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Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14
In one month
Dec 26 - Dec 28
In two months
Jan 23 - Jan 25

B&B in Westmoreland

Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (12)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$125 nightly
The price is $137
Dec 4 - Dec 5
Total with taxes and fees
Four Columns Inn
Front of property
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
$148 nightly
The price is $163
Dec 7 - Dec 8
Total with taxes and fees
Colonel Williams Inn
Free daily full breakfast
Centennial House

Centennial House

3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
$197 nightly
The price is $209
Dec 26 - Dec 27
Total with taxes and fees
Centennial House
Exterior
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
$95 nightly
The price is $105
Nov 30 - Dec 1
Total with taxes and fees
Deerfield Valley Inn
Free daily continental breakfast
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
$132 nightly
The price is $144
Dec 29 - Dec 30
Total with taxes and fees
The Carriage Barn Inn
TV
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
$169 nightly
The price is $186
Dec 7 - Dec 8
Total with taxes and fees
The Nutmeg
Porch
The Wilmington Inn

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (194)
"Relaxing stay with great hiking nearby"
United States
Charlotte
$202 nightly
The price is $223
Dec 7 - Dec 8
Total with taxes and fees
The Wilmington Inn
Terrace/patio
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.
$149 nightly
The price is $167
Nov 30 - Dec 1
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Exterior
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
$267 nightly
The price is $294
Nov 30 - Dec 1
Total with taxes and fees
Inn on Putney Road
Exterior
Monadnock Inn

Monadnock Inn

2.5 star property
Jaffrey
7.6 out of 10, Good, (276)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
$148 nightly
The price is $161
Dec 2 - Dec 3
Total with taxes and fees
Monadnock Inn
Exterior
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
$248 nightly
The price is $273
Dec 7 - Dec 8
Total with taxes and fees
The One Cat B&B
Garden
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
$167 nightly
The price is $183
Dec 1 - Dec 2
Total with taxes and fees
Big Bears Lodge
Mountain view
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
$181 nightly
The price is $198
Dec 8 - Dec 9
Total with taxes and fees
Windham Hill Inn
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!

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
$144 nightly
The price is $161
Nov 30 - Dec 1
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Exterior
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
$193 nightly
The price is $211
Nov 30 - Dec 1
Total with taxes and fees
The Engel House
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
$301 nightly
The price is $327
Dec 1 - Dec 2
Total with taxes and fees
Chesterfield Inn
Exterior
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
$193 nightly
The price is $213
Dec 22 - Dec 23
Total with taxes and fees
Deerhill Inn
1 bedroom, desk, iron/ironing board, free WiFi
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Chester Depot
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
$194 nightly
The price is $217
Nov 30 - Dec 1
Total with taxes and fees
Honeymoon Suite with Jacuzzi Tub in Historic 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.

Guilford
$315 nightly
The price is $353
Dec 5 - Dec 6
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Interior
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.
$363 nightly
The price is $407
Nov 30 - Dec 1
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780
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 Westmoreland Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"All good"
gail 1-night trip
Posted 13 hours ago
Riverside Hotel, an Ascend Collection Hotel

Find out more about Westmoreland

Westmoreland B&B information

Number of reviews
2,122
Accommodation
38 B&B
Lowest Price
$105
Highest Price
$407

Frequently asked questions

What is the nightly rate for a B&B in Westmoreland?
Prices for B&Bs in Westmoreland often vary, but you can find a great deal from $105 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Westmoreland B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Westmoreland?
The best time to book a B&B in Westmoreland is during the peak season from March to May. This vibrant period welcomes travelers eager to experience the blossoming beauty of spring, making it an ideal time for outdoor exploration and sightseeing. Visitors can indulge in activities such as hiking and enjoying the picturesque landscapes that Westmoreland has to offer, all while enjoying mild temperatures typically ranging from the low 40s to mid-70s Fahrenheit.

March is particularly popular, as the area begins to shake off winter's chill, and outdoor enthusiasts can take advantage of the comfortable weather to explore local parks and trails. The scenic surroundings are superb for leisurely strolls or picnics, allowing travelers to fully immerse themselves in the region's natural charm.

For those seeking a more budget-friendly option, consider visiting in December. While this month is outside the main tourist season, it presents a unique opportunity to experience the tranquil beauty of Westmoreland during its quieter days. You may find that the festive atmosphere adds an enchanting touch to your stay, with cozy gatherings and local events to enjoy.
What is the difference between a Westmoreland Bed & Breakfast and a hotel?
Every Westmoreland B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Westmoreland B&Bs.

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