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Search Resort Hotels in Chesterfield from CA $94

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Recommended hotels in Chesterfield

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (1 review)
"The Inn was quiet, convenient and offered excellent food."
United States
Jay
The price is CA $320
CA $394 total
includes taxes & fees
Jun 28 - Jun 29
Deerfield Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (830 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is CA $84
CA $94 total
includes taxes & fees
Jul 2 - Jul 3
FairBridge Inn Express

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (170 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is CA $130
CA $146 total
includes taxes & fees
Jul 7 - Jul 8
River Valley Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is CA $112
CA $125 total
includes taxes & fees
Jul 2 - Jul 3
Berkshire Inn

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (113 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is CA $235
CA $262 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (951 reviews)
"The coffee was fantastic. Rooms were quiet"
United States
Richard
The price is CA $143
CA $160 total
includes taxes & fees
Jul 16 - Jul 17
Quality Inn Westfield - Springfield

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (34 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is CA $235
CA $263 total
includes taxes & fees
Jun 29 - Jun 30
The Revival House

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,004 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is CA $204
CA $228 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (999 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is CA $200
CA $255 total
includes taxes & fees
Jul 26 - Jul 27
Berkshire Mountain Lodge

Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield
2.0 star property
Chicopee
6.6 out of 10, (1,002 reviews)
"Great budget option!"
United States
Elijah
The price is CA $107
CA $124 total
includes taxes & fees
Jun 29 - Jun 30
Motel 6 Chicopee, MA - Springfield

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,155 reviews)
"Breakfast was excellent."
United States
Candyce
The price is CA $149
CA $174 total
includes taxes & fees
Jul 15 - Jul 16
D. Hotel Suites & Spa

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,009 reviews)
"Clean room, great staff, parking"
United States
Gail
The price is CA $141
CA $157 total
includes taxes & fees
Jul 8 - Jul 9
Red Roof Inn PLUS+ South Deerfield – Amherst

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (128 reviews)
"My wife and I had a wonderful stay for a long weekend. The breakfast was delicious and the staff were kind and friendly."
United States
Andrew
The price is CA $255
CA $285 total
includes taxes & fees
Jul 8 - Jul 9
Black Walnut Inn

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (92 reviews)
"Very nice area and stay."
United States
Nathan
The price is CA $256
CA $285 total
includes taxes & fees
Jul 1 - Jul 2
TownePlace Suites by Marriott Hadley Amherst

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1,001 reviews)
"Our room was very clean, staff was very friendly. We would stay here again."
United States
Sherry
The price is CA $150
CA $172 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Inn West Springfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (871 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
The price is CA $179
CA $200 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn Westfield

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice, clean, love the parking. Great hotel"
United States
Thomas Howard
The price is CA $204
CA $227 total
includes taxes & fees
Jul 2 - Jul 3
The Ellery

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is CA $126
CA $189 total
includes taxes & fees
Jun 28 - Jun 29
Becket Motel

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts
Cummington
10.0 out of 10, Exceptional, (3 reviews)
"We loved out stay! The lodge was simply magical. Our host was quite easy to connect with! We hope to visit again soon."
United States
Mary D.
The price is CA $155
CA $194 total
includes taxes & fees
Jun 30 - Jul 1
Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,014 reviews)
"Lovely location and very helpful staff."
United States
Daniel
The price is CA $190
CA $214 total
includes taxes & fees
Jul 1 - Jul 2
Hotel UMass
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 Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield Resorts information

Number of reviews
14,971
Accommodation
3 Resorts
Lowest Price
CA $94
Highest Price
CA $394

Frequently asked questions

What can I expect from a resort vacation in Chesterfield?
You deserve a getaway, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing time in Chesterfield. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's the best resort in Chesterfield?
Here are our top-rated resorts around Chesterfield: Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! - 21.7 mi (34.9 km) from Chesterfield. Features a fitness center, an indoor pool, and an outdoor pool. Mountain Lodge Apt! - 21.7 mi (34.9 km) from Chesterfield. Has a fitness center. Berkshire Mountain Lodge - 21.7 mi (34.9 km) from Chesterfield.
What can I do in Chesterfield?
Chesterfield Gorge, Westfield River, and Chesterfield Public Library are a few of the interesting sights to visit. Chesterfield Town Hall and Chesterfield Gorge Reservation are a few additional attractions in the area that you might like.
What's the weather like in Chesterfield?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What's the best way to get to and around Chesterfield?
Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 23.2 mi (37.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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