You'll love this. We promise.

from $119

4.3 (191)

Harbor Light Inn

Marblehead, MA (18 miles from Brookline)

Bed&Breakfast.com Diamond Collection

❤️ www.harborlightinn.com - In Old Town Marblehead - walk to shops & dining. Fireplaces, HDT...

from $169

Marblehead, MA (18 miles from Brookline)

4.6 (50)

Accepts:

from $169

4.6 (50)

Amerscot House Inn

Stow, MA (20 miles from Brookline)

Bed&Breakfast.com Diamond Collection

Luxury, historic Bed & Breakfast in beautiful, rural setting near Boston, Massachusetts.

from $150

Stow, MA (20 miles from Brookline)

4.9 (54)

from $150

4.9 (54)

Oasis Guest House

Boston, MA (2 miles from Brookline)

Oasis Guest House and Adams Bed and Breakfast offer 31 affordable rooms in a great location.

from $109

Boston, MA (2 miles from Brookline)

4.3 (46)

Accepts:

from $109

4.3 (46)

Bowers House

Somerville, MA (4 miles from Brookline)

Newly renovated modern B&B, near Tufts, Harvard and MIT, and a short commute to Boston

from $99

Somerville, MA (4 miles from Brookline)

4.7 (20)

Accepts:

from $99

4.7 (20)

The Merchant

Salem, MA (17 miles from Brookline)

An exquisite boutique hotel stay in the heart of Salem, MA.

from $179

Salem, MA (17 miles from Brookline)

from $179

Park Lane Bed & Breakfast

Newton, MA (3 miles from Brookline)

The Park Lane, which provides a sweet alternative to the hub-bub of Boston, is conveniently nestl...

from $100

Newton, MA (3 miles from Brookline)

4.8 (11)

from $100

4.8 (11)

Brimblecomb Hill B&B

Marblehead, MA (18 miles from Brookline)

Built in 1721 (eleven years before George Washington was born!), Brimblecomb Hill B&B is a wa...

from $100

Marblehead, MA (18 miles from Brookline)

4.4 (15)

Accepts:

from $100

4.4 (15)

A Lady Winette Cottage B&B

Marblehead, MA (19 miles from Brookline)

Private beach · Harbor view porch · Secret Garden · Private deck with harbor view

from $125

Marblehead, MA (19 miles from Brookline)

4.0 (23)

from $125

4.0 (23)

Clarendon Square Bed & Breakfast

Boston, MA (2 miles from Brookline)

Treat yourself and "Stay Luxurious". Unique Posh & Personal, Boston city center, by Restauran...

from $135

Boston, MA (2 miles from Brookline)

4.6 (112)

Accepts:

from $135

4.6 (112)

Blue's Bed & Breakfast

Cambridge, MA (3 miles from Brookline)

Quiet comfort within easy walk of Harvard free WiFi and all conveniences, + nearby restaurants.

from $130

Cambridge, MA (3 miles from Brookline)

4.0 (4)

Accepts:

from $130

4.0 (4)

14 Union Park

Boston, MA (3 miles from Brookline)

Gorgeous and affordable rooms in boutique guest house. Feel like a local at this Boston hidden gem!

from $190

Boston, MA (3 miles from Brookline)

4.2 (35)

Accepts:

from $190

4.2 (35)

The College Club of Boston

Boston, MA (3 miles from Brookline)

The College Club of Boston is the first women's college club in the United States. All are welcome!

from $139

Boston, MA (3 miles from Brookline)

4.2 (266)

from $139

4.2 (266)

Parkside on Ellery

Cambridge, MA (3 miles from Brookline)

A charming, hospitable Bed and Breakfast in Cambridge, Massachusetts

from $150

Cambridge, MA (3 miles from Brookline)

4.3 (128)

Accepts:

from $150

4.3 (128)

Bed and Breakfast Afloat c/o Constitution Marina

Boston, MA (4 miles from Brookline)

All the comforts of a hotel, combined with the ambiance of a motor yacht, sail boat, or house boat.

from $215

Boston, MA (4 miles from Brookline)

4.2 (33)

Accepts:

from $215

4.2 (33)

Moroccan Luxury Suites

Boston, MA (4 miles from Brookline)

Luxury art suites with Moroccan furnishings--elegant, comfortable, romantic--near downtown & ...

from $165

Boston, MA (4 miles from Brookline)

4.7 (45)

Accepts:

from $165

4.7 (45)

Liberty Fleet Tall Ship Overnights

Boston, MA (4 miles from Brookline)

Stay in a rustic cabin aboard a real tall ship in the heart of downtown Boston!

from $55

Boston, MA (4 miles from Brookline)

3.9 (7)

from $55

3.9 (7)

Nolan House

Boston, MA (4 miles from Brookline)

Nolan House is a small non-smoking B & B in a privately owned Victorian home, (circa 1860).

from $150

Boston, MA (4 miles from Brookline)

3.8 (9)

from $150

3.8 (9)

Wellesley Bed and Breakfast

Wellesley, MA (7 miles from Brookline)

Call or text Margot on cell 781-956-9946 - Address: 28 Eaton Court, Wellesley, MA 02481

from $135

Wellesley, MA (7 miles from Brookline)

4.4 (49)

Accepts:

from $135

4.4 (49)

Hawthorne Inn

Concord, MA (13 miles from Brookline)

We are a boutique bed & breakfast situated on Concord’s historic mile.

from $169

Concord, MA (13 miles from Brookline)

4.8 (68)

Accepts:

from $169

4.8 (68)

North Bridge Inn

Concord, MA (14 miles from Brookline)

Located off Monument Square in downtown Concord, a short walk to the village and historical sites.

from $165

Concord, MA (14 miles from Brookline)

4.4 (199)

Accepts:

from $165

4.4 (199)

The Beacon Luxury Waterfront Inn

Hull, MA (14 miles from Brookline)

Located only 20 miles south of Boston with easy access by commuter boat or commuter trains.

from $100

Hull, MA (14 miles from Brookline)

4.6 (4)

from $100

4.6 (4)

The Inn on the Horse Farm

Sudbury, MA (14 miles from Brookline)

FEATURED ON CHRONICLE'S BACKROADS OF NEW ENGLAND!

from $119

Sudbury, MA (14 miles from Brookline)

4.2 (44)

Accepts:

from $119

4.2 (44)

Joans Bed & Breakfast

Peabody, MA (14 miles from Brookline)

We ask that you do not smoke in our home. Welcome to Peabody, Mass. We are located 10 minutes fro...

from $75

Peabody, MA (14 miles from Brookline)

4.7 (43)

from $75

4.7 (43)

Arbor House

Marblehead, MA (17 miles from Brookline)

On a picturesque lane that winds along the Atlantic ocean, Arbor House’s single suite bed and bre...

from $150

Marblehead, MA (17 miles from Brookline)

4.8 (23)

Accepts:

from $150

4.8 (23)

Harbor Gardens Inn

Marblehead, MA (18 miles from Brookline)

The Perfect Getaway in Marblehead MA, gardens, shops, eating all within walking distance

from $135

Marblehead, MA (18 miles from Brookline)

4.7 (19)

Accepts:

from $135

4.7 (19)

Oceanside Inn

Scituate, MA (22 miles from Brookline)

The Oceanside Inn welcomes you with the only accomodations in Scituate on the ocean and also come...

from $109

Scituate, MA (22 miles from Brookline)

4.1 (3)

Accepts:

from $109

4.1 (3)

Beacon Inn 1087

Brookline, MA

Located in Brookline (Longwood), Beacon Inn 1087 is within a 15-minute walk of Boston University ...

from $99

Brookline, MA

from $99

Beacon Inn 1750

Brookline, MA

With a stay at Beacon Inn 1750 in Brookline (Cleveland Circle), you'll be within a 15-minute driv...

from $99

Brookline, MA

from $99

The Bertram Inn

Brookline, MA

With a stay at The Bertram Inn in Brookline, you'll be a 5-minute drive from Beth Israel Deacones...

Brookline, MA

The Samuel Sewall Inn

Brookline, MA

With a stay at The Samuel Sewall Inn in Brookline, you'll be a 5-minute drive from Beth Israel De...

Brookline, MA

Wyman Bed & Breakfast

Boston, MA

With a stay at Wyman Bed & Breakfast in Boston (Jamaica Plain), you'll be within a 15-minute driv...

Boston, MA

The Farrington Inn

Boston, MA

Located in Boston (Allston), The Farrington Inn is within a 15-minute drive of Boston University ...

from $37

Boston, MA

from $37

No. 284

Boston, MA (2 miles from Brookline)

With a stay at No. 284 in Boston (Back Bay), you'll be within a 5-minute walk of Hynes Convention...

Boston, MA (2 miles from Brookline)

Aisling

Boston, MA (2 miles from Brookline)

With a stay at Aisling in Boston (South End), you'll be a 1-minute drive from Boston Medical Cent...

from $199

Boston, MA (2 miles from Brookline)

from $199

Copley House

Boston, MA (2 miles from Brookline)

A stay at Copley House places you in the heart of Boston, within a 10-minute walk of Copley Place...

from $80

Boston, MA (2 miles from Brookline)

from $80

Encore Bed & Breakfast

Boston, MA (2 miles from Brookline)

Located in Boston (South End), Encore Bed & Breakfast is within a 15-minute walk of Copley Place ...

Boston, MA (2 miles from Brookline)

The Gryphon House

Boston, MA (2 miles from Brookline)

Located in Boston (Fenway–Kenmore), The Gryphon House is within a 15-minute walk of Fenway Park a...

Boston, MA (2 miles from Brookline)

John Jeffries House

Boston, MA (3 miles from Brookline)

Located in Boston (Beacon Hill), John Jeffries House is within a 10-minute walk of Boston Public ...

from $300

Boston, MA (3 miles from Brookline)

from $300

Chez Pat in Cambridge

Cambridge, MA (3 miles from Brookline)

Located in Cambridge (Inman Square), Chez Pat in Cambridge is within a 10-minute drive of Harvard...

from $165

Cambridge, MA (3 miles from Brookline)

from $165

Kitty House Near Harvard Square

Cambridge, MA (3 miles from Brookline)

When you stay at Kitty House Near Harvard Square in Cambridge, you'll be connected to a shopping ...

Cambridge, MA (3 miles from Brookline)

Irving House At Harvard

Cambridge, MA (3 miles from Brookline)

With a stay at Irving House At Harvard, you'll be centrally located in Cambridge, just a 4-minute...

from $75

Cambridge, MA (3 miles from Brookline)

from $75

A Bed & Breakfast in Cambridge

Cambridge, MA (3 miles from Brookline)

Located in Cambridge, A Bed & Breakfast in Cambridge is in the historical district, a 4-minute wa...

from $99

Cambridge, MA (3 miles from Brookline)

from $99

Mary Prentiss Inn

Cambridge, MA (3 miles from Brookline)

When you stay at Mary Prentiss Inn in Cambridge, you'll be in the historical district, within a 1...

from $249

Cambridge, MA (3 miles from Brookline)

from $249

Chesley Road Bed and Breakfast

Newton, MA (3 miles from Brookline)

With a stay at Chesley Road Bed and Breakfast in Newton (Newton Center), you'll be within a 15-mi...

Newton, MA (3 miles from Brookline)

Troca One

Boston, MA (4 miles from Brookline)

With a stay at Troca One in Boston (Waterfront), you'll be a 3-minute walk from New England Aquar...

Boston, MA (4 miles from Brookline)

Walker Center

Newton, MA (6 miles from Brookline)

With a stay at Walker Center in Newton (Auburndale), you'll be within a 15-minute drive of Copley...

Newton, MA (6 miles from Brookline)

Château sur Mer Bed & Breakfast

Winthrop, MA (7 miles from Brookline)

When you stay at Château sur Mer Bed & Breakfast in Winthrop, you'll be 11 minutes by car from Re...

from $105

Winthrop, MA (7 miles from Brookline)

from $105

Brookside House

Quincy, MA (8 miles from Brookline)

Located in Quincy, Brookside House is by the ocean, within a 15-minute drive of South Shore Plaza...

from $65

Quincy, MA (8 miles from Brookline)

from $65

9 Evans - 2 Bedroom House

Wakefield, MA (11 miles from Brookline)

With a stay at 9 Evans - 2 Bedroom House in Wakefield, you'll be within a 15-minute drive of Squa...

Wakefield, MA (11 miles from Brookline)

Room in Saugus by Boston Logan Airport

Saugus, MA (11 miles from Brookline)

Located in Saugus, Room in Saugus by Boston Logan Airport is within a 15-minute drive of Square O...

Saugus, MA (11 miles from Brookline)

Josephine's Bed & Breakfast

Hull, MA (14 miles from Brookline)

When you stay at Josephine's Bed & Breakfast in Hull, you'll be near the beach and within a 5-min...

from $250

Hull, MA (14 miles from Brookline)

from $250

The Salem Inn

Salem, MA (17 miles from Brookline)

With a stay at The Salem Inn in Salem, you'll be just steps from Witch House and Ropes Mansion. ...

from $152

Salem, MA (17 miles from Brookline)

from $152

Stepping Stone Inn

Salem, MA (18 miles from Brookline)

With a stay at Stepping Stone Inn, you'll be centrally located in Salem, steps from Salem Witch M...

from $165

Salem, MA (18 miles from Brookline)

from $165

The Rally Point Inn and Pub

Foxboro, MA (19 miles from Brookline)

Located in Foxboro, The Rally Point Inn and Pub is within a 10-minute drive of Foxborough Country...

from $147

Foxboro, MA (19 miles from Brookline)

from $147

The Proctor Mansion Inn

Wrentham, MA (20 miles from Brookline)

With a stay at The Proctor Mansion Inn, you'll be centrally located in Wrentham, within a 10-minu...

from $199

Wrentham, MA (20 miles from Brookline)

from $199

The Sleigh Maker Inn Bed and Breakfast

Westborough, MA (25 miles from Brookline)

With a stay at The Sleigh Maker Inn Bed and Breakfast in Westborough, you'll be 5.8 mi (9.4 km) f...

from $137

Westborough, MA (25 miles from Brookline)

from $137

Hunters Grille and Tap at The Grafton Inn

Grafton, MA (29 miles from Brookline)

When you stay at Hunters Grille and Tap at The Grafton Inn in Grafton, you'll be in the historica...

from $90

Grafton, MA (29 miles from Brookline)

from $90

Castle Manor Inn

Gloucester, MA (29 miles from Brookline)

When you stay at Castle Manor Inn in Gloucester, you'll be by the ocean, within a 5-minute drive ...

from $99

Gloucester, MA (29 miles from Brookline)

from $99

Pillsbury House Bed & Breakfast

Woonsocket, RI (29 miles from Brookline)

Located in Woonsocket, Pillsbury House Bed & Breakfast is in the suburbs, within a 5-minute drive...

from $95

Woonsocket, RI (29 miles from Brookline)

from $95

Harborview Inn

Gloucester, MA (30 miles from Brookline)

With a stay at Harborview Inn in Gloucester, you'll be near the beach, just a 4-minute walk from ...

Gloucester, MA (30 miles from Brookline)