Historic Massachusetts Bed and Breakfast Inns

1670

1 Bursley Manor

— West Barnstable, MA 1670

1680

2 The William Haskell House

— Gloucester, MA 1680

1684

3 Veranda House

— Nantucket, MA 1684

1692

4 The Dan'l Webster Inn and Spa

— Sandwich, MA 1692
The inn has offered lodging for over 300 years and one of its most famed guests was Daniel Webster himself. Read More

1699

5 Ashley Manor

— Barnstable, MA 1699
The six bedchambers or suites are carefully decorated and appointed to reflect the 17 century details of the Inn. Each room has its own special charm. some feature New England shuttered windows, or... Read More

1716

6 Longfellow's Wayside Inn

— Sudbury, MA 1716
An authentic colonial Inn for nearly three hundred years, as well as an historic site with exhibits and educators to teach about our colonial past. Read More

1721

7 Brimblecomb Hill

— Marblehead, MA 1721
Some of the highlights include the town's Old North Church, Abbot Hall. A walking tour can be arranged. Read More

1729

8 Harbor Light Inn

— Marblehead, MA 1729

1730

9 The Joy House Inc., Bed & Breakfast

— Dennis Port, MA 1730
Wide pumpkin pine floors which belonged to King George III, circa 1760. Read More
10 Compass Rose Inn

— Yarmouth Port, MA 1730
300-year-old Sea Captain's Home. Read More

1734

11 Amerscot House Inn

— Stow, MA 1734
Built in 1734, the inn has wide pine floorboards, six fireplaces, old window panes and antique English furniture. Read More

1737

12 New Boston Inn

— Sandisfield, MA 1737

1740

13 Lamb and Lion Inn

— Barnstable, MA 1740

1742

14 The Kelley House

— Edgartown, MA 1742
15 Regatta Inn

— Nantucket, MA 1742
Inn was built as a residence for Peter Folger, a whale oil trader, and his family. In 1855 Joseph Swain bought the house and converted it to a "boarding house" establishing its history as... Read More

1745

16 Black Walnut Inn

— Amherst, MA 1745

1750

17 Maguire House

— Ashburnham, MA 1750
Built in 1764, it was one of the first B&Bs in Ashburnham. Read More
18 Rogers and Brown House Bed and Breakfast

— Ipswich, MA 1750
1750 Post and Beam Saltbox with 1850 federal overlay. Wide pine floor boards, exposed beams and Victorian carriage barn. Read More
19 The General Rufus Putnam House

— Rutland, MA 1750
Inn is a National Historic Landmark. Read More
20 1750 Inn At Sandwich Center

— Sandwich, MA 1750
Built in 1750, much of the original home remains. Keeping room has the original bee hive oven. All fireplaces are original as are many of the floors. Read More

1760

21 The Old Inn on The Green

— New Marlborough, MA 1760

1765

22 The Carlisle House Inn

— Nantucket, MA 1765
One of the few in-town structures to escape the Great Fire of 1846. Read More

1766

23 Wainwright Inn

— Great Barrington, MA 1766
24 Seven South Street Inn

— Rockport, MA 1766
The Inn was built in 1766 when we were still a British Colony. We are located in the South Street Historic District and are just a 6-7 minute walk into the Village Center. Read More

1767

25 Birchwood Inn

— Lenox, MA 1767
Edith Wharton's home is two miles away, while Herman Melville's home is three miles from the inn. The Norman Rockwell Museum is about four miles away. Read More

1770

26 The Parsonage Inn

— East Orleans, MA 1770
Cape Cod offers lots of historic homes and sites. Read More
27 Union Street Inn

— Nantucket, MA 1770
28 River Bend Farm Guests

— Williamstown, MA 1770

1771

29 The Village Inn

— Lenox, MA 1771
The Mount (1 mile), Arrowhead (3 miles), Hancock Shaker Village (5 miles), Grandma Moses museum (20 miles), Clark Art Institute (10 miles), Tanglewood (1 mile). Read More
30 Cliff Lodge Bed & Breakfast

— Nantucket, MA 1771
31 Publick House Historic Inn & Country Lodge

— Sturbridge, MA 1771
Colonel Ebenezer Crafts opened the Inn in 1771 to house and entertain the troops. Read More

1773

32 The Red Lion Inn

— Stockbridge, MA 1773

1775

33 Inn At Richmond

— Richmond, MA 1775

1776

34 Eben House

— Provincetown, MA 1776
The Fairbanks Inn's Captain's House was built in the 1770s by Captain Eben Snow, an English sea captain. It features the original wide plank pumpkin pine floorboards. The two sides of the Federal... Read More

1780

35 Cumworth Farm

— Cummington, MA 1780
36 Garden Gables Inn

— Lenox, MA 1780
The only Inn in Lenox dating to 1780 Read More

1783

37 The Sea Meadow Inn

— Brewster, MA 1783
Circa 1785 established on Old Kings Highway. Read More

1784

38 Maple House Bed & Breakfast

— Rowe, MA 1784
Built in 1784 as a stage coach stop. Its name comes from the late 1800s. is the perfect place for a step back in time and a time to relax and play together. Read More

1785

39 The Egremont Village Inn

— South Egremont, MA 1785
Norman Rockwell Museum, Berkshire Museum, The Clark Museum and Hoosac Railroad Tunnel built during the Civil War are all nearby. Read More

1787

40 Rose and Crown Guest House

— Provincetown, MA 1787

1790

41 The Tuck Inn B&B

— Rockport, MA 1790
The inn is 10 minutes from Gloucester. Other historic towns, such as Salem, Boston, Lexington and Concord, are within an hour's drive of the inn. Read More
42 Race Brook Lodge
— Sheffield, MA 1790
Chesterwood estate and gardens is 18 miles, Edith Warton's Mount is 20 miles, and Herman Melville's Arrowhead is about 30 miles away. Read More
43 Tern Inn and Cottages
— West Harwich, MA 1790

1792

44 Beverly Farms Bed & Breakfast
— Beverly, MA 1792

1793

45 Pepper House Inn
— Brewster, MA 1793

1795

46 Village Inn-Cape Cod
— Yarmouth Port, MA 1795
The home of sea Capt. John Eldridge, one of 3 brothers famous for speed records while commanding ships such as the North Star, Flying Cloud and Red Jacket. Known as Eldridge Hall, this home was a... Read More

1797

47 Williamsville Inn
— West Stockbridge, MA 1797

1798

48 Edgartown Inn
— Edgartown, MA 1798
The inn has hosted notable guests such as Daniel Webster and Nathaniel Hawthorne. Read More
49 Crook Jaw Inn
— Yarmouth Port, MA 1798

1800

50 The Simmons Homestead Inn

— Hyannis Port, MA 1800
51 College Club
— Boston, MA 1800
52 Candleberry Inn
— Brewster, MA 1800
The 19th century author Horatio Alger lived here while a minister at nearby First Parish Church. House was later occupied by Capt. Frank Foster. The house has retained many original details and is... Read More
53 1800 Devonfield Inn, an English Country Estate
— Lee, MA 1800
English-style country house originally built in 1800 by a Revolutionary soldier and modernized and landscaped in the early 1900s by George Westinghouse Jr. , the son of the famous inventor. When... Read More
54 The White House
— Nantucket, MA 1800
55 Greenleaf Inn
— Newburyport, MA 1800
56 Crowne Pointe Historic Inn & Spa
— Provincetown, MA 1800
Member Of The National Trust Historic Hotels Of America. Read More
57 Bradford Carver House
— Provincetown, MA 1800
The Pilgrims first landed at Provincetown and Pilgrims' First Landing Park is dedicated to commemorating that event. Read More

1801

58 Old Manse Inn
— Brewster, MA 1801

1803

59 The Winsor House Inn
— Duxbury, MA 1803
Plimouth Plantation, Mayflower and Plymouth Rock, 15 minutes away. Twenty miles to Cape Cod. Read More
60 Martin House Inn
— Nantucket, MA 1803
Located within Nantucket's Historic District. Read More
61 Clark Currier Inn
— Newburyport, MA 1803
The Cushing House Museum, Firehouse Center, Custom House Museum and Market Square are within walking distance. Lowell's Boat Shop, a museum across the river, houses the Amesbury dory and highlights... Read More

1804

62 The Platinum Pebble Boutique Inn
— West Harwich, MA 1804
A modern boutique inn housed in an 1800's Sea Captain's home. Read More

1808

63 Morning Glory Bed & Breakfast
— Salem, MA 1808
64 Fidelia Bridges Guest House
— Salem, MA 1808
Built in Salem in 1808. Read More

1809

65 Garrison Inn
— Newburyport, MA 1809
This inn is in the National Register and is nationally certified. Read More

1810

66 The Nauset House Inn
— East Orleans, MA 1810
67 Honeysuckle Hill B&B
— West Barnstable, MA 1810
Plymouth Plantation, Hyannisport, Sandwich Village, Plymouth Rock and Mayflower II. Read More

1811

68 Centennial House
— Northfield, MA 1811
The house dates back to 1811 and was built for General John Nevers, the local militia commander and first sheriff of Franklin County. The house was the Stearns family of carpenter's first commission.... Read More

1812

69 Olde Captain's Inn on The Cape
— Yarmouth Port, MA 1812
Plymouth Rock and Plantation (30 miles). Read More

1815

70 The Wagner at Duck Creek
— Wellfleet, MA 1815
Marconi Station (first wireless Trans Atlantic radio transmission). Read More

1817

71 Morgan House Inn
— Lee, MA 1817
Norman Rockwell Museum, the home of Daniel Chester French, Chesterwood, Herman Melville home, and Arrowhead are all within 10 miles. Read More

1820

72 Powder Point Bed & Breakfast
— Duxbury, MA 1820
Records show ownership of property by ship's carpenter in early 1800s, who worked approximately 500 yards away. Read More
73 Ship's Knees Inn
— East Orleans, MA 1820
The Orleans Historical Society has identified the property as the former Freeman Snow House built as early as 1800. Snow is the first known owner of the property in 1858. Snow was the youngest son of... Read More
74 Penrose Victorian Inn
— Haydenville, MA 1820
75 Whistler's Inn
— Lenox, MA 1820
76 Snug Cottage
— Provincetown, MA 1820
77 Watership Inn
— Provincetown, MA 1820
Landing site of the Pilgrims, The Provincetown Heritage Museum, Pilgrim Monument and Museum (within walking distance). Read More
78 Perryville Inn
— Rehoboth, MA 1820
79 The Inn at Cape Cod
— Yarmouth Port, MA 1820
The Inn at Cape Cod is a Greek Revival Mansion built in 1820 by Joshua Sears. At the time, Sears was the wealthiest man in New England and built the home for his lovely wife Phoebe as a gift. Later,... Read More

1821

80 Staveleigh House
— Sheffield, MA 1821
81 Paquachuck Inn
— Westport Point, MA 1821
Built in 1821 as a ship's chandlery, customs, and post office by the Cory family. A whaling schooner, named after their six year old daughter Kate Cory, was built adjacent and the third floor was... Read More

1824

82 Federal House Inn
— Lee, MA 1824
83 One Centre Street Inn
— Yarmouth Port, MA 1824
The home has kept much of its original charm-crown mouldings and wood floors. Read More

1825

84 Rookwood Inn

— Lenox, MA 1825
Queen Anne painted lady. Built as a tavern in 1825 and moved to its current location in 1880. Read More
85 Liberty Hill Inn
— Yarmouth Port, MA 1825
Two historic restorations from the 18th century are within a half mile. Maritime history is celebrated each May with tours of historic buildings. Read More
86 Granville House
— Great Barrington, MA 1825

1828

87 Conroy's Bed & Breakfast
— Stockbridge, MA 1828

1830

88 The Cranberry Inn of Chatham
— Chatham, MA 1830
89 The Whalewalk Inn & Spa
— Eastham, MA 1830
Cape Cod National Seashore is 10 minutes away, as is First Encounter Beach. Pilgrim Monument Provincetown is a 30-minute drive. Read More
90 George Fuller House
— Essex, MA 1830
91 
— Provincetown, MA 1830
92 Revere Guest House Inc
— Provincetown, MA 1830
Built in 1830, this is a Provincetown Historic Inn Read More
93 1830 Quince Tree House
— Sandwich, MA 1830
94 B&B at Howden Farm
— Sheffield, MA 1830

1831

95 Ships Inn
— Nantucket, MA 1831

1832

96 Sally Webster Inn
— Rockport, MA 1832
Built in 1832 by a local shipbuilder, was the home of Sally Webster who was part of the Hannah Jumper Hatchet gang. Read More

1833

97 Century House
— Nantucket, MA 1833
Built in 1833. Read More

1834

98 The Salem Inn

— Salem, MA 1834
Located 18 miles from Boston, the inn is the perfect base to explore nearby Concord and Lexington, as well as the coastal towns of Rockport and Gloucester. Read More
99 The Jenkins Inn & Restaurant
— Barre, MA 1834
The building is Gothic revival c1834 on town common. Read More

1835

100 Gilbert's B&B

— Rehoboth, MA 1835
Battleship Massachusetts (8 miles), Museum of Lizzie Borden artifacts (8 miles), Carpenter Museum (4 miles), Plymouth Plantation (1 hour), Newport mansions (45 minutes), Providence Waterfires (15... Read More
101 Sherburne Inn
— Nantucket, MA 1835
Circa 1835, the inn was originally a silk factory. Read More

1836

102 Henry Derby House Bed & Breakfast
— Salem, MA 1836
Henry Derby was the first person who lived at 47 Summer Street. He was related to Elias Haskell Derby, the first millionaire in the U. S. The Pickering Family also lived here. Read More

1837

103 Poore House Inn
— Brewster, MA 1837

1838

104 Pineapple Inn
— Nantucket, MA 1838
105 Brass Lantern
— Nantucket, MA 1838
The Brass Lantern is located on a cobblestone street in the Town of Nantucket, which offers hundreds of authentic historic buildings with architecture spanning three centuries. Read More

1839

106 Captain's House Inn
— Chatham, MA 1839
107 Chatham Gables Inn
— Chatham, MA 1839
Built in 1839 by Captain Moses Nickerson. Read More

1840

108 Romeo's Holiday
— Provincetown, MA 1840
109 Sturbridge Country Inn
— Sturbridge, MA 1840
110 Orchard Shade B&B
— Sheffield, MA 1840

1841

111 Gordon's 1841 House B&B
— Beverly, MA 1841

1843

112 The Mary Prentiss Inn
— Cambridge, MA 1843
Historic battlefields and Walden Pond are only a short drive away. Read More
113 Christopher's By The Bay
— Provincetown, MA 1843

1845

114 Captain Farris House B&B

— South Yarmouth, MA 1845
Built circa 1845, on National Register of Historic Home located in the historic Bass River Village. Read More
115 Lizzie Borden B&B-Museum
— Fall River, MA 1845
It is the site of American most widely publicized murder of the Victorian age. On August 4, 1892 the bodies of Abby and Andrew Borden were found after having been whacked in the head with an axe. The... Read More
116 KAEDE Bed & Breakfast
— Ipswich, MA 1845
117 Jared Coffin House
— Nantucket, MA 1845
Built by whaling ship owner 1845. Read More
118 Summer House
— Nantucket, MA 1845
119 Amelia Payson House
— Salem, MA 1845
House of Seven Gables (2 blocks), Peabody Museum (1 block), Witch Museum (1 block), Maritime Historic Site (2 blocks). Read More
120 White Wind Inn
— Provincetown, MA 1845

1846

121 Brewster By The Sea

— Brewster, MA 1846
122 The Queen Anne Inn

— Chatham, MA 1846
123 Emerson Inn By The Sea
— Rockport, MA 1846
124 Naomi's Inn
— Springfield, MA 1846

1847

125 Mulberry B&B
— Wareham, MA 1847
Plymouth (18 miles), New Bedford Whaling Capitol (17 miles), Provincetown/Eastham, where Pilgrims first landed (70 miles). Read More

1849

126 The Captain's Manor Inn
— Falmouth, MA 1849
Built in 1849 by Captain Nye for his bride, this plantation style home is the only one of its kind on the Cape and was the first summer home built in Falmouth. Read More
127 Isaiah Jones Homestead Bed and Breakfast
— Sandwich, MA 1849
Built in 1849 by one of the founding families of Sandwich, Mass. Read More

1850

128 White Porch Inn

— Provincetown, MA 1850
The main house of our P'town hotel was built in about 1850 and has grown over the years. In 1900, another house was moved and added to the back of the house on the Arch Street side. Today, what is... Read More
129 Colonel Blackinton Inn
— Attleboro, MA 1850
130 Windflower Inn
— Great Barrington, MA 1850
131 Captain's Quarters B&B Inn
— Harwich Port, MA 1850
132 Harborside House B&B
— Marblehead, MA 1850
1850 Georgian style home has original floorboards and moldings. Read More
133 Benchmark Inn
— Provincetown, MA 1850
134 The Inn at 7 Central
— Provincetown, MA 1850
Built in 1850 and within the Historic District of Provincetown. Read More
135 Admiral's Landing
— Provincetown, MA 1850
136 Somerset House Inn
— Provincetown, MA 1850
137 The Rose Cottage Bed & Breakfast
— West Boylston, MA 1850

1851

138 Addison Choate

— Rockport, MA 1851
The property still maintains many historic features throughout the building. Read More
139 Cape Cod Harbor House Inn
— Hyannis, MA 1851
140 The Liberty Hotel
— Boston, MA 1851

1853

141 Beechwood Inn
— Barnstable, MA 1853
Plymouth Rock (30 minutes), Kennedy Compound and JFK Monument (10 minutes), oldest library in USA (walking distance). Read More
142 Taylor House Bed & Breakfast
— Boston, MA 1853
Built in 1853 by international merchant, George Taylor. Read More
143 The Maple Street Inn
— West Barnstable, MA 1853

1855

144 The Conch Inn
— Dennis Port, MA 1855
1855 sea captain's house. Read More
145 The Inn at Castle Hill
— Ipswich, MA 1855
146 The Lighthouse Inn
— West Dennis, MA 1855

1858

147 Gifford House Inn
— Provincetown, MA 1858
Built in 1858, The Gifford House Inn is in the second largest historic district in Massachusetts. Read More

1860

148 Clarendon Square Bed and Breakfast
— Boston, MA 1860
149 Chatham Wayside Inn
— Chatham, MA 1860
150 The Bradford Inn of Chatham
— Chatham, MA 1860
151 Ashley Inn
— Edgartown, MA 1860
Built in 1860 by Captain Crowell. Read More
152 Rock Village Bed and Breakfast
— Middleboro, MA 1860
Charles Atwood, whose family founded the Rock Mill that established its fortune built the Civil War-Era Italianate/Queen Anne home in the heart of historic Rock Village. Read More

1861

153 Bramble Inn & Restaurant
— Brewster, MA 1861
154 Captain Tom Lawrence House Inn
— Falmouth, MA 1861
Heart of the Historic District, Falmouth is the birthplace of Kathryn Lee Bates who wrote "America the Beautiful". Read More

1862

155 Harborside Inn
— Boston, MA 1862
Hardwood floors that sit upon the original railroad tie joists that have spanned the building for more than 150 years. Read More
156 1862 Seasons On Main B&B
— Stockbridge, MA 1862

1864

157 Fort Hill B&B
— Eastham, MA 1864
158 Charlotte Inn
— Edgartown, MA 1864
159 The Ipswich Inn 1863 Robert Jordan House
— Ipswich, MA 1864
160 Carpe Diem Guesthouse & SPA
— Provincetown, MA 1864
It has all the original features and is a landmark on our street. Read More

1865

161 463 Beacon Street Guest House
— Boston, MA 1865
162 Parkside on Ellery
— Cambridge, MA 1865
163 Sugar Maple Trailside Inn
— Northampton, MA 1865
Was first house built by Florence Sewing Machine Company to house supervisory personnel. Read More
164 Nashua House
— Oak Bluffs, MA 1865

1866

165 Prospect Place

— Cambridge, MA 1866
Significant 19th century Italianate house. Read More
166 Captain Freeman Inn
— Brewster, MA 1866
Built in 1866 by a local wealthy sea captain, the inn is located in the center of town overlooking the town green. Also, a short stroll down the old packet landing road leads you to Breakwater Beach... Read More

1867

167 Hawthorne Inn
— Concord, MA 1867
The land was once owned by Emerson, Hawthorne, the Alcott family and surveyed twice by Henry Thoreau. Located on the original road to the c. 1635 village, the same road upon which trod the Minute Men... Read More

1868

168 Warfield House Inn
— Charlemont, MA 1868

1870

169 Linden Tree Inn

— Rockport, MA 1870
Built in 1850 by Ansom Stimson, owner of local granite company. Read More
170 Inn at the Oaks
— Eastham, MA 1870
The inn was originally built in 1870 by Sea Captain Barnabus Chipman and his wife Sarah. Read More
171 The Oak Bluffs Inn
— Oak Bluffs, MA 1870
172 The Madison Inn
— Oak Bluffs, MA 1870
173 Morrison House Bed and Breakfast
— Somerville, MA 1870

1871

174 The Inn at Seven Winter Street
— Salem, MA 1871

1872

175 Marblehead Inn
— Marblehead, MA 1872

1873

176 Tucker Inn
— Provincetown, MA 1873

1874

177 Bailey's By the Sea
— Falmouth, MA 1874
The house dates back to the 1870's, and is part of one of the first planned recreational (summer) areas in the United Sates, named Falmouth Heights overlooking Nantucket Sound and Marta's Vineyard. Read More

1875

178 Inn On The Sound
— Falmouth, MA 1875
179 The Wauwinet
— Nantucket, MA 1875
180 Orleans Waterfront Inn
— Orleans, MA 1875

1876

181 Lakeside Terrace
— Monterey, MA 1876

1877

182 Carruth House - A Private Home Bed & Breakfast in Boston
— Boston, MA 1877
Please refer to the history page on website for information on Herbert Carruth. www. carruthhouse. us. Read More

1879

183 Coach House Inn
— Salem, MA 1879

1880

184 Woods Hole Passage B&B Inn
— Falmouth, MA 1880
185 The Cornell in Lenox
— Lenox, MA 1880
186 Point Independence Inn & Spa
— Onset, MA 1880
187 Inn on The Horse Farm
— Sudbury, MA 1880
Built in 1880 and has a Post and Beam Barn and Cottage. Read More
188 Topia Inn
— Adams, MA 1880

1881

189 Old Mill on The Falls Inn
— Hatfield, MA 1881
Built as a grist mill in the 1700s, the original mill burned and the current one was built in 1881. It is a town landmark and at one time handled all the grain for the entire area. Read More
190 The Kemble Inn
— Lenox, MA 1881
Norman Rockwell Museum, Edith Wharton Restoration. Read More

1882

191 The Newbury Guesthouse
— Boston, MA 1882
192 Brook Farm Inn
— Lenox, MA 1882
The first resident of Brook Farm Inn was the 19th-century author, Constance Cary Harrison. Her husband, Burton Harrison, was secretary to Jefferson Davis. They were active after the Civil War in... Read More

1883

193 The Samuel Sewall Inn
— Brookline, MA 1883
194 76 Main Street Inn
— Nantucket, MA 1883

1884

195 Deerfield Inn

— Deerfield, MA 1884
An original historic inn built as an inn in 1884 - one of only six in New England and with the largest original footprint, with carriage house built in 1883 to accommodate expected visitors. Read More

1885

196 Oasis Guest House
— Boston, MA 1885
197 Bunker Hill Bed and Breakfast
— Boston, MA 1885
Located in the oldest district of Boston Read More
198 Beech Tree Inn
— Brookline, MA 1885
199 Chambery Inn
— Lee, MA 1885
200 The Summer White House
— Lenox, MA 1885

1886

201 Allen House Victorian Inn
— Amherst, MA 1886
Emily Dickinson Homestead (less than one-fourth mile), historic Deerfield (18 miles north), Norman Rockwell Museum and Tanglewood (less that 1 hour away). Read More
202 Centerboard Inn
— Nantucket, MA 1886

1887

203 Woods Hole Inn
— Woods Hole, MA 1887
This Cape Cod inn was first erected in 1887, as the area moved beyond its roots as a whaling village and merchant industrial hub, and embraced its future as a cradle of marine science and a summer... Read More

1888

204 North Bridge Inn
— Concord, MA 1888

1890

205 Michael's Cottages and B&B In Brewster
— Brewster, MA 1890
206 Anthony's Town House
— Brookline, MA 1890
207 Carriage House Inn
— Chatham, MA 1890
Built in 1890, the Carriage House was originally used as horse stables. Read More
208 By The Sea Guests Bed & Breakfast & Suites
— Dennis Port, MA 1890
209 The Brandt House
— Greenfield, MA 1890
Poet's Seat Tower & Historic Homes (walking distance), Shelburne Falls & the Bridge of Flowers (15 minutes). Read More
210 The Seagull Inn Bed and Breakfast
— Marblehead, MA 1890
211 A Lady Winette Cottage
— Marblehead, MA 1890
212 Tivoli Inn, Martha's Vineyard
— Oak Bluffs, MA 1890
213 Seafarer Inn
— Rockport, MA 1890
214 The Crocker House Inn
— Vineyard Haven, MA 1890
215 Cape Cod Claddagh Inn and Fiddlers Green
— West Harwich, MA 1890

1891

216 The Onset Village Inn
— Onset, MA 1891
Located on the Onset Bluffs, an area long known for its once thriving native American and spiritualist communities Read More

1892

217 A Cambridge House Inn
— Cambridge, MA 1892

1893

218 Irving House at Harvard

— Cambridge, MA 1893

1894

219 The Kendall Hotel
— Cambridge, MA 1894

1895

220 The Gryphon House
— Boston, MA 1895
Date built, original moldings, tiles, wood floors, decor, Zuber wallpaper. Read More
221 Scargo Manor Bed & Breakfast
— Dennis, MA 1895

1896

222 Abigayle's Bed and Breakfast
— Boston, MA 1896

1897

223 Hampton Terrace Bed and Breakfast
— Lenox, MA 1897
Hampton Terrace was owned by the Bonners, founders/owners of the New York Ledger and great-granddaughter of General Lafayette. It has been an inn since 1937. Read More

1898

224 Wildflower Inn
— Falmouth, MA 1898

1900

225 Old Sea Pines Inn
— Brewster, MA 1900
Local Historic Registry. Read More
226 The Porches Inn
— North Adams, MA 1900
227 Pequot Hotel
— Oak Bluffs, MA 1900
228 John Randall House
— Provincetown, MA 1900
The John Randall House was built in 1900 by the town doctor both for his family residence and also for his medical practice. All the original woodworking, flooring and some antiques remain from the... Read More
229 The Birches at Steep Acres Farm
— Williamstown, MA 1900

1901

230 The Palmer House Inn
— Falmouth, MA 1901
231 Belfry Inn & Bistro
— Sandwich, MA 1901

1902

232 Blantyre
— Lenox, MA 1902
Hancock Shaker Village (10 miles), Norman Rockwell Museum (7 miles), Chesterwood (7 miles). Read More

1904

233 Lands End Inn
— Provincetown, MA 1904
Built as a summer home by a world traveler in 1904. Globally-collected artifacts were added in 1926 when this prestigious home became an inn. In 1972, significant changes included adding the large... Read More

1906

234 The Inn at Stockbridge
— Stockbridge, MA 1906
235 Clark House
— Vineyard Haven, MA 1906
Martha's Vineyard historical sights (walking distance). Read More
236 Hanover House at Twin Oaks
— Vineyard Haven, MA 1906

1907

237 The Bertram Inn
— Brookline, MA 1907
Faneuil Hall and the Freedom Trail (10 minutes). Read More

1910

238 Spray Cliff on The Ocean
— Marblehead, MA 1910
Old Town Marblehead and Historic Salem are approximately 10 minutes away. Read More

1911

239 Vineyard Square Hotel & Suites
— Edgartown, MA 1911
240 Seven Hills Inn
— Lenox, MA 1911
One of the original Berkshire Cottages build during the gilded age in 1917. Read More
241 Park Lane Bed & Breakfast
— Newton, MA 1911
It is also in close proximity to many area colleges and universities. Read More
242 Seacrest Manor
— Rockport, MA 1911
Built in 1911 as a private residence for famous Boston restaurateur. Read More

1912

243 Gateways Inn & Restaurant
— Lenox, MA 1912

1914

244 Chatham Bars Inn
— Chatham, MA 1914

1917

245 Elephant Walk Inn
— Provincetown, MA 1917

1918

246 Thorncroft Inn, Martha's Vineyard
— Vineyard Haven, MA 1918

1920

247 Applegate
— Lee, MA 1920
Norman Rockwell Museum is nearby. Read More
248 Seaward Inn
— Rockport, MA 1920

1923

249 Menemsha Inn and Cottages
— Menemsha, MA 1923

1924

250 Talley's Corner
— Whitinsville, MA 1924
Eligible for the National Register of Historic Homes. Read More

1925

251 Court Yard by Marriott Boston Tremont Hotel
— Boston, MA 1925
252 Hawthorne Hotel
— Salem, MA 1925
Built in 1925 and designated a Historic Hotel of America after an extensive renovation restoring it to its original grandeur. Read More

1927

253 Clamber Hill Inn & Restaurant
— Petersham, MA 1927
254 The Hotel Northampton
— Northampton, MA 1927

1929

255 Yankee Clipper Inn
— Rockport, MA 1929
Lexington (35 miles), Concord (35 miles), Salem (20 miles), Gloucester (5 miles), Boston (40 miles). Read More

1930

256 Governor Prence Inn
— Orleans, MA 1930
The original building was a mid-19th century farmhouse built on the site of a windmill. Read More

1932

257 Chatham Old Harbor Inn
— Chatham, MA 1932
The home was built in the early 1930s by the beloved village doctor. Read More

1936

258 The Acorn's Hope Bed & Breakfast
— Great Barrington, MA 1936
Built in 1936 when it was all farm land. Read More