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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 23 B&B in Charlestown with updated reviews, rates, and availability.

Windham Hill Inn
Romantic Room, 1 King Bed | Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (33)
"Amazing trip. Beautiful property. Hope to return someday. "
The price is AED 665
AED 725 total
includes taxes & fees
29 May - 30 May
Windham Hill Inn
Follansbee Inn
Property entrance

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (80)
"Great host. Very relaxing atmosphere. Will cone again! "
The price is AED 625
AED 678 total
includes taxes & fees
12 May - 13 May
Follansbee Inn
The Carriage Barn Inn
Free daily continental breakfast

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 AED 723
AED 784 total
includes taxes & fees
13 May - 14 May
The Carriage Barn Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (212)
"This was such a sweet little in the best part about it was that they cooked you a free breakfast in the morning and it was so good I can't wait to come back thank you so much"
The price is AED 625
AED 681 total
includes taxes & fees
13 May - 14 May
Harvest Barn Inn
Stone Hearth Inn and Eatery
Front of property

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 AED 1,218
AED 1,327 total
includes taxes & fees
12 May - 13 May
Stone Hearth Inn and Eatery
Echo Lake Inn
Exterior

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Old fashioned inn with wonderful hosts."
The price is AED 703
AED 766 total
includes taxes & fees
27 May - 28 May
Echo Lake Inn
Blue Gentian Lodge at Magic Mountain
Kayaking

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
Rosewood Country Inn
Charlie Chaplin Suite | Individually decorated, individually furnished, blackout drapes

Rosewood Country Inn

3.0 star property
9.8 out of 10, Exceptional, (82)
"Very Nice Place, we had a Great stay and will return. "
The price is AED 599
AED 650 total
includes taxes & fees
12 May - 13 May
Rosewood Country Inn
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

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 AED 474
AED 740 total
includes taxes & fees
12 May - 13 May
Honeymoon Suite with Jacuzzi Tub in Historic Inn
King Hill Inn & Kitchen
Front of property - evening/night

King Hill Inn & Kitchen

3.5 star property
9.6 out of 10, Exceptional, (28)
"Beautiful surroundings and great breakfast!"
King Hill Inn & Kitchen
Four Columns Inn
Deluxe Room | Living area | 20-inch TV with cable channels

Four Columns Inn

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

Dexter's Inn

3.0 star property
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. "
The price is AED 726
AED 788 total
includes taxes & fees
12 May - 13 May
Dexter's Inn
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Interior

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 AED 327
AED 592 total
includes taxes & fees
12 May - 13 May
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
King & Queen Suite in Historic Inn Circa 1780
Interior

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 AED 437
AED 736 total
includes taxes & fees
12 May - 13 May
King & Queen Suite in Historic Inn Circa 1780
Room in Historic Inn! 20 Minutes to Okemo!
Terrace/patio

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 AED 441
AED 703 total
includes taxes & fees
12 May - 13 May
Room in Historic Inn! 20 Minutes to Okemo!
Golden Stage Inn B&B
Seasonal outdoor pool

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
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
Terrace/patio

Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature

The price is AED 809
AED 1,248 total
includes taxes & fees
18 May - 19 May
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
Windsor Mansion Inn
Front of property - evening/night

Windsor Mansion Inn

3.5 star property
9.2 out of 10, Wonderful, (289)
"We had a lovely time at the Windsor Mansion Inn over New Years! Andy was incredible accommodating and friendly to make our group feel right at home. The beds were very comfortable the the rooms were spacious. The mansion is gorgeous. Yummy breakfast too. We hope to stay again!"
Windsor Mansion Inn
Rockledge Farm country living
Exterior

Rockledge Farm country living

9.8 out of 10, Exceptional, (29)
"Beautiful property and lovely people! We very much enjoyed our stay and the breakfast provided was an added bonus! :)"
Rockledge Farm country living
Inn at Water's Edge
Bar (on property)

Inn at Water's Edge

3.0 star property
Inn at Water's Edge
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 Charlestown

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

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 AED 624
AED 1,345 total
includes taxes & fees
12 May - 13 May
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy Crescent Cottage
Terrace/patio

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
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Interior

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (11)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
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 Charlestown?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers. While you’re here, you can get to know Charlestown by exploring its natural beauty. Consider a stop by Swan Commons and Connecticut River State Park.
Why consider B&Bs instead of traditional hotels?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast to start the day, B&Bs all have a unique environment.
What are the top B&Bs in Charlestown?
Here are some well-liked B&Bs in the surrounding area: Harvest Barn Inn: 7 rooms. 6.4 mi (10.4 km) from the downtown core. Enjoy the free full breakfast and patio area. Stone Hearth Inn and Eatery: 8 rooms. Located 10.2 mi (16.4 km) from the core of Charlestown. Enjoy the free buffet breakfast and unique décor.
What's the best time of year to book my B&B in Charlestown?
When you’re dreaming of a stay in Charlestown, 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 Charlestown are January, March, November, and February, with each month seeing an average of 14 inches 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 might 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) away from the heart of the city. You can also search for flights into 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 take in more sights.