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Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

B&B in Charlestown

Exclusive Room | Premium bedding, Tempur-Pedic beds, individually decorated
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.6 out of 10, Exceptional, (9)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$123 nightly
The price is $135
Nov 17 - Nov 18
Total with taxes and fees
Four Columns Inn
Porch
Harvest Barn Inn

Harvest Barn Inn

3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (243)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
$169 nightly
The price is $184
Nov 15 - Nov 16
Total with taxes and fees
Harvest Barn Inn
Charlie Chaplin Suite | Individually decorated, individually furnished, blackout drapes
Rosewood Country Inn

Rosewood Country Inn

3.0 star property
Bradford
9.8 out of 10, Exceptional, (89)
"Beautiful , well appointed rooms/inn. Every traveler’s needs anticipated. Lovely rooms, lovely setting and most importantly, lovely hosts Stan and Oda! Thank you Stan and Oda! Judy and Bruce "
United States
Bruce
$185 nightly
The price is $201
Nov 12 - Nov 13
Total with taxes and fees
Rosewood Country Inn
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (163)
"This BNB is delightful. Great location and easy to find in town. Lovely house, room, easy check in, and the owner was great. The owner was there when we checked in and gave us a tour and recommendations for dinner in town. Downtown is just darling and easy walking around the town square. Dinner in town was excellent as well. I would highly recommend a stay here to anyone. "
United States
Tina
$177 nightly
The price is $193
Dec 4 - Dec 5
Total with taxes and fees
The Carriage Barn Inn
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)
"Room was super quiet and clean. "
United States
Ernest
$223 nightly
The price is $244
Dec 12 - Dec 13
Total with taxes and fees
Stone Hearth Inn and Eatery
Property entrance
Follansbee Inn

Follansbee Inn

3.0 star property
North Sutton
9.6 out of 10, Exceptional, (90)
"Stayed here several times. For my money, Dennis & Kendall run the loveliest inn in New Hampshire. There may be more luxurious places to stay in the region, but if you are looking for a classic New England inn with charm in a beautiful location, this is the place. And Dennis’s Cajun- influenced breakfasts can’t be missed. "
United States
Mark
$176 nightly
The price is $191
Nov 13 - Nov 14
Total with taxes and fees
Follansbee Inn
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, (17)
"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. "
United States
Nevets
$135 nightly
The price is $151
Nov 12 - Nov 13
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Game room
Dexter's Inn

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
$248 nightly
The price is $269
Dec 1 - Dec 2
Total with taxes and fees
Dexter's Inn
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)
"Yes, wonderful location and stay"
United States
Sharon
$144 nightly
The price is $161
Nov 12 - Nov 13
Total with taxes and fees
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
$201 nightly
The price is $220
Nov 17 - Nov 18
Total with taxes and fees
Windham Hill Inn
Outdoor pool
Echo Lake Inn

Echo Lake Inn

2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"The staff was super friendly, and welcoming "
United States
Janet
$277 nightly
The price is $302
Nov 24 - Nov 25
Total with taxes and fees
Echo Lake 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)
"The property has new owners and they clearly are working very hard to establish their business. The Inn was spotless, and they were very accommodating."
United States
Jean
$202 nightly
The price is $226
Nov 16 - Nov 17
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780
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)
"We had a fantastic time staying in the Chester House. It was a short drive to Okemo Mountain, which was our main reason for booking, but the town of Chester, like the room we stayed in, was incredibly charming!"
United States
Jonathan G.
$159 nightly
The price is $178
Nov 12 - Nov 13
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 Charlestown Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"This place is great. The staff very friendly rooms clean lobby cozy. The breakfast was good with lots of choice and plenty of places to sit. Would definitely recommend "
Bambi 1-night trip
Posted 3 days ago
Best Western Plus Keene Hotel

Find out more about Charlestown

Charlestown B&B information

Number of reviews
904
Accommodation
19 B&B
Lowest Price
$135
Highest Price
$302

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Charlestown?
Prices for B&Bs in Charlestown often vary, but you can find a great deal from $135 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Charlestown 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 & Breakfast in Charlestown?
The best time to book a B&B in Charlestown is during the vibrant summer months of June to August. This period draws visitors eager to soak in the sun, explore picturesque beaches, and enjoy a variety of outdoor activities. With warm temperatures typically ranging from the mid-70s to low 80s Fahrenheit, it's ideal for those looking to engage in water sports, hiking, or simply relaxing by the shore.

July stands out as the peak month, bustling with tourists and local events, including lively summer festivals that celebrate the region's culture and community spirit. The atmosphere is electric, with plenty of opportunities to meet fellow travelers and partake in enjoyable activities.

For those seeking a more budget-friendly experience, consider planning your visit in late October. This month offers a wonderful opportunity to witness the stunning autumn foliage while enjoying milder weather and fewer crowds. The tranquil setting allows for peaceful walks along the coastline and exploration of the charming local shops.
What is the difference between a Charlestown B&B and a hotel?
Every Charlestown 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 Charlestown B&Bs.

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