. LEVI FISKE, b. August 26, 1803, married MARGARET CURRIER
 vi. AMOS FISKE
 vii. NOAH FISKE
 viii. JEMIMA FISKE, b. June 14, 1809
 

69.  HANNAH7 LELAND (PRUDENCE6, CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1).  She married WILLIAM PERRY.

Child of HANNAH LELAND and WILLIAM PERRY is:
110. i. SUSAN8 PERRY, b. 1820; d. 1901.
 
 

Generation No. 8
 

95.  LEWIS8 FISKE (LEVI7, DAVID6, ABIGAIL5 LELAND, HOPESTILL4, HOPESTILL3, HENRY2, HOPESTILL1)572 was born February 25, 1793 in Holliston, Middlesex Co., Massachusetts572,573,574, and died June 10, 1878 in Tewksbury, Massachusetts. Burial, Lowell Cemetary.  He married MEHITABLE KNOWLTON575 April 14, 1817 in Holliston, Middlesex Co., Massachusetts575,576.   Overseer in Carpet mill577
Child of LEWIS FISKE and MEHITABLE KNOWLTON is:
i. OLIVER FISKE, b. July 22, 1819; married MARY L.
ii. AMOS9 FISKE578, b. July 05, 1821, Holliston, Middlesex Co., Massachusetts578; d. April 06, 1882, Tewksbury, Massachusetts578  Burial: Lowell Cemetery; m. CAROLINE A. WALSH578, February 16, 1842, Portsmouth, New Hampshire578.  Occupation: Foreman -Carpet Mill.  Children; Mary Elizabeth Fiske 16 Feb 1853 m. Charles Henry Fitzgerald, Annie K. Fiske Nov. 1844 m. John L. Moore no children, Eva Fiske 1849 m. William Worcester, 2nd. marr. for both, d. Aug 8, 1890
 iii. CHARLES HENRY FISKE, b. September 9, 1827; died 1886; married ELIZA A. WOOD
 iv. DAVID LEWIS FISKE, b. November 21, 1829; died 1876; married ANNIE H.?
 

110.  SUSAN8 PERRY (HANNAH7 LELAND, PRUDENCE6, CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1) was born 1820, and died 1901.  She married MASSENA BERTHIER ERSKINE.

Child of SUSAN PERRY and MASSENA ERSKINE is:
134. i. CHARLES EDWIN9 ERSKINE, b. 1846; d. 1908.
 
 

Generation No. 9

134.  CHARLES EDWIN9 ERSKINE (SUSAN8 PERRY, HANNAH7 LELAND, PRUDENCE6, CALEB5, EBENEZER4, EBENEZER3, HENRY2, HOPESTILL1) was born 1846, and died 1908.  He married EMMA PAINE 1873.

Children of CHARLES ERSKINE and EMMA PAINE are:
 i. VIOLET LELAND10 ERSKINE, m. PARISH-WATSON.
 ii. ALFRED MASSENA ERSKINE, b. 1877.
 iii. HAROLD PERRY ERSKINE, b. June 05, 1879, Racine, Racine Co., Wisconsin; m. CORALIE COUDERT, January 17, 1914.
 iv. RALPH CHILD ERSKINE, b. 1880; m. MARGARET MCKELLAR.
152. v. MALCOLM EDWIN ERSKINE, b. March 24, 1888, Racine, Racine Co., Wisconsin.
153. vi. SUSAN MILDRED ERSKINE, b. November 24, 1889, Pasadena, Los Angeles Co., California.