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Find Hotels with a Pool in Chesterfield, MA

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Check availability on Chesterfield Hotels with a Pool

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Chesterfield hotels with a pool

Indoor pool, open 7 AM to 9 PM, sun loungers
Restaurant
Exterior
Indoor pool, open 7 AM to 9 PM, sun loungers

1. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
Hadley
  • Dive into the heated indoor pool and unwind on comfortable loungers at this pristine retreat.
$136 nightly
$152 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn Hadley-Amherst Area
Indoor pool
Terrace/patio
Executive King Room | Premium bedding, desk, blackout drapes, iron/ironing board
Bar (on property)

2. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
  • Splash into serenity at this rejuvenating hotel spa retreat with heated indoor pool and bubbling hot tub.
$142 nightly
$158 total
Sep 27 - Sep 28
Total with taxes and fees
D. Hotel Suites & Spa
Indoor pool
In-room safe, desk, blackout drapes, iron/ironing board
Lobby
In-room safe, desk, blackout drapes, iron/ironing board

3. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
  • Dive into this hotel's year-round swimming paradise with an invigorating indoor pool experience.
$144 nightly
$160 total
Sep 27 - Sep 28
Total with taxes and fees
Comfort Inn & Suites Hadley - Amherst
Indoor pool
Lobby
Lobby
Room, 1 King Bed with Sofa bed | Bathroom shower

4. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
  • Splash into a tranquil indoor oasis with this hotel's immaculate pool and premium morning spread.
$121 nightly
$135 total
Oct 19 - Oct 20
Total with taxes and fees
Hampton Inn Westfield
Indoor pool
Coffee/tea maker, full-size fridge, microwave, stovetop
Free daily buffet breakfast
Exterior

5. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
Hadley
  • Stay active from sunrise to sunset with access to a refreshing indoor pool and 24-hour fitness center.
$175 nightly
$196 total
Sep 27 - Sep 28
Total with taxes and fees
TownePlace Suites by Marriott Hadley Amherst
Indoor pool
Lobby
Terrace/patio
Lobby

6. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
  • Clean, modern hotel near UMass Amherst offers refreshing relaxation with an indoor pool.
$171 nightly
$191 total
Sep 27 - Sep 28
Total with taxes and fees
Homewood Suites by Hilton Hadley Amherst
Indoor pool
Lobby
Lobby
Exterior

7. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$108 nightly
$120 total
Oct 18 - Oct 19
Total with taxes and fees
Berkshire Mountain Lodge
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Exterior
Exterior
Free daily on-the-go breakfast

8. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
  • Dive into pool paradise with modern comfort and indoor swimming at this sparkling hotel.
$130 nightly
$148 total
Oct 8 - Oct 9
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Indoor pool
Reception
Exterior
Hypo-allergenic bedding available, desk, laptop workspace

9. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
$114 nightly
$127 total
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Indoor pool
Premium bedding, in-room safe, desk, iron/ironing board
Premium bedding, in-room safe, desk, iron/ironing board
Restaurant

10. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
Holyoke
  • Splash into all-season luxury at this indoor aquatic haven with a hot tub and fitness center.
$147 nightly
$164 total
Oct 4 - Oct 5
Total with taxes and fees
Homewood Suites by Hilton Holyoke-Springfield/North
View all properties

Choose what matters most at hotels with a pool in Chesterfield

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"very good"
Apostolos 4-night trip
Posted 6 hours ago
D. Hotel Suites & Spa
The Ellery

The Ellery

10/10 Excellent
"Friendly helpful staff and clean room"
David 1-night trip
Posted 1 day ago
The Ellery
Hampton Inn West Springfield

Hampton Inn West Springfield

10/10 Excellent
"Rooms were very clean. Staff wonderful."
Linda 1-night trip
Posted 2 days ago
Hampton Inn West Springfield
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

8/10 Good
"Unfortunately there were fruit flies in my room. Great friendly staff though. Great breakfast."
Debbie 3-night trip
Posted 2 days ago
Quality Inn & Suites Northampton - Amherst
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

8/10 Good
"No bellhop,no valet parking"
DANIEL 1-night trip
Posted 2 days ago
Comfort Inn & Suites Hadley - Amherst
Hotel UMass

Hotel UMass

10/10 Excellent
"Great rooms!"
Matthew 1-night trip
Posted 3 days ago
Hotel UMass

Frequently asked questions

What are some hotels with pools in Chesterfield?
Berkshire Mountain Lodge: Offers free self parking, an indoor pool, and complimentary wireless internet access. D. Hotel Suites & Spa: Provides 2 restaurants, an indoor pool, and a full-service spa. Quality Inn West Springfield: Features buffet, a seasonal outdoor pool, and free self parking. Hotel UMass: Hotel located near MGM Springfield. Features buffet, a seasonal outdoor pool, and complimentary wired internet access. Hampton Inn West Springfield: Hotel located near University of Massachusetts Amherst. Features full, an indoor pool, and complimentary wired internet access.
What is there to see and do in Chesterfield?
Spend some time experiencing the great outdoors at Chesterfield Gorge and Oak Hill. During your stay, check out sights such as Chesterfield Public Library, Chesterfield Town Hall, and Chesterfield Gorge Reservation.
When is the best time to book a hotel with a pool in Chesterfield?
Taking into account the local weather in Chesterfield can help you maximize your time at the pool during your trip. 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.

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