Default HTG hotel image

Best Resorts in Chesterfield

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28
In one month
Jul 10 - Jul 12
In two months
Aug 7 - Aug 9
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterfield

Front of property

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,012 reviews)
"OK -good location."
United States
Daniel
$107 nightly
The price is $120
Jun 30 - Jul 1
Total with taxes and fees
The Ellery
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
$123 nightly
The price is $137
Jun 14 - Jun 15
Total with taxes and fees
Quality Inn Lee - Lenox South
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,205 reviews)
"Breakfast was excellent."
United States
Candyce
$142 nightly
The price is $158
Jun 11 - Jun 12
Total with taxes and fees
D. Hotel Suites & Spa
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
$142 nightly
The price is $158
Jun 16 - Jun 17
Total with taxes and fees
Berkshire Lake 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, (102 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
$135 nightly
The price is $151
Jun 14 - Jun 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Superior Single Room, 1 Queen Bed | Iron/ironing board, free WiFi

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
$238 nightly
The price is $294
Jun 18 - Jun 19
Total with taxes and fees
Deerfield Inn
Studio Suite, Multiple Beds | Bathroom | Hair dryer, towels, soap, shampoo

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (163 reviews)
"It's a really nice place to stay!"
United States
Vidita
$119 nightly
The price is $133
Jun 11 - Jun 12
Total with taxes and fees
River Valley Inn
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, (32 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
$149 nightly
The price is $166
Jun 21 - Jun 22
Total with taxes and fees
The Revival House
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, (126 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
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (137 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
$159 nightly
The price is $172
Jun 16 - Jun 17
Total with taxes and fees
Blooming Inn
Exterior

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (514 reviews)
"Nice, quiet, new furnishings, continental breakfast was very fresh, staff is friendly. "
United States
Jeffrey
$181 nightly
The price is $202
Jun 17 - Jun 18
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, (971 reviews)
"Very quiet and clean will book again"
United States
Sade
$152 nightly
The price is $170
Jun 11 - Jun 12
Total with taxes and fees
Berkshire Mountain Lodge
Property amenity

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (88 reviews)
"Friendly staff, clean room, awesome breakfast"
United States
Matthew
$180 nightly
The price is $201
Jun 17 - Jun 18
Total with taxes and fees
TownePlace Suites by Marriott Hadley Amherst
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, (1,020 reviews)
"Lovely location and very helpful staff."
United States
Daniel
$127 nightly
The price is $142
Jul 2 - Jul 3
Total with taxes and fees
Hotel UMass
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, (1,007 reviews)
"Clean room, great staff, parking"
United States
Gail
$99 nightly
The price is $110
Jul 1 - Jul 2
Total with taxes and fees
Red Roof Inn PLUS+ South Deerfield – Amherst
View from property

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (648 reviews)
"We enjoyed our 3 nights it was quiet and very clean "
United States
Joanne
$127 nightly
The price is $142
Jul 5 - Jul 6
Total with taxes and fees
Fairfield Inn & Suites Springfield Holyoke
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (55 reviews)
"We really enjoyed your place. It was clean and quiet, with some nice design touches. Beautiful woodwork coming up the stairs!! We used it for a self-crafted meditation retreat."
United States
E Kelly S.
$180 nightly
The price is $201
Jun 15 - Jun 16
Total with taxes and fees
Lovely 2nd Floor Apartment
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)
"Our room was very clean, staff was very friendly. We would stay here again."
United States
Sherry
$103 nightly
The price is $118
Jun 21 - Jun 22
Total with taxes and fees
Hampton Inn West Springfield
Shower, free toiletries, hair dryer, towels

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (246 reviews)
"Had a great stay."
United States
Trevor
$72 nightly
The price is $80
Jun 17 - Jun 18
Total with taxes and fees
Rodeway Inn
Front of property - evening/night

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (813 reviews)
"Great room, wonderful staff, excellent location. "
United States
Aaron
$190 nightly
The price is $212
Jun 15 - Jun 16
Total with taxes and fees
Inn on Boltwood
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Nice outdoor part of the restaurant for dinner. Good drinks and atmosphere."
Matthew 1-night trip
Posted 4 hours ago
D. Hotel Suites & Spa

Find out more about Chesterfield

Chesterfield Resorts information

Number of reviews
11,148
Accommodation
2 Resorts
Lowest Price
$80
Highest Price
$294

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?
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.

Explore a world of travel with Expedia