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Compare 16 B&B in Walpole with updated reviews, rates, and availability.

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (303)
"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 $164
includes taxes & fees
$150 per night
May 8 - May 9
Colonel Williams Inn

Windham Hill Inn

3.0 star property
8.4 out of 10, Very Good, (33)
"Amazing trip. Beautiful property. Hope to return someday. "
The price is $217
includes taxes & fees
$199 per night
May 6 - May 7
Windham Hill Inn

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 $192
includes taxes & fees
$177 per night
May 5 - May 6
The Carriage Barn Inn

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (210)
"Nice and comfortable great breakfast"
The price is $186
includes taxes & fees
$170 per night
May 19 - May 20
Harvest Barn Inn

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (89)
"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "
The price is $319
includes taxes & fees
$292 per night
May 7 - May 8
Stone Hearth Inn and Eatery

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent"
The price is $312
includes taxes & fees
$284 per night
May 4 - May 5
Inn on Putney Road

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (98)
"A great room close to the slopes; warm and comfortable; breakfast that was included was simple but home cooked and amazing."
Blue Gentian Lodge at Magic Mountain

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 $203
includes taxes & fees
$181 per night
May 2 - May 3
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Four Columns Inn

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

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 $161
includes taxes & fees
$144 per night
May 4 - May 5
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (14)
"This is a fine place to stay. Everything is thoughtfully provided to make guests comfortable. The bed was very high quality, too. There were snacks, breakfast options, and good coffee available in the morning. Nothing fancy, but very useful and much appreciated."
The price is $200
includes taxes & fees
$179 per night
May 2 - May 3
King & Queen Suite in Historic Inn Circa 1780

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 $192
includes taxes & fees
$171 per night
May 4 - May 5
Room in Historic Inn! 20 Minutes to Okemo!

Golden Stage Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (26)
"Very beautiful place and excellent service "
Golden Stage Inn B&B

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Charming place with friendly staff and owners."
The price is $327
includes taxes & fees
$301 per night
May 4 - May 5
Chesterfield Inn

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 $248
includes taxes & fees
$225 per night
May 4 - May 5
The One Cat B&B

The Brattleboro

4.0 star property
10.0 out of 10, Exceptional, (5)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
The Brattleboro
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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Other property types in Walpole

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"We had a wonderful long weekend stay at the cottage on Crescent Lake! The place has all of the amenities that you need for a relaxing and fun filled time on the lake. We will definitely be back for another stay next year!"
Cozy Crescent Cottage

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is $366
includes taxes & fees
$327 per night
May 5 - May 6
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is $585
includes taxes & fees
$539 per night
May 5 - May 6
Cozy Home Near Downtown, Shops, and Restaurants.
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.

Frequently asked questions

Searching for B&Bs in Walpole?
Whether you’re traveling with your family and want a friendly place to stay, or you’re a solo traveler looking to chat with locals, B&Bs can be a great choice for many types of vacationers. Hoping to play some golf on your trip? You might stop by Hooper Golf Club or Hooper Golf Course while you’re in Walpole.
How do you know if a B&B is the right choice for you?
Every B&B has its own unique feel. Whether it’s a picturesque garden or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Walpole?
Here are some B&Bs in the area: The Carriage Barn Inn: 4 rooms. 13.1 mi (21.1 km) from the downtown core. Inn on Putney Road: 6 rooms. Situated 16.5 mi (26.6 km) from the heart of Walpole. Enjoy the free full breakfast and onsite spa services. Windham Hill Inn: 8 rooms. 14.1 mi (22.7 km) from the heart of downtown. Enjoy the outdoor pool and unique décor. Harvest Barn Inn: 7 rooms. Located 5.1 mi (8.2 km) from the core of Walpole. Enjoy the free full breakfast and patio area.
What's the best time of year to stay at a B&B in Walpole?
When you’re dreaming of a getaway to Walpole, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Walpole are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What is there to do in Walpole?
When you want to spend some time in the great outdoors, Connecticut River and Drewsville Village Green are some notable spots. You might put Walpole Artisans Cooperative and Bridge Memorial Library on your list if you want to see more of the area.
How can I get to and around Walpole?
Planning your excursions in and around Walpole is easier with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 18.9 mi (30.3 km) from the heart of the city. If you’d like to venture out around the area, you may want to rent a car for your trip.