Compare Hotels in Cheshire County

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Top cities in Cheshire County

#hiking.. i love hiking being out doors following a trail or just making my own fresh air and the out doors is amazing. i hike every chance i can close to home or travel to find new locations, I'm from akron Ohio but i love to travel this photo was from..one the best hikes i ever done
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Jaffrey

Jaffrey
Dec 16 - Dec 17
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Dec 17 - Dec 18
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Top Rated Cheshire County Hotels

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Free Cancellation
$118 nightly
The price is $128 total per night
$128 total
Dec 18 - Dec 19
Total with taxes and fees
At Keene Elm City Hotel, an Ascend Collection Hotel, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include a business center, a microwave in a common area, and express check-in.
Pool
Breakfast included
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd Keene NH
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $160 total per night
$160 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Hampton Inn & Suites Keene, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 out of 5
20 Riverside Drive West Chesterfield NH
Free Cancellation
$152 nightly
The price is $165 total per night
$165 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
At Riverside Hotel, an Ascend Collection Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and a conference center. A stay here includes free parking. The 24-hour front desk has staff standing by to help with securing valuables, concierge services, and luggage storage. Additional amenities include express check-out, a terrace, and wedding services.
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Fitzwilliam NH
Guests staying at Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond. have access to laundry facilities, barbecue grills, and a garden.
Washer
Dryer
The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
$192 nightly
The price is $209 total per night
$209 total
Dec 21 - Dec 22
Total with taxes and fees
The Burrell House features free WiFi in public areas and a picnic area. If you decide to drive, there's free parking.
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$179 nightly
The price is $200 total per night
$200 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of Great Wolf Lodge Boston / Fitchburg, MA have access to 4 indoor pools, a free water park, and a lazy river. Self parking is available for USD 19 per day. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this family-friendly resort include a children's pool, meeting rooms, and a seasonal outdoor pool.
Pool
Restaurant
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way Leominster MA
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at Doubletree by Hilton Hotel Leominster enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include meeting rooms, a conference center, and a business center.
Pool
Parking included
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $177 total per night
$177 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
At The Colonial Hotel, guests enjoy an indoor pool, a gym, and a sauna. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd Leominster MA
Free Cancellation
$83 nightly
The price is $92 total per night
$92 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at Motel 6 Leominster, MA enjoy free WiFi in public areas, laundry facilities, and a vending machine. You'll find RV, bus, and truck parking. The 24-hour front desk has staff always at the ready.
Pet friendly
Free WiFi
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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.
Cheshire County Hotels

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On Orbitz, Cheshire County hotel deals mean flexibility. If you need to change your Cheshire County hotel reservations, or cancel your stay, Orbitz doesn't charge cancel or change fees. Orbitz also offers great selection on airline tickets, vacation packages, and car rental deals to so you can plan your trip to Cheshire County all in one place.

 

Cheshire County hotels essential information

Accommodation
2,010 hotels
Lowest Price
$92
Highest Price
$209
Popular hotels
Keene Elm City Hotel, an Ascend Collection Hotel, Hampton Inn & Suites Keene, Riverside Hotel, an Ascend Collection Hotel, Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond., The Burrell House, Great Wolf Lodge Boston / Fitchburg, MA, Doubletree by Hilton Hotel Leominster, The Colonial Hotel, Motel 6 Leominster, MA

Recent Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

5/5 Excellent
"The room was perfect, and the food was great "
A verified traveler stayed at Keene Elm City Hotel, an Ascend Collection Hotel
Posted 1 day ago
Keene Elm City Hotel, an Ascend Collection Hotel

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