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Check prices for these dates

Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

B&B in Walpole

Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (164)
"This BNB is delightful. Great location and easy to find in town. Lovely house, room, easy check in, and the owner was great. The owner was there when we checked in and gave us a tour and recommendations for dinner in town. Downtown is just darling and easy walking around the town square. Dinner in town was excellent as well. I would highly recommend a stay here to anyone. "
United States
Tina
$170 nightly
The price is $185
Dec 14 - Dec 15
Total with taxes and fees
The Carriage Barn Inn
Exclusive Room | Premium bedding, Tempur-Pedic beds, individually decorated
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.6 out of 10, Exceptional, (10)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$125 nightly
The price is $137
Nov 23 - Nov 24
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, (338)
"Very charming place. Breakfast was really good, made fresh, very accommodating with food intolerances. Very much enjoyed my stay."
Canada
Carolyn
$148 nightly
The price is $163
Nov 27 - Nov 28
Total with taxes and fees
Colonel Williams Inn
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 16 - Nov 17
Total with taxes and fees
Inn on Putney Road
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, (17)
"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. "
United States
Nevets
$135 nightly
The price is $151
Nov 16 - Nov 17
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Exterior
The One Cat B&B

The One Cat B&B

2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"We loved our stay! Very welcoming and cozy. The breakfast was delicious. Will definitely come back to stay here again!"
United States
Wiley
$245 nightly
The price is $270
Nov 16 - Nov 17
Total with taxes and fees
The One Cat B&B
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (106)
"Room was super quiet and clean. "
United States
Ernest
$207 nightly
The price is $226
Dec 2 - Dec 3
Total with taxes and fees
Stone Hearth Inn and Eatery
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)
"Yes, wonderful location and stay"
United States
Sharon
$144 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
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
$189 nightly
The price is $206
Dec 15 - Dec 16
Total with taxes and fees
Windham Hill Inn
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"This is a genuine five star property, an ideal of what a country inn should be. Beautifully designed and decorated, comfortable and welcoming, charming staff. One of the nicest places we’ve ever stayed."
United States
Susan
$301 nightly
The price is $327
Nov 16 - Nov 17
Total with taxes and fees
Chesterfield Inn
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)
"The property has new owners and they clearly are working very hard to establish their business. The Inn was spotless, and they were very accommodating."
United States
Jean
$202 nightly
The price is $226
Nov 16 - Nov 17
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780
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)
"We had a fantastic time staying in the Chester House. It was a short drive to Okemo Mountain, which was our main reason for booking, but the town of Chester, like the room we stayed in, was incredibly charming!"
United States
Jonathan G.
$159 nightly
The price is $178
Nov 16 - Nov 17
Total with taxes and fees
Honeymoon Suite with Jacuzzi Tub in Historic Inn
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 Walpole Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter."
Burton 2-night trip
Posted 3 days ago
Pointe at Castle Hill Resort

Find out more about Walpole

Walpole B&B information

Number of reviews
831
Accommodation
16 B&B
Lowest Price
$137
Highest Price
$327

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Walpole?
Prices for B&Bs in Walpole often vary, but you can find a great deal from $137 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Walpole 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 Walpole?
The peak travel season in Walpole typically spans from June to August, making these summer months the most popular for visitors looking to immerse themselves in the area's natural beauty and outdoor adventures. During this vibrant period, you'll find an abundance of activities, from hiking the scenic trails of the surrounding forests to enjoying water sports on the tranquil rivers and lakes.

July stands out as the prime month to experience Walpole, where travelers can revel in the warm temperatures, generally ranging from the mid-60s to low 80s Fahrenheit. This lively atmosphere attracts many outdoor enthusiasts and families, enhancing the communal spirit of the town. Events such as local festivals often take place during this month, providing a delightful glimpse into the region's culture and hospitality.

For those seeking a more budget-friendly option, consider planning your visit in December. While this is a quieter time, it offers the unique charm of winter in Walpole. The area transforms into a serene winter wonderland, superb for cozying up in a B&B and enjoying the peaceful surroundings. You may even catch the festive spirit with local holiday events.
What is the difference between a Walpole B&B and a hotel?
Every Walpole 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 Walpole B&Bs.

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