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Our top choices for Walpole bed & 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
$113 nightly
The price is $123
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Carriage Barn Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (14)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$129 nightly
The price is $141
Dec 30 - Dec 31
Total with taxes and fees
Four Columns 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
$140 nightly
The price is $153
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
$143 nightly
The price is $158
Jan 1 - Jan 2, 2026
Total with taxes and fees
Colonel Williams Inn

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
$235 nightly
The price is $258
Jan 1 - Jan 2, 2026
Total with taxes and fees
Inn on Putney Road

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
Jan 1 - Jan 2, 2026
Total with taxes and fees
Windham Hill 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
$175 nightly
The price is $193
Jan 22 - Jan 23, 2026
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain

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
$230 nightly
The price is $251
Dec 29 - Dec 30
Total with taxes and fees
Stone Hearth Inn and Eatery

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
$245 nightly
The price is $270
Dec 28 - Dec 29
Total with taxes and fees
The One Cat B&B

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.
$221 nightly
The price is $248
Jan 4 - Jan 5, 2026
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780

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
$198 nightly
The price is $222
Jan 4 - Jan 5, 2026
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
$307 nightly
The price is $334
Jan 13 - Jan 14, 2026
Total with taxes and fees
Chesterfield 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.
$181 nightly
The price is $203
Jan 4 - Jan 5, 2026
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!

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.
$200 nightly
The price is $224
Jan 4 - Jan 5, 2026
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

Find out more about Walpole

Walpole B&B information

Number of reviews
1,199
Accommodation
16 B&B
Lowest Price
$123
Highest Price
$334

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 $123 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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