Search Resort Hotels in Chesterfield from CA $109

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Recommended hotels in Chesterfield

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
2.5 star property
Holyoke
The price is CA $94
CA $325 total
includes taxes & fees
May 11 - May 12
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (639 reviews)
"We enjoyed our 3 nights it was quiet and very clean "
United States
Joanne
The price is CA $174
CA $194 total
includes taxes & fees
Jun 1 - Jun 2
Fairfield Inn & Suites Springfield Holyoke

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (926 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is CA $120
CA $165 total
includes taxes & fees
May 24 - May 25
Berkshire Mountain Lodge

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)
"Great location "
United States
Edith
The price is CA $154
CA $172 total
includes taxes & fees
Jun 1 - Jun 2
Quality Inn Lee - Lenox South

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
The price is CA $212
CA $237 total
includes taxes & fees
May 15 - May 16
The Revival House

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (147 reviews)
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is CA $155
CA $174 total
includes taxes & fees
Jun 10 - Jun 11
River Valley Inn

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (117 reviews)
"Beautiful property, lovely staff, very nice room, yummy breakfast!"
United States
Lisa
The price is CA $240
CA $268 total
includes taxes & fees
May 11 - May 12
Black Walnut Inn

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,009 reviews)
"Hotel location was super convenient. Very clean and comfortable. Definitely recommend."
United States
Kerry
The price is CA $170
CA $192 total
includes taxes & fees
May 25 - May 26
Hotel UMass

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, cozy and lots of nice plants! "
United States
Mary
The price is CA $159
CA $277 total
includes taxes & fees
May 11 - May 12
Lovely 2nd Floor Apartment

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (242 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
The price is CA $97
CA $109 total
includes taxes & fees
May 17 - May 18
Rodeway Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (135 reviews)
"The bedroom and entire first floor living area was clean and nicely appointed in period decor. The self-check in process was simple and convenient. Lastly, the staff went above and beyond to find and quickly mail back my forgotten prescription eyeglasses to my home address. Will definitely stay here again if visiting the pioneer valley. "
United States
John
The price is CA $138
CA $221 total
includes taxes & fees
May 27 - May 28
Blooming Inn

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (853 reviews)
"The staff was excellent parking was excellent. Breakfast was excellent. I will be back in the future."
United States
Lucas
The price is CA $167
CA $187 total
includes taxes & fees
May 25 - May 26
Hampton Inn Westfield

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,016 reviews)
"Very nice location and the price through Expedia"
United States
Janybek
The price is CA $167
CA $190 total
includes taxes & fees
Jun 2 - Jun 3
Tru by Hilton Chicopee Springfield

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (93 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
The price is CA $145
CA $162 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (926 reviews)
"Very clean& maintained. Most comfortable bed I've slept in"
United States
Keith
The price is CA $136
CA $152 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn Westfield - Springfield

In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony
Shelburne Falls
10.0 out of 10, Exceptional, (122 reviews)
"set up great! very clean great location, WONDERFUL"
United States
laurie p.
The price is CA $157
CA $244 total
includes taxes & fees
Jun 4 - Jun 5
In town, newly remodeled studio with private balcony

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)
"Was great room was clean staff was nice"
United States
Theresa
The price is CA $146
CA $164 total
includes taxes & fees
May 26 - May 27
Red Roof Inn PLUS+ South Deerfield – Amherst

Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
West Springfield
8.4 out of 10, Very good, (867 reviews)
"This was a great place. Clean and the staff was friendly and welcoming "
United States
Diana
The price is CA $122
CA $139 total
includes taxes & fees
May 31 - Jun 1
Candlewood Suites West Springfield by IHG

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (86 reviews)
"Clean room, good breakfast and friendly staff."
Canada
Michelle
The price is CA $252
CA $281 total
includes taxes & fees
May 18 - May 19
TownePlace Suites by Marriott Hadley Amherst

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (800 reviews)
"Wonderful location and a charming inn"
United States
Alexandra
The price is CA $281
CA $313 total
includes taxes & fees
May 27 - May 28
Inn on Boltwood
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Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield Resorts information

Number of reviews
9,694
Accommodation
3 Resorts
Lowest Price
CA $109
Highest Price
CA $325

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, Chesterfield Gorge Reservation, and Silvio O. Conte National Fish and Wildlife Refuge are a few of the interesting sights to visit. Chesterfield Public Library and Chesterfield Town Hall 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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