Search Charlestown Bed & Breakfast

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured B&B in Charlestown

Rosewood Country Inn

3.0 star property
Bradford
9.8 out of 10, Exceptional, (90)
"Comfortable clean rooms and an exceptional breakfast ."
United States
Mark
The price is AU$311
includes taxes & fees
7 Dec - 8 Dec
Rosewood Country 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
The price is AU$214
includes taxes & fees
8 Dec - 9 Dec
Four Columns Inn

Follansbee Inn

3.0 star property
North Sutton
9.6 out of 10, Exceptional, (91)
"My mom and I stayed there back in September for a weekend and had a wonderful stay. The inn was so lovely with a beautiful lake across the street. The breakfast provided each morning was top-notch! If I am ever back in the area, I will certainly stay there again!"
United States
Kimberly
The price is AU$314
includes taxes & fees
3 Dec - 4 Dec
Follansbee 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 AU$238
includes taxes & fees
3 Dec - 4 Dec
The Carriage Barn Inn

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 AU$321
includes taxes & fees
2 Dec - 3 Dec
Stone Hearth Inn and Eatery

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 AU$303
includes taxes & fees
1 Dec - 2 Dec
Windham Hill Inn

Room in Historic Inn! 20 Minutes to Okemo!

Chester Depot
9.2 out of 10, Wonderful, (17)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
The price is AU$262
includes taxes & fees
30 Nov - 1 Dec
Room in Historic Inn! 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 AU$253
includes taxes & fees
25 Nov - 26 Nov
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Dexter's Inn

3.0 star property
Sunapee
8.8 out of 10, Excellent, (70)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
United States
Lisa
The price is AU$416
includes taxes & fees
1 Dec - 2 Dec
Dexter's Inn

Echo Lake Inn

2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
The price is AU$443
includes taxes & fees
2 Dec - 3 Dec
Echo Lake Inn

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 AU$354
includes taxes & fees
25 Nov - 26 Nov
King & Queen Suite in Historic Inn Circa 1780

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 AU$279
includes taxes & fees
25 Nov - 26 Nov
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Charlestown Hotel Reviews

Find out more about Charlestown

Charlestown B&B information

Number of reviews
Accommodation
B&B
Lowest Price
Highest Price

Frequently asked questions

Searching for B&Bs in Charlestown?
Whether you're on a family holiday and want a small, cosy place to stay, or you're travelling solo and looking to chat with locals, B&Bs can be a great choice for many travellers. While you're here, you can get to know Charlestown by exploring its natural beauty—consider stopping at Swan Commons and Connecticut River State Park.
Why choose B&Bs instead of traditional hotels?
With attentive service, an atmosphere suited to mingling with other guests and of course a scrumptious breakfast, B&Bs provide a unique environment.
What are the top B&Bs in Charlestown?
Here are some B&Bs in the surrounding area: Harvest Barn Inn: 7 rooms. 6.4 mi (10.4 km) from the city centre. Enjoy the free full breakfast and patio area. Windham Hill Inn: 8 rooms. Situated 17 mi (27.4 km) from the heart of Charlestown. Enjoy the outdoor pool and unique decor. Blue Gentian Lodge at Magic Mountain: 13 rooms. 17.7 mi (28.5 km) from the city centre. Enjoy the free buffet breakfast and spa.
What's the best time of year to stay at a B&B in Charlestown?
When you're dreaming of a escape to Charlestown, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Charlestown are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What is there to do in Charlestown?
When you want to spend some time in the great outdoors, Connecticut River and Swan Commons are some notable spots. You should put The Fort at No.4 Open Air Museum and Charlestown Town Hall on your list if you want to see more of the area.
How can I get to and around Charlestown?
Planning your excursions in and around Charlestown is easier with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 8.7 mi (14.1 km) from the city centre. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.3 mi (44 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia