Hotels near Cheshire Rail Trail

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

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Cheshire Rail Trail hotels

Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
1.1 km from Cheshire Rail Trail
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 P7,497
P8,134 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Carriage Barn Inn
Exterior
The Burrell House

The Burrell House

The Burrell House
2.5 star property
1.9 km from Cheshire Rail Trail
9.6 out of 10, Exceptional, (156)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
1.4 km from Cheshire Rail Trail
8.8 out of 10, Excellent, (1005)
"Very comfortable and clean."
United States
Christina
The price is P9,454
P10,258 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Courtyard by Marriott Keene Downtown
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
1.6 km from Cheshire Rail Trail
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is P10,588
P11,488 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Fairfield Inn & Suites by Marriott Keene Downtown
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
2.7 km from Cheshire Rail Trail
8.8 out of 10, Excellent, (360)
"Clean comfy nice staff "
United States
Katherine
The price is P9,991
P10,840 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Hampton Inn & Suites Keene
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
2.8 km from Cheshire Rail Trail
8.4 out of 10, Very Good, (970)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is P6,706
P7,276 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Keene Elm City Hotel, an Ascend Collection Hotel
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
2.6 km from Cheshire Rail Trail
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is P7,591
P8,237 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Plus Keene Hotel
Library
Inn at Valley Farms

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
18.1 km from Cheshire Rail Trail
10.0 out of 10, Exceptional, (14)
"Picturesque, family run bed and breakfast."
United States
Jay
The price is P8,917
P9,675 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inn at Valley Farms
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
3.6 km from Cheshire Rail Trail
7.0 out of 10, Good, (1000)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is P6,303
P6,838 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Days Inn by Wyndham Keene NH
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

Top Cheshire Rail Trail Hotel Reviews

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Super helpful and nice room. Had an issue with the TV but they came up to help and got it resolved!"
Peter 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Hotels near other Cheshire Rail Trail attractions

Historic Main Street

Find out about the history of Keene when you spend time at Historic Main Street. Visit the area's shops, or simply enjoy its restaurants.
See properties

Historical Society of Cheshire County

You can spend an afternoon studying the exhibits at Historical Society of Cheshire County in Keene. Experience the area's festivals and entertainment venues.
See properties

Frequently asked questions

What's the area like around Cheshire Rail Trail?
Cheshire Rail Trail is located in Keene. This family-friendly area is known for its array of dining options and hiking. If you're looking for a convenient place to stay, check out the 7 hotels and other accommodations you'll find within a mile.
Where is the best place to stay close to Cheshire Rail Trail?
Courtyard by Marriott Keene Downtown is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an indoor pool. It's located just a short 0.9 mi (1.4 km) from Cheshire Rail Trail. Another good option is The Carriage Barn Inn, located just 0.7 mi (1.1 km) away.
How many hotels are there close to Cheshire Rail Trail?
Expedia has 7 hotels and other accommodations within a mile from Cheshire Rail Trail.
If I need to cancel the hotel reservation for my stay near Cheshire Rail Trail, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the best options available near Cheshire Rail Trail.
What can I see and do near Cheshire Rail Trail?
You'll want to browse the exhibits at Historical Society of Cheshire County and Horatio Colony Museum. Explore notable local landmarks like Historic Main Street, Colonial Theatre, and Alumni Field. CC&H Framing / Pepper Pete's Hot Shop, Cheshire Children's Museum, and Stonewall Farm are fun stops for the whole family while you're in town.