Hotels with Swimming Pools in Pittsfield

  • 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 Pools

This weekend
Next weekend

Our top choices for Pittsfield hotels with a pool

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, (1,005 reviews)
"The room was amazing and the breakfast is always good "
United States
Kyra
The price is S$131
includes taxes & fees
26 Feb - 27 Feb
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, (768 reviews)
"Staff is amazing! Bed is so comfortable and I just love how comfortable the room is. We can’t wait to go back!"
United States
Erica
The price is S$164
includes taxes & fees
1 Mar - 2 Mar
Homewood Suites by Hilton Dover

The Windrifter Resort

The Windrifter Resort
2.5 star property
Wolfeboro
8.8 out of 10, Excellent, (371 reviews)
"Overall just a nice place to stay"
United States
Daniel
The price is S$167
includes taxes & fees
24 Feb - 25 Feb
The Windrifter Resort

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn
2.5 star property
Laconia
7.8 out of 10, Good, (1,006 reviews)
"The room was clean and the staff was excellent. Older building, so the rooms weren’t anything fancy. "
United States
Christopher
The price is S$136
includes taxes & fees
24 Feb - 25 Feb
Best Western Plus Landmark Inn

Hampton Inn Dover

Hampton Inn Dover
2.5 star property
Dover
9.0 out of 10, Wonderful, (967 reviews)
"Everything was great. Staff very friendly. "
United States
Katherine
The price is S$157
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Dover

Fairfield Inn & Suites by Marriott Hooksett

Fairfield Inn & Suites by Marriott Hooksett
3.0 star property
Hooksett
9.0 out of 10, Wonderful, (778 reviews)
"Staff great -everything clean nice breakfast "
United States
Cheryl
The price is S$168
includes taxes & fees
24 Feb - 25 Feb
Fairfield Inn & Suites by Marriott Hooksett

Comfort Inn & Suites Dover-Portsmouth

Comfort Inn & Suites Dover-Portsmouth
2.5 star property
Dover
8.6 out of 10, Excellent, (797 reviews)
"Room was clean. Breakfast was nice. Staff was friendly. "
United States
Thomas
The price is S$136
includes taxes & fees
8 Mar - 9 Mar
Comfort Inn & Suites Dover-Portsmouth

The Lake Estate on Winnisquam

The Lake Estate on Winnisquam
4.5 star property
Tilton
9.4 out of 10, Exceptional, (11 reviews)
"Great stay "
United States
William
The price is S$377
includes taxes & fees
24 Feb - 25 Feb
The Lake Estate on Winnisquam

Best Western Concord Inn & Suites

Best Western Concord Inn & Suites
2.5 star property
Concord
8.0 out of 10, Very good, (1,011 reviews)
"Nice hotel. "
United States
Erik
The price is S$142
includes taxes & fees
22 Mar - 23 Mar
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.

Choose what matters most at hotels with a pool in Pittsfield

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Top Pittsfield Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
The Centennial: Provides buffet, a pool and free self parking. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy: Features daily, an indoor pool and free self parking. Hampton Inn by Hilton Concord/Bow: Offers 2 indoor swimming pools, a children's pool and a full-service spa. Comfort Inn Concord South End: Hotel located near Lake Winnipesaukee. Offers a seasonal outdoor pool, an indoor pool and daily. Steele Hill Resorts: Features buffet, a pool and free self parking.
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.

Explore a world of travel with Expedia