Search Hotels with Swimming Pool in Pittsfield

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Swimming Pool

Our top choices for Pittsfield hotels with a pool

Hampton Inn Dover

Hampton Inn Dover
2.5 star property
Dover
9.0 out of 10, Wonderful, (943)
"Nice staff, Clean room"
United States
Daniel
The price is ₹10,004
₹10,854 total
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn Dover

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 ₹9,669
₹10,491 total
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn Express Hotel & Suites Rochester by IHG

Homewood Suites by Hilton Dover

Homewood Suites by Hilton Dover
3.0 star property
Dover
9.0 out of 10, Wonderful, (743)
"Clean and affordable close to family"
United States
Salvatore
The price is ₹10,772
₹11,687 total
includes taxes & fees
29 Dec - 30 Dec
Homewood Suites by Hilton Dover

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 ₹9,909
₹10,751 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Dover-Portsmouth

The Windrifter Resort

The Windrifter Resort
2.5 star property
Wolfeboro
8.8 out of 10, Excellent, (364)
"Room was clean and comfortable close to the area we needed to visit"
United States
Thomas
The price is ₹10,121
₹10,981 total
includes taxes & fees
10 Jan - 11 Jan 2026
The Windrifter Resort

Fairfield Inn & Suites by Marriott Hooksett

Fairfield Inn & Suites by Marriott Hooksett
2.5 star property
Hooksett
9.0 out of 10, Wonderful, (760)
"Breakfast changed a bit daily with lots of options. It was the best included breakfast at this level of hotel that we've ever had!"
United States
susie
The price is ₹10,706
₹11,937 total
includes taxes & fees
23 Dec - 24 Dec
Fairfield Inn & Suites by Marriott Hooksett

Anchorage Inn of Rochester

Anchorage Inn of Rochester
2.0 star property
Rochester
6.4 out of 10, (488)
" Check in person was very friendly."
United States
Jeanne
The price is ₹7,107
₹7,712 total
includes taxes & fees
24 Dec - 25 Dec
Anchorage Inn of Rochester

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford
2.5 star property
Gilford
8.8 out of 10, Excellent, (919)
"The staff was very nice and efficient, the room was clean and comfortable. "
United States
Janet
The price is ₹12,090
₹13,118 total
includes taxes & fees
10 Jan - 11 Jan 2026
Fireside Inn & Suites Gilford

Quality Inn Loudon-Concord

Quality Inn Loudon-Concord
2.5 star property
Loudon
8.0 out of 10, Very good, (784)
"Clean room, very friendly staff "
United States
Hannah
The price is ₹8,335
₹9,044 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Loudon-Concord

Best Western Concord Inn & Suites

Best Western Concord Inn & Suites
2.5 star property
Concord
8.0 out of 10, Very good, (1000)
"It was a higher grade of room and amenities but at a lower price than comparable hotels."
United States
Kenneth
The price is ₹9,806
₹10,640 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Concord Inn & Suites
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.

Top Pittsfield Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
The Centennial: Offers buffet, a pool and free self parking. Hampton Inn by Hilton Concord/Bow: Features daily, an indoor pool and free self parking. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy: Offers a full-service spa, an indoor pool and daily. Winnisquam Lake Inn: Provides buffet, a pool and free self parking. Microtel Inn & Suites by Wyndham Dover: 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.