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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Brookline bed & breakfast

Lounge
Bromley View Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (402)
"Clean and great location with fun lounge area."
United States
Marshall
Bromley View Inn
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is AED 463
AED 503 total
includes taxes & fees
31 Dec - 1 January 2026
The Carriage Barn Inn
Porch
Harvest Barn Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (14)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Porch
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (195)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is AED 612
AED 694 total
includes taxes & fees
12 Dec - 13 Dec
The Wilmington Inn
Front of property
Colonel Williams Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is AED 544
AED 598 total
includes taxes & fees
14 Dec - 15 Dec
Colonel Williams Inn
Garden
Big Bears Lodge

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
The price is AED 612
AED 674 total
includes taxes & fees
12 Dec - 13 Dec
Big Bears Lodge
TV
The Nutmeg

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
The price is AED 621
AED 684 total
includes taxes & fees
14 Dec - 15 Dec
The Nutmeg
Exterior
Inn on Putney Road

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is AED 862
AED 948 total
includes taxes & fees
11 Jan - 12 January 2026
Inn on Putney Road
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (107)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is AED 721
AED 786 total
includes taxes & fees
16 Dec - 17 Dec
Stone Hearth Inn and Eatery
Kayaking
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (112)
"Lovely pleasant stay. "
United States
Heather
The price is AED 657
AED 723 total
includes taxes & fees
4 Jan - 5 January 2026
Blue Gentian Lodge at Magic Mountain
Mountain view
Windham Hill Inn

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (37)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
United States
Brandon
The price is AED 673
AED 734 total
includes taxes & fees
15 Dec - 16 Dec
Windham Hill Inn
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!
Chester Depot
9.2 out of 10, Wonderful, (18)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
The price is AED 441
AED 703 total
includes taxes & fees
14 Dec - 15 Dec
Room in Historic Inn! 20 Minutes to Okemo!
Exterior
The Engel House

The Engel House

The Engel House
3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"A very quaint property. The room was comfortable and clean."
United States
Frank
The Engel House
Exterior
The One Cat B&B

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is AED 891
AED 980 total
includes taxes & fees
11 Jan - 12 January 2026
The One Cat B&B
Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Chester Depot
9.0 out of 10, Wonderful, (2)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
United States
Jacque
The price is AED 511
AED 814 total
includes taxes & fees
5 Jan - 6 January 2026
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
Deerfield Valley Inn
Exterior
Deerhill Inn

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (224)
"Our hosts Arianne and Scott were very welcoming! The room was very comfortable and the breakfast and our server Cindy were amazing! Definitely recommend Deerhill Inn! "
United States
David
The price is AED 738
AED 812 total
includes taxes & fees
21 Dec - 22 Dec
Deerhill Inn
Lobby
Chesterfield Inn

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is AED 1,106
AED 1,200 total
includes taxes & fees
17 Dec - 18 Dec
Chesterfield Inn
Outdoor dining
Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is AED 1,010
AED 1,296 total
includes taxes & fees
17 Dec - 18 Dec
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brookline Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Our room was very clean. Comfy bed. Loved the uniqueness of this hotel! Will come again!"
LuAnn 1-night trip
Posted 3 days ago
Latchis Hotel

Frequently asked questions

Searching for B&Bs in Brookline?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a bed and breakfast may be the perfect thing for your trip to Brookline. When you want to explore some of the destination's attractions, West River is worth a visit.
Why would you choose B&Bs instead of traditional hotels?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast, B&Bs all have a one-of-a-kind setting.
What are the best bed and breakfasts in Brookline?
Below are some well-liked B&Bs in the area: Deerfield Valley Inn: 9 rooms. 14.2 mi (22.8 km) from the heart of Brookline. Enjoy the unique décor and fireplace in the lobby. Big Bears Lodge: 24 rooms. Situated 15.1 mi (24.3 km) from the heart of Brookline. Enjoy the free cooked breakfast and outdoor pool. Four Columns Inn: 15 rooms. 4.2 mi (6.8 km) from the heart of downtown. Enjoy the unique décor and onsite dining. The Nutmeg: 14 rooms. Located 18.1 mi (29.1 km) from the core of Brookline. Enjoy the free cooked breakfast and outdoor pool.
When is the best time to book my B&B in Brookline?
When you're dreaming of a escape to Brookline, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Brookline are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What is there to do in Brookline?
When you want to explore some things to do in Brookline, consider a visit to West River. Stratton Mountain Resort and Mount Snow are also some sites to visit if you want to see more of the area.
How can I get to and around Brookline?
You can plan your excursions in and around Brookline ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 21.9 mi (35.2 km) away from the city center. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 38.4 mi (61.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.