Historic Hotels & Resorts in Charlestown from AU$201

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Check availability on Charlestown Historic Hotels

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Charlestown historic hotels

Free daily continental breakfast
The Carriage Barn Inn

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 AU$201
includes taxes & fees
31 Dec - 1 Jan 2026
The Carriage Barn Inn
Lobby lounge
Castle Hill Resort And Spa

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (104)
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
United States
Jeff
The price is AU$382
includes taxes & fees
5 Jan - 6 Jan 2026
Castle Hill Resort And Spa
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is AU$565
includes taxes & fees
23 Dec - 24 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is AU$444
includes taxes & fees
26 Dec - 27 Dec
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior detail
Entire Farmhouse with lots of open space 15 min north of Keene

Entire Farmhouse with lots of open space 15 min north of Keene

Entire Farmhouse with lots of open space 15 min north of Keene
Walpole
10.0 out of 10, Exceptional, (38)
"Lovely place would definitely book again"
United States
Sean M.
The price is AU$559
includes taxes & fees
1 Jan - 2 Jan 2026
Entire Farmhouse with lots of open space 15 min north of Keene
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is AU$534
includes taxes & fees
12 Jan - 13 Jan 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
TV, DVD player
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
The price is AU$516
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Property grounds
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (104)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is AU$779
includes taxes & fees
13 Jan - 14 Jan 2026
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
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

The Putney Inn

The Putney Inn

10/10 Excellent
"Very quit, clea, and comfortable. "
Jeannette 1-night trip
Posted 4 days ago
The Putney Inn

Frequently asked questions

What should I expect on my historical trip to Charlestown?
You'll probably want to seek out the historical sites while you're staying in Charlestown. Also discover all there is to see and do such as the university setting and museums.
How many historical hotels are located in Charlestown?
In Charlestown, there are 2 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the most important historical sites and other places to visit in Charlestown?
Charlestown is notable for landmarks like The Fort at No.4 Open Air Museum. The picturesque setting of Connecticut River and Glidden Island exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Charlestown Town Hall and Silsby Free Public Library.
What is a historic hotel like in Charlestown?
By choosing a historic hotel, you can sleep in a building that has a national historic designation. A castle, a palace or even a pub or an old police station can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the public spaces and guestrooms of these historic hotels in Charlestown, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels tend to be what's most significant. For heritage hotels, it's mainly the cultural value and how it shaped the community.
Do historic hotels in Charlestown have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the popular amenities found in most hotels will be available in a historic hotel. Rest assured that when you choose a historic hotel in Charlestown, you won't be staying at a place that's uncomfortable or rundown.

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