Search Hotels with Pool in Pittsfield

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Check availability on Pittsfield Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Pittsfield hotels with a pool

Indoor pool
Hampton Inn Dover

Hampton Inn Dover

Hampton Inn Dover
2.5 star property
Dover
9.0 out of 10, Wonderful, (949)
"Nice staff, Clean room"
United States
Daniel
The price is ฿3,032
฿3,290 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Dover
Lobby
Comfort Inn & Suites Dover-Portsmouth

Comfort Inn & Suites Dover-Portsmouth

Comfort Inn & Suites Dover-Portsmouth
2.5 star property
Dover
8.6 out of 10, Excellent, (789)
"Great location, close to dining options and stores."
United States
Debra
The price is ฿2,710
฿2,940 total
includes taxes & fees
13 Jan - 14 Jan 2026
Comfort Inn & Suites Dover-Portsmouth
Indoor pool
Holiday Inn Express Hotel & Suites Rochester by IHG

Holiday Inn Express Hotel & Suites Rochester by IHG

Holiday Inn Express Hotel & Suites Rochester by IHG
2.5 star property
Rochester
8.8 out of 10, Excellent, (1002)
"The phenomenal, courteous staff and a pristine room made for a wonderful stay."
United States
Andrew
The price is ฿3,325
฿3,607 total
includes taxes & fees
30 Dec - 31 Dec
Holiday Inn Express Hotel & Suites Rochester by IHG
Outdoor spa tub
Homewood Suites by Hilton Dover

Homewood Suites by Hilton Dover

Homewood Suites by Hilton Dover
3.0 star property
Dover
9.0 out of 10, Wonderful, (747)
"Staff was great room had just been renovated and was very comfortable "
United States
Kimberly
The price is ฿3,542
฿3,843 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Dover
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
The Windrifter Resort

The Windrifter Resort

The Windrifter Resort
2.5 star property
Wolfeboro
8.8 out of 10, Excellent, (366)
"Room was clean and comfortable close to the area we needed to visit"
United States
Thomas
The price is ฿3,496
฿3,793 total
includes taxes & fees
27 Dec - 28 Dec
The Windrifter Resort
Indoor pool
TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford
3.0 star property
Gilford
9.2 out of 10, Wonderful, (629)
"Great location, warm, friendly staff."
United States
Charles
The price is ฿4,319
฿4,686 total
includes taxes & fees
13 Jan - 14 Jan 2026
TownePlace Suites by Marriott Gilford
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Quality Inn Loudon-Concord

Quality Inn Loudon-Concord

Quality Inn Loudon-Concord
2.5 star property
Loudon
8.0 out of 10, Very good, (793)
"Clean room, very friendly staff "
United States
Hannah
The price is ฿3,011
฿3,267 total
includes taxes & fees
6 Jan - 7 Jan 2026
Quality Inn Loudon-Concord
Indoor pool
Best Western Concord Inn & Suites

Best Western Concord Inn & Suites

Best Western Concord Inn & Suites
2.5 star property
Concord
8.0 out of 10, Very good, (1001)
"staff were very nice"
United States
Peter
The price is ฿3,325
฿3,607 total
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Concord Inn & Suites
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford
2.5 star property
Gilford
8.8 out of 10, Excellent, (922)
"The hot tub and heated pool were the perfect way to end our ski day. "
United States
Candace M
The price is ฿4,176
฿4,531 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fireside Inn & Suites Gilford
Indoor pool
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn
2.5 star property
Laconia
7.8 out of 10, Good, (1000)
"Nice place very clean rooms breakfast nice front desk nice people "
United States
Luis
The price is ฿3,275
฿3,553 total
includes taxes & fees
29 Dec - 30 Dec
Best Western Plus Landmark Inn
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 Pittsfield Hotel Reviews

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

10/10 Excellent
"Staff was courteous and room was very clean."
Sarah 1-night trip
Posted 3 weeks ago
TownePlace Suites by Marriott Gilford

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
Hampton Inn by Hilton Concord/Bow: Features buffet, a pool and free self parking. Comfort Inn Concord South End: Offers daily, an indoor pool and free self parking. Winnisquam Lake Inn: Offers a full-service spa, an indoor pool and daily. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy: Provides buffet, a pool and free self parking. The Centennial: Features continental, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Pittsfield?
Spend some time experiencing the great outdoors at Lily Lake and Suncook River. Discover sights such as Scenic Theatre, Josiah Carpenter Library and Pittsfield Town Hall during your stay.
When is the best time to book a hotel with a pool in Pittsfield?
Taking the local weather in Pittsfield into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 27 cm of snowfall.