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Best Resorts in Chesterfield

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterfield

Studio Suite, Multiple Beds

1. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (225 reviews)
"Big rooms, reasonable price, run by a nice family."
United States
Michael
$109 nightly
The price is $122
Sep 7 - Sep 8
Total with taxes and fees
River Valley Inn
Front of property

2. The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,024 reviews)
"Great stay."
United States
Holly
$149 nightly
The price is $166
Sep 15 - Sep 16
Total with taxes and fees
The Ellery
Reception

3. 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, (1,011 reviews)
"Clean and convenient!"
United States
Katie
$99 nightly
The price is $110
Sep 7 - Sep 8
Total with taxes and fees
Red Roof Inn PLUS+ South Deerfield – Amherst
Restaurant

4. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (1,001 reviews)
"Great Place to stay and conveniently located, and the pool was great."
United States
SHAWN
$134 nightly
The price is $150
Sep 21 - Sep 22
Total with taxes and fees
Hampton Inn Hadley-Amherst Area
Front of property

5. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location and very reasonably priced during midweek!"
United States
steven
$165 nightly
The price is $184
Aug 30 - Aug 31
Total with taxes and fees
Hotel Northampton
Terrace/patio

6. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,132 reviews)
"Great location!"
United States
Rene
$142 nightly
The price is $158
Aug 30 - Aug 31
Total with taxes and fees
D. Hotel Suites & Spa
Lobby lounge

7. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,010 reviews)
"I liked all, the location, the quiet room and the breakfast.. THX"
Canada
rob
$152 nightly
The price is $170
Sep 13 - Sep 14
Total with taxes and fees
Fairfield Inn & Suites Springfield Northampton/Amherst
Exterior

8. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (532 reviews)
"A perfect stay. Gorgeous location and setting. Immaculate property, beautiful rooms & inn. Priscilla is an absolute gem. She adds such a personal touch and I really enjoyed her presence. I felt welcome, safe & relaxed from start to finish. Can’t wait to return for a longer visit!"
United States
Ann
$188 nightly
The price is $210
Sep 8 - Sep 9
Total with taxes and fees
Old Mill Inn
Breakfast area

9. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,001 reviews)
"The staff was so helpful and it is a great location! Our room was very clean. The only thing is that the carpet in the room might need an upgrade and the room needed more places for hanging towels."
United States
Sara
$135 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
Quality Inn & Suites Northampton - Amherst
Exterior

10. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,014 reviews)
"It was a pleasant and simple place to stay."
United States
Uday
$148 nightly
The price is $165
Sep 9 - Sep 10
Total with taxes and fees
Comfort Inn & Suites Hadley - Amherst
Lobby

11. Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (903 reviews)
"Friendly staff, nice bed, delicious breakfast."
United States
Mykola
$116 nightly
The price is $130
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn Westfield
Living room

12. Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,026 reviews)
"Great place to stay while visiting UMass. The rooms are in good shape and you can’t beat the location."
United States
Kathryn
$144 nightly
The price is $161
Sep 13 - Sep 14
Total with taxes and fees
Hotel UMass
Property amenity

13. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (99 reviews)
"Very nice area and stay."
United States
Nathan
$193 nightly
The price is $215
Sep 8 - Sep 9
Total with taxes and fees
TownePlace Suites by Marriott Hadley Amherst
Front of property

14. Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (148 reviews)
"Appealing common spaces, lovely selections at the coffee/tea station, library and games. Everything for a cozy respite in a great location. Walk to the local village and attractions, central to exploring the Mohawk Trail."
United States
Annette
$127 nightly
The price is $137
Sep 16 - Sep 17
Total with taxes and fees
Blooming Inn
Property grounds

15. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"It was a charming farmhouse on a beautiful farm property with goats and ducks. The hosts made sure that all of our needs were met from electronic outlet extensions to kitchen utensils to bathroom supplies. There were even fresh-cut flowers in the kitchen for us to enjoy. We had a lovely two night stay."
United States
Jamie M.
$392 nightly
The price is $414
Aug 31 - Sep 1
Total with taxes and fees
Charming, updated 3 bedroom farmhouse farm stay.
Pool

16. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (950 reviews)
"Breakfast was great. Friendly and helpful staff"
United States
Matthew
$176 nightly
The price is $197
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn & Suites Greenfield
View from property

17. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (680 reviews)
"It was a great place to stay. everything clean and all were friendly."
United States
Michael
$122 nightly
The price is $137
Sep 13 - Sep 14
Total with taxes and fees
Fairfield Inn & Suites Springfield Holyoke
Front of property - evening/night

18. Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (854 reviews)
"An absolutely stunning property and wonderful helpful staff, amazing service, food in the restaurant top notch and location was perfect."
United States
Starling
$195 nightly
The price is $217
Sep 8 - Sep 9
Total with taxes and fees
Inn on Boltwood
Breakfast area

19. Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (986 reviews)
"very nice"
United States
Thomas
$104 nightly
The price is $116
Sep 20 - Sep 21
Total with taxes and fees
Quality Inn Westfield - Springfield
Room

20. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (886 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
$61 nightly
The price is $68
Aug 27 - Aug 28
Total with taxes and fees
FairBridge Inn Express
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

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

8/10 Good
"I travel to MA. Moving my daughter back to college. After a long day I go to the hotel to check in. I walked in & I greeted the staff at desk. I was not greeted back,instead she just said, Last name. Which I gave her & gave her ID & my credit card & she gave me my keys. I didn't get a great welcome. I work in customer service & I expected a warm greeting or a greeting period. Hotel look & smell good. Got to my room to inspect the room & there was long strain of hair in sink & counter in bathroom. I usually clean & sanitize hotel room myself. So I didn't call desk for re-clean. Did it myself.Bed & pillows was very comfy. Had a great night sleep.Next day breakfast was very good. One of the reason why I stay with Tru. Pool was very relaxing. It was just me in there that was a plus. The staff the next day friendlier than the night before. Over all I will Definitely stay again."
sandra 1-night trip
Posted 4 hours ago
Tru by Hilton Chicopee Springfield

Find out more about Chesterfield

Chesterfield Resorts information

Number of reviews
8,459
Accommodation
0 Resorts
Lowest Price
$110
Highest Price
$217

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?
Our top-rated resort near 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.
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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