Search Resort Hotels in Chesterfield

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Chesterfield Resorts

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Property grounds

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Mountain Lodge Apt!
Private kitchen

Mountain Lodge Apt!

Mountain Lodge Apt!
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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Other property types in Chesterfield

comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (58)
"Our stay was great. The space was comfortable and cozy. Was nice to have a kitchen to cook a little and they included fresh eggs with other snacks to make it welcoming. "
comfort, luxury, privacy
Deluxe Queen Room with 2 Queen Beds
1 bedroom, WiFi, bed sheets

Deluxe Queen Room with 2 Queen Beds

2.0 star property
The price is CA $151
CA $200 total
includes taxes & fees
Apr 22 - Apr 23
Deluxe Queen Room with 2 Queen Beds
The Clearing - Quiet - Close To Nature
Outdoor pool

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (187)
"Thank you for sharing your wonderful home! It had everything we needed including a quiet, peaceful, private, beautiful location, comfortable bed, great books!!, and a well equipped kitchen. We are very grateful you had availability for our Thanksgiving visit with family. Thank you!!"
The Clearing - Quiet - Close To Nature
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.

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. 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, Knightville Dam & Reservation, and Westfield River 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.