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Our top choices for Brookline bed & breakfast

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

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

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 HK$921
HK$1,000 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Carriage 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

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 HK$1,152
HK$1,267 total
includes taxes & fees
30 Dec - 31 Dec
Colonel Williams Inn

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 HK$1,224
HK$1,347 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Nutmeg

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 HK$1,823
HK$2,005 total
includes taxes & fees
1 Jan - 2 Jan 2026
Inn on Putney Road

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 HK$1,515
HK$1,717 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wilmington Inn

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 HK$1,350
HK$1,484 total
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Gentian Lodge at Magic Mountain

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 HK$1,439
HK$1,569 total
includes taxes & fees
1 Jan - 2 Jan 2026
Windham Hill Inn

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 HK$1,385
HK$1,524 total
includes taxes & fees
4 Jan - 5 Jan 2026
Big Bears Lodge

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 HK$1,623
HK$1,769 total
includes taxes & fees
29 Dec - 30 Dec
Stone Hearth Inn and Eatery

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

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 HK$1,205
HK$1,906 total
includes taxes & fees
4 Jan - 5 Jan 2026
King & Queen Suite in Historic Inn Circa 1780

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 HK$1,039
HK$1,143 total
includes taxes & fees
4 Jan - 5 Jan 2026
The One Cat B&B

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 HK$1,080
HK$1,723 total
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

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

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 HK$2,389
HK$2,592 total
includes taxes & fees
13 Jan - 14 Jan 2026
Chesterfield 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 HK$1,466
HK$1,613 total
includes taxes & fees
12 Jan - 13 Jan 2026
Deerhill Inn

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 HK$1,003
HK$1,575 total
includes taxes & fees
4 Jan - 5 Jan 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

Find out more about Brookline

Brookline B&B information

Number of reviews
2,659
Accommodation
41 B&B
Lowest Price
HK$1,000
Highest Price
HK$2,592

Frequently asked questions

Searching for B&Bs in Brookline?
If you'd like to find some accommodation with a small number of rooms and a more personalised environment, a bed and breakfast might be a great fit for your holiday to Brookline. When you want to explore some of the destination's attractions, West River is worth a visit.
Why choose B&Bs instead of traditional hotels?
With attentive service, opportunities to meet other guests and breakfast served on site, B&Bs offer a truly 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 city centre. 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 decor and on-site dining. Deerfield Valley Inn: 9 rooms. 14.2 mi (22.8 km) from the city centre. Enjoy the unique decor and fireplace in reception.
When is the best time to book my B&B in Brookline?
When you're dreaming of a stay in Brookline, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Brookline are January, March, November and February, with each month seeing an average of 23 cm 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) from the heart of the city. Otherwise, you can search for flights to 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, you may want a rental car for your journey.

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