Best Resorts in Chesterfield

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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterfield

Apartment (0 Bedroom) | Interior

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
$213 nightly
The price is $238
May 25 - May 26
Total with taxes and fees
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,201 reviews)
"Spacious room, very helpful staff, good coffee and an excellent breakfast."
United States
Clifford
$87 nightly
The price is $98
May 27 - May 28
Total with taxes and fees
D. Hotel Suites & Spa
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (946 reviews)
"Clean and great job staffing "
United States
Pedro
$113 nightly
The price is $126
May 25 - May 26
Total with taxes and fees
Berkshire Mountain Lodge
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1,002 reviews)
"The breakfast was great! The rooms and hallways could be cleaner."
United States
Rasha
$89 nightly
The price is $102
Jun 9 - Jun 10
Total with taxes and fees
Hampton Inn West Springfield
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)
"Perfect place to stay for graduation weekend! Convenient to everything and easy parking."
United States
Janine
$117 nightly
The price is $130
May 25 - May 26
Total with taxes and fees
Hotel UMass
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, (158 reviews)
"Friendly staff, great under the radar spot alternative to chain motels!"
United States
Anthony
$102 nightly
The price is $114
Jun 4 - Jun 5
Total with taxes and fees
River Valley Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (96 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
$127 nightly
The price is $142
May 28 - May 29
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,002 reviews)
"Great location "
United States
Edith
$110 nightly
The price is $122
Jun 15 - Jun 16
Total with taxes and fees
Quality Inn Lee - Lenox South
View from property

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (644 reviews)
"We enjoyed our 3 nights it was quiet and very clean "
United States
Joanne
$127 nightly
The price is $142
Jun 23 - Jun 24
Total with taxes and fees
Fairfield Inn & Suites Springfield Holyoke
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
$155 nightly
The price is $173
May 24 - May 25
Total with taxes and fees
The Revival House
Free daily buffet breakfast

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (932 reviews)
" Clean room "
United States
Caitlin
$98 nightly
The price is $109
Jun 14 - Jun 15
Total with taxes and fees
Quality Inn Westfield - Springfield
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (136 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
$142 nightly
The price is $153
May 25 - May 26
Total with taxes and fees
Blooming Inn
Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (120 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
May 25 - May 26
Total with taxes and fees
Black Walnut Inn
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (243 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
$80 nightly
The price is $89
May 24 - May 25
Total with taxes and fees
Rodeway Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (856 reviews)
"Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax. "
United States
Jennifer
$72 nightly
The price is $81
May 25 - May 26
Total with taxes and fees
Berkshire Inn
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (860 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
$125 nightly
The price is $140
May 31 - Jun 1
Total with taxes and fees
Hampton Inn Westfield
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, cozy and lots of nice plants! "
United States
Mary
$165 nightly
The price is $184
May 27 - May 28
Total with taxes and fees
Lovely 2nd Floor Apartment
Lobby

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,003 reviews)
"It was a great stay."
United States
Geovani
$114 nightly
The price is $129
May 31 - Jun 1
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Property grounds

In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony
Shelburne Falls
10.0 out of 10, Exceptional, (125 reviews)
"set up great! very clean great location, WONDERFUL"
United States
laurie p.
$131 nightly
The price is $146
Jun 1 - Jun 2
Total with taxes and fees
In town, newly remodeled studio with private balcony
Property amenity

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (87 reviews)
"Friendly staff, clean room, awesome breakfast"
United States
Matthew
$173 nightly
The price is $193
Jun 4 - Jun 5
Total with taxes and fees
TownePlace Suites by Marriott Hadley Amherst
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

Hotel UMass

Hotel UMass

10/10 Excellent
"Excellent stay"
OLEG 1-night trip
Posted 2 hours ago
Hotel UMass

Find out more about Chesterfield

Chesterfield Resorts information

Number of reviews
10,642
Accommodation
2 Resorts
Lowest Price
$81
Highest Price
$238

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. Berkshire Mountain Lodge - 21.7 mi (34.9 km) from Chesterfield. Mountain Lodge Apt! - 21.7 mi (34.9 km) from Chesterfield. Enjoy the fitness center.
What can I do in Chesterfield?
Silvio O. Conte National Fish and Wildlife Refuge, Chesterfield Gorge, 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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