Hotels with Swimming Pools in Pittsfield
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Pittsfield Hotels with Swimming Pools
Our top choices for Pittsfield hotels with a pool
8.8 out of 10, Excellent, (999)
"Beautiful rooms, lovely staff, good breakfast selection. "
Edwin
The price is S$143
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Express & Suites Waterville - North by IHG
Holiday Inn Express & Suites Waterville - North by IHGWaterville
8.6 out of 10, Excellent, (863)
"Room was Clean.hot coffee served and good.
Breakfast was good too.
2nd time we stayed will return again"
Clinton
The price is S$137
includes taxes & fees
7 Jan - 8 Jan, 2026
9.0 out of 10, Wonderful, (567)
"Very clean, would use again "
Bill
The price is S$139
includes taxes & fees
4 Jan - 5 Jan, 2026
9.2 out of 10, Wonderful, (594)
"Amazing breakfast, quiet and easy parking. "
Samantha
The price is S$192
includes taxes & fees
30 Dec - 31 Dec
7.4 out of 10, Good, (1000)
"One of the most clean and well maintained hotels I’ve stayed in.
Very pleasant staff and atmosphere. I will definitely stay there again.
"
Kathleen
The price is S$147
includes taxes & fees
7 Jan - 8 Jan, 2026
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.