Search Hotels with Swimming Pool in Pittsfield
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20 Sept - 21 SeptTomorrow
21 Sept - 22 SeptNext weekend
25 Sept - 27 SeptIn two weeks
2 Oct - 4 OctOur top choices for Pittsfield hotels with a pool
1. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
₹7,632
₹10,666 total
includes taxes & fees
1 Oct - 2 Oct
2. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
- Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
₹10,451
₹11,673 total
includes taxes & fees
19 Oct - 20 Oct
3. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
₹14,025
₹15,666 total
includes taxes & fees
27 Sept - 28 Sept
4. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
- Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
₹10,930
₹12,209 total
includes taxes & fees
19 Oct - 20 Oct
5. Berkshire Inn
Berkshire InnPittsfield
- Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
₹7,585
₹8,472 total
includes taxes & fees
21 Oct - 22 Oct
6. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₹11,122
₹12,423 total
includes taxes & fees
22 Sept - 23 Sept
7. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
₹11,793
₹13,173 total
includes taxes & fees
28 Sept - 29 Sept
8. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
- Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
₹7,574
₹8,460 total
includes taxes & fees
21 Sept - 22 Sept
View all properties
Top Pittsfield Hotel Reviews
Berkshire Inn
10/10 Excellent
"Good"
Vacation Village in the Berkshires
10/10 Excellent
"Very clean, loved that there were large gas grills to bbq on. Everything was very clean and the staff was friendly and polite. Would upgrade next time to a bigger kitchen so we would have a full size stove not just a 2burner"
Hilton Garden Inn Lenox Pittsfield
8/10 Good
"The room was fine"
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
The Red Lion Inn
8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Nice place, would stay again"
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