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Best Resorts in Chesterfield

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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterfield

Studio Suite, Multiple Beds | Desk, laptop workspace, free WiFi, bed sheets

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (175 reviews)
"It's a really nice place to stay!"
United States
Vidita
$110 nightly
The price is $122
Jul 1 - Jul 2
Total with taxes and fees
River Valley Inn
Superior Single Room, 1 Queen Bed | Iron/ironing board, free WiFi

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
9.4 out of 10, Exceptional, (3 reviews)
"A delightful stay at this beautiful, well-kept historic inn! The room and common areas were beautifully furnished and the cleanliness and amenities were comforting. The staff were knowledgeable, gracious, and helpful. We’ll be back!"
United States
Paula
$226 nightly
The price is $279
Jul 9 - Jul 10
Total with taxes and fees
Deerfield Inn
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (835 reviews)
"Plenty of parking. Staff was friendly"
United States
William
$60 nightly
The price is $67
Jul 6 - Jul 7
Total with taxes and fees
FairBridge Inn Express
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,146 reviews)
"Breakfast was excellent."
United States
Candyce
$128 nightly
The price is $143
Jul 1 - Jul 2
Total with taxes and fees
D. Hotel Suites & Spa
Front of property

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
$114 nightly
The price is $127
Jul 21 - Jul 22
Total with taxes and fees
The Ellery
Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (131 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
$185 nightly
The price is $207
Jul 1 - Jul 2
Total with taxes and fees
Black Walnut Inn
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1,005 reviews)
"Our room was very clean, staff was very friendly. We would stay here again."
United States
Sherry
$106 nightly
The price is $121
Jul 2 - Jul 3
Total with taxes and fees
Hampton Inn West Springfield
55-inch LCD TV with digital channels, printers

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
$166 nightly
The price is $185
Jul 1 - Jul 2
Total with taxes and fees
The Revival House
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect!!"
United States
Grzegorz
$166 nightly
The price is $185
Jul 22 - Jul 23
Total with taxes and fees
Berkshire Lake Lodge
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (140 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
$137 nightly
The price is $147
Jul 5 - Jul 6
Total with taxes and fees
Blooming Inn
Front of property - evening/night

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (819 reviews)
"Great room, wonderful staff, excellent location. "
United States
Aaron
$173 nightly
The price is $194
Jul 1 - Jul 2
Total with taxes and fees
Inn on Boltwood
Free daily buffet breakfast

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (954 reviews)
"The coffee was fantastic. Rooms were quiet"
United States
Richard
$101 nightly
The price is $113
Jul 20 - Jul 21
Total with taxes and fees
Quality Inn Westfield - Springfield
Reception

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, (1,003 reviews)
"Clean room, great staff, parking"
United States
Gail
$97 nightly
The price is $108
Jul 5 - Jul 6
Total with taxes and fees
Red Roof Inn PLUS+ South Deerfield – Amherst
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (869 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
$79 nightly
The price is $88
Jul 1 - Jul 2
Total with taxes and fees
Berkshire Inn
Lobby

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (875 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
$130 nightly
The price is $146
Jul 6 - Jul 7
Total with taxes and fees
Hampton Inn Westfield
37-inch LCD TV with cable channels, TV, iPod dock

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,004 reviews)
"Lovely location and very helpful staff."
United States
Daniel
$141 nightly
The price is $157
Jul 5 - Jul 6
Total with taxes and fees
Hotel UMass
Lobby

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,007 reviews)
"It was a great stay."
United States
Geovani
$114 nightly
The price is $129
Jul 6 - Jul 7
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Exterior

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (521 reviews)
"Nice, quiet, new furnishings, continental breakfast was very fresh, staff is friendly. "
United States
Jeffrey
$179 nightly
The price is $200
Jul 1 - Jul 2
Total with taxes and fees
Old Mill Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,009 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
$162 nightly
The price is $181
Jul 29 - Jul 30
Total with taxes and fees
Berkshire Mountain Lodge
Indoor pool

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, (118 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
$171 nightly
The price is $191
Jul 6 - Jul 7
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"We enjoyed our visit to the Inn. It was close to all the events, Tanglewood, and destinations, hiking and waterfall, we wanted to explore."
Kimberlee 1-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South

Find out more about Chesterfield

Chesterfield Resorts information

Number of reviews
13,653
Accommodation
3 Resorts
Lowest Price
$67
Highest Price
$279

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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