Best Resorts in Cheshire County

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Top Cities in Cheshire County

Resorts in Cheshire County

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1000)
"Everything about this place was incredible "
$179 nightly
The price is $200
Oct 15 - Oct 16
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3.0 star property
9.2 out of 10, Wonderful, (360)
"good rooms an good staff!"
$167 nightly
The price is $181
Nov 6 - Nov 7
Total with taxes and fees
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (229)
"Great place to stay!"
$154 nightly
The price is $169
Nov 6 - Nov 7
Total with taxes and fees
Mount Snow Grand Summit Resort

Luxury King with balcony

$304 nightly
The price is $331
Oct 9 - Oct 10
Total with taxes and fees
Luxury King with balcony

Deluxe King, kitchenette, fireplace

10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
$367 nightly
The price is $400
Nov 2 - Nov 3
Total with taxes and fees
Deluxe King, kitchenette, fireplace

King with Bunk Bed- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
$304 nightly
The price is $331
Oct 9 - Oct 10
Total with taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn

Deluxe King Room w/fireplace and separate entrance

10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
$330 nightly
The price is $360
Oct 9 - Oct 10
Total with taxes and fees
Deluxe King Room w/fireplace and separate entrance

Deluxe King - 2nd floor in Historic Inn

$304 nightly
The price is $331
Oct 9 - Oct 10
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"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."
$318 nightly
The price is $346
Nov 2 - Nov 3
Total with taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn

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

9.8 out of 10, Exceptional, (7)
"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."
$405 nightly
The price is $442
Nov 2 - Nov 3
Total with taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

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

8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
$318 nightly
The price is $346
Oct 9 - Oct 10
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Deluxe King- 2nd floor in Historic Inn

$278 nightly
The price is $302
Oct 9 - Oct 10
Total with taxes and fees
Deluxe King- 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn

$292 nightly
The price is $317
Oct 9 - Oct 10
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn

Come stay at our four season resort!

Come stay at our four season resort!

Come stay at our four season resort!

Come stay at our four season resort!

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

$326 nightly
The price is $355
Oct 9 - Oct 10
Total with taxes and fees
Deluxe Queen Suite with pull-out love seat, private entrance

Come stay at our four season resort!

Come stay at our four season resort!

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

9.4 out of 10, Exceptional, (6)
"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. "
$393 nightly
The price is $428
Nov 2 - Nov 3
Total with taxes and fees
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Come stay at our four season resort!

Come stay at our four season resort!

Come stay at our four season resort!

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

Find out more about Cheshire County

Find out more about Cheshire County

Cheshire County Resorts information

Number of reviews
1,589
Accommodation
49 Resorts
Lowest Price
$169
Highest Price
$442

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