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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 36 B&B in Westmoreland with updated reviews, rates, and availability.

Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"Hi it’s a beautiful inn and very comfortable "
The price is AED 646
AED 701 total
includes taxes & fees
2 Jun - 3 Jun
Monadnock Inn
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (384)
"cute VT bed and breakfast w a delicious breakfast and excellent staff"
The price is AED 551
AED 606 total
includes taxes & fees
1 Jun - 2 Jun
The Nutmeg
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (50)
"Accommodating staff. Nice old Inn convenient to Mt. Snow and restaurants. Had a great stay. Would stay here again."
The price is AED 437
AED 582 total
includes taxes & fees
1 Jun - 2 Jun
Deerfield Valley Inn
Big Bears Lodge
Outdoor spa tub

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"So close to Mount snow it’s a great place to stay "
The price is AED 612
AED 674 total
includes taxes & fees
31 May - 1 Jun
Big Bears Lodge
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (153)
"This historic property is very nice. Beds are comfortable. The hosts are very welcoming and communication was very good. Breakfast was outstanding! I highly recommend this property and hope to return for another visit someday. "
The price is AED 710
AED 751 total
includes taxes & fees
1 Jun - 2 Jun
Centennial House
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (214)
"This was such a sweet little in the best part about it was that they cooked you a free breakfast in the morning and it was so good I can't wait to come back thank you so much"
The price is AED 625
AED 681 total
includes taxes & fees
5 Jun - 6 Jun
Harvest Barn Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (304)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
The price is AED 497
AED 542 total
includes taxes & fees
2 Jun - 3 Jun
Colonel Williams Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is AED 671
AED 728 total
includes taxes & fees
1 Jun - 2 Jun
The Carriage Barn Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (46)
"Excellent"
The price is AED 1,043
AED 1,148 total
includes taxes & fees
2 Jun - 3 Jun
Inn on Putney Road
Windham Hill Inn
Romantic Room, 1 King Bed | Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (34)
"Amazing trip. Beautiful property. Hope to return someday. "
The price is AED 643
AED 701 total
includes taxes & fees
9 Jun - 10 Jun
Windham Hill Inn
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (174)
"Excellent hosts, wonderful breakfast, and very cozy. Highly recommend to anyone!"
The price is AED 714
AED 809 total
includes taxes & fees
2 Jun - 3 Jun
The Wilmington Inn
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Interior

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

8.0 out of 10, Very Good, (1)
"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. "
The price is AED 364
AED 634 total
includes taxes & fees
31 May - 1 Jun
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Charming place with friendly staff and owners."
The price is AED 1,106
AED 1,200 total
includes taxes & fees
1 Jun - 2 Jun
Chesterfield Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Amazing property! Absolutely will return again"
The price is AED 693
AED 762 total
includes taxes & fees
2 Jun - 3 Jun
Deerhill Inn
Four Columns Inn
Deluxe Room | Living area | 20-inch TV with cable channels

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (12)
"A very quaint property. The room was comfortable and clean."
The price is AED 710
AED 773 total
includes taxes & fees
1 Jun - 2 Jun
The Engel House
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

Honeymoon Suite with Jacuzzi Tub in Historic Inn

8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
The price is AED 400
AED 654 total
includes taxes & fees
1 Jun - 2 Jun
Honeymoon Suite with Jacuzzi Tub in Historic Inn
King & Queen Suite in Historic Inn Circa 1780
Interior

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (14)
"This was a great location for everything."
The price is AED 474
AED 782 total
includes taxes & fees
3 Jun - 4 Jun
King & Queen Suite in Historic Inn Circa 1780
The One Cat B&B
Exterior detail

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Such nice innkeepers! And a bespoke breakfast to boot. I hope I'm back in Brattleboro soon so I can spend another night at the One Cat B&B. Next time I hope to meet the cat."
The price is AED 826
AED 909 total
includes taxes & fees
2 Jun - 3 Jun
The One Cat B&B
Room in Historic Inn! 20 Minutes to Okemo!
Terrace/patio

Room in Historic Inn! 20 Minutes to Okemo!

9.4 out of 10, Exceptional, (13)
"Our stay was outstanding. The room was spacious, comfy and clean. The Inn was very quiet during our stay. We made friends with the local chipmunk who is extremely tame. We love having a place so cozy to stay when we are in the area. "
The price is AED 364
AED 613 total
includes taxes & fees
3 Jun - 4 Jun
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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Frequently asked questions

Searching for B&Bs in Westmoreland?
If you want to find a place to stay with fewer rooms than a hotel and a more personalized environment, a B&B might be the perfect option for your vacation to Westmoreland. When you want to explore some of the destination’s attractions, Connecticut River is worth a visit.
Why choose a B&B over a traditional hotel room?
Every B&B has a unique charm. Whether it’s a picturesque garden or a beautiful dining room, the tiny details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Westmoreland?
Below are some B&Bs in the area: Colonel Williams Inn: 9 rooms. Situated 15.1 mi (24.3 km) from the heart of Westmoreland. Enjoy the local cuisine breakfast and library. Centennial House: 5 rooms. Located 18.3 mi (29.5 km) from the core of Westmoreland. Enjoy the free full breakfast and unique décor.
When is the best time to book my B&B in Westmoreland?
When you’re dreaming of a trip to Westmoreland, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Westmoreland are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What is there to do in Westmoreland?
When you want to explore some things to do in Westmoreland, consider a visit to Connecticut River. You might also consider a trip to sites like Spofford Lake or Chesterfield Gorge Natural Area if you have time to see more of the area.
How can I get to and around Westmoreland?
Mapping out your trip in and around Westmoreland is easy with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 26.6 mi (42.9 km) from the city center. If you’d like to explore around the area, you may want a rental car for your journey.