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Resorts in Cheshire County

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sep - 13 Sep

Top Cities in Cheshire County

A snow-covered town with a prominent church and a mountain in the background.
ResortsResorts

Fitzwilliam

Fitzwilliam

Our top choices for Cheshire County resorts

Water park

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,023 reviews)
"Great wolf lodge is the best for kids and family, I recommended to family with small kids from 2 year to 17"
United States
angel l
The price is AED 547
AED 611 total
includes taxes & fees
16 Jul - 17 Jul
Great Wolf Lodge Boston / Fitchburg, MA
Exterior

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (291 reviews)
"Excellent stay, looking forward to visiting again!"
United States
Jordyn C
The price is AED 551
AED 659 total
includes taxes & fees
12 Aug - 13 Aug
Grand Summit Resort, A Vail Resorts Property
Exterior

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (417 reviews)
"Nice place to stay. I have enjoyed my stay here."
United States
avik
The price is AED 559
AED 666 total
includes taxes & fees
20 Jul - 21 Jul
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Dining

Deluxe King Room w/pull-out love seat and fireplace

Deluxe King Room w/pull-out love seat and fireplace
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfect"
United States
James R.
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe King Room w/pull-out love seat and fireplace
Exterior

Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
The price is AED 1,094
AED 1,755 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe King, kitchenette, fireplace
Exterior

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Interior

Luxury King with balcony

Luxury King with balcony
West Dover
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Luxury King with balcony
Fireplace

Come stay at our four season resort!

Come stay at our four season resort!
Weare
10.0 out of 10, Exceptional, (1 review)
"Perfect spot for an extended family holiday gathering. Mattresses were comfortable, kitchen was well-equipped, and there was plenty of space for everyone to stretch out across the two living rooms. Ping pong table and foosball table were a particular hit. Highly recommend to anyone looking for space and amenities. Now we all want to return in the summer to play on the lake."
United States
Genevieve M.
Come stay at our four season resort!
Exterior

King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
King with Bunk Bed- 2nd floor in Historic Inn
Interior

Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe King Room w/fireplace and separate entrance
Exterior

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dover
9.4 out of 10, Exceptional, (6 reviews)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
United States
Olivia
The price is AED 1,094
AED 1,755 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
1 bedroom, iron/ironing board, WiFi

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
West Dover
8.0 out of 10, Very Good, (1 review)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
1 bedroom, iron/ironing board, WiFi

Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn
West Dover
8.0 out of 10, Very Good, (1 review)
The price is AED 883
AED 1,489 total
includes taxes & fees
20 Jul - 21 Jul
Deluxe 2xQueen in Historic Inn
Exterior

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe King - 2nd floor in Historic Inn
1 bedroom, iron/ironing board, WiFi

Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
United States
Brendan M.
The price is AED 883
AED 1,489 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe 2xQueen- 2nd floor in Historic Inn
Interior

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Dover
9.8 out of 10, Exceptional, (7 reviews)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
United States
Sydney W.
The price is AED 1,263
AED 1,965 total
includes taxes & fees
21 Jul - 22 Jul
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is AED 1,010
AED 1,649 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe King - 2nd floor in Historic Inn
Exterior

Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
United States
Kimberley B.
The price is AED 1,010
AED 1,649 total
includes taxes & fees
21 Jul - 22 Jul
Luxury King w/balcony, accessible
Interior

Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance
Dover
The price is AED 883
AED 1,489 total
includes taxes & fees
14 Jul - 15 Jul
Deluxe Queen Suite with pull-out love seat, private entrance
Exterior

Come stay at our four season resort!

Come stay at our four season resort!
Weare
Come stay at our four season resort!
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 Cheshire County Hotel Reviews

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"Budget hotel, and I would stay again. My experience was thus: Pros: Cheap (cheapest room around) Quiet (no one bothered me) Cold (the air conditioning worked great; stayed cool in very hot summer days) Location (walking distance to a Target, a sporting goods store, a steakhouse etc. It's not a sketchy area) Downtown Keene is just 5 minutes away. There are rotaries which you will likely have to drive through to get back and forth. The hotel price may attract ill-reputes, but everyone i saw looked nice. Free breakfast: Good! There's coffee, orange juice, apple juice and breakfast food. How nice. Cons: Slow but functional internet. Not infuriatingly slow but not high-speed either Water pressure gave out on me. Shower went very cold one minute into shower, but did fix itself) Stained bed cover (looked like bleach, which is a good thing) I can see how someone would consider the room dirty, but I've definitely seen worse. My room was not the cleanest and most luxurious room in the world. Again, budget hotel. You get what you pay for here. The good outweighed the bad and I'd stay here again. If I went looking for more things to critique, I could find them, but overall it's good."
John 2-night trip
Posted less than an hour ago
Days Inn by Wyndham Keene NH