Search B&B in Walpole

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

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, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is AED 459
AED 498 total
includes taxes & fees
31 Dec - 1 January 2026
The Carriage Barn 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
The price is AED 532
AED 585 total
includes taxes & fees
4 Dec - 5 Dec
Colonel Williams Inn
Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns 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
The price is AED 862
AED 948 total
includes taxes & fees
1 Jan - 2 January 2026
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, (18)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
The price is AED 441
AED 708 total
includes taxes & fees
2 Dec - 3 Dec
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)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is AED 918
AED 1,010 total
includes taxes & fees
3 Dec - 4 Dec
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)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is AED 683
AED 744 total
includes taxes & fees
15 Dec - 16 Dec
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)
"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
The price is AED 437
AED 724 total
includes taxes & fees
2 Dec - 3 Dec
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
The price is AED 680
AED 742 total
includes taxes & fees
3 Dec - 4 Dec
Windham Hill Inn
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is AED 1,106
AED 1,200 total
includes taxes & fees
3 Dec - 4 Dec
Chesterfield 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.
The price is AED 878
AED 1,255 total
includes taxes & fees
2 Dec - 3 Dec
Honeymoon Suite with Jacuzzi Tub in Historic 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)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
The price is AED 1,025
AED 1,493 total
includes taxes & fees
2 Dec - 3 Dec
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Walpole Hotel Reviews

The Covered Bridge Inn

The Covered Bridge Inn

10/10 Excellent
"Room very nice, comfortable clean "
Harlan 1-night trip
Posted 2 days ago
The Covered Bridge Inn

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?
Below are some B&Bs in the area: Four Columns Inn: 15 rooms. 13.3 mi (21.4 km) from the heart of Walpole. Enjoy the unique décor and coffee shop. Windham Hill Inn: 8 rooms. 14.1 mi (22.7 km) from the downtown core. Enjoy the outdoor pool and unique décor. The Carriage Barn Inn: 4 rooms. Situated 13.1 mi (21.1 km) from the heart of Walpole. Inn on Putney Road: 6 rooms. Located 16.5 mi (26.6 km) from the core of Walpole. Enjoy the free full breakfast and onsite spa services.
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 Mountain View Winery and Walpole Artisans Cooperative 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.