A historic building with a prominent tower and an American flag.

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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"The room is like vintage mixed with new cute little restaurant down below. Great drinks super quiet in great location walkable to all the little downtown shops was a perfect, relaxing quiet stay while out there visiting my daughter."
Nicole 1-night trip
Posted 2 days ago
William Watson Hotel
Green Acres Hotel

Green Acres Hotel

8/10 Good
"Nice stay, staff was kind. Didn’t have the breakfast. Plenty of parking."
Jennifer 2-night trip
Posted 2 weeks ago
Green Acres Hotel
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

10/10 Excellent
"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as much. Just as great was the tennis court with Pickleball area and basketball court. Our group also made good use of the game room with billiards, ping-pong, foosball. This is a very fine oasis with something for everyone to do!"
John Z. 6-night trip
Posted 1 month ago
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

10/10 Excellent
"Communication"
Sabrina 7-night trip
Posted 3 months ago
Rodeway Inn Pittsfield

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