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Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

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, (406)
"Clean and great location with fun lounge area."
United States
Marshall
Bromley View Inn
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (16)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns 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 ￥18,556
￥20,134 total
includes taxes & fees
Dec 31 - Jan 1, 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
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 ￥23,180
￥25,498 total
includes taxes & fees
Dec 30 - Dec 31
Colonel Williams Inn
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 ￥24,663
￥27,129 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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 ￥36,731
￥40,404 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Inn on Putney Road
Porch
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is ￥30,518
￥34,577 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Wilmington Inn
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, (113)
"Lovely pleasant stay. "
United States
Heather
The price is ￥27,465
￥30,212 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Blue Gentian Lodge at Magic Mountain
Mountain view
Windham Hill Inn

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (38)
"Did not use"
United States
Douglas
The price is ￥28,705
￥31,289 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Windham Hill 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 ￥27,909
￥30,699 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Big Bears Lodge
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 ￥32,704
￥35,648 total
includes taxes & fees
Dec 29 - Dec 30
Stone Hearth Inn and Eatery
Exterior
The Engel House

The Engel House

The Engel House
3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"The perfect Vermont Bed and Breakfast. "
United States
Lee
The Engel House
Interior
King & Queen Suite in Historic Inn Circa 1780

King & Queen Suite in Historic Inn Circa 1780

King & Queen Suite in Historic Inn Circa 1780
Chester Depot
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
The price is ￥24,268
￥38,403 total
includes taxes & fees
Jan 4 - Jan 5, 2026
King & Queen Suite in Historic Inn Circa 1780
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 ￥20,714
￥22,785 total
includes taxes & fees
Jan 5 - Jan 6, 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 ￥21,763
￥34,721 total
includes taxes & fees
Jan 4 - Jan 5, 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, (88)
"We had a lovely time staying here. "
United States
Jeff
Deerfield Valley 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 ￥48,136
￥52,227 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Chesterfield 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 ￥29,851
￥32,836 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Deerhill 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 ￥20,198
￥31,740 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Room in Historic Inn! 20 Minutes to Okemo!
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

Best Western Springfield Hotel

Best Western Springfield Hotel

10/10 Excellent
"The staff were very friendly; the breakfast was awesome. the pool was heated just right, and the room was very clean, I will stay here again. Good job Best western,"
Jose 2-night trip
Posted 14 hours ago
Best Western Springfield Hotel

Find out more about Brookline

Brookline B&B information

Number of reviews
2,658
Accommodation
41 B&B
Lowest Price
￥20,134
Highest Price
￥52,227

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?
Here are some B&Bs in the area: Big Bears Lodge: 24 rooms. 15.1 mi (24.3 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. Four Columns Inn: 15 rooms. Situated 4.2 mi (6.8 km) from the heart of Brookline. Enjoy the unique décor and onsite dining. Deerfield Valley Inn: 9 rooms. 14.2 mi (22.8 km) from the heart of downtown. Enjoy the unique décor and fireplace in the lobby.
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.

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