Pittsfield Hotel Guide - Hotels with Spa in Pittsfield, Massachusetts

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Check availability on Pittsfield Hotels with Spa

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Pittsfield hotels with a spa

Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is €230
includes taxes & fees
4 Jan - 5 Jan 2026
Prospect Berkshires
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1003)
"Old time charm and hot tub under the stars"
United States
Lori
The price is €181
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is €250
includes taxes & fees
2 Jan - 3 Jan 2026
The Inn at Stockbridge
Deluxe Suite | Massage in accommodation
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
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.
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Top Pittsfield Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The stay was wonderful! The hotel is VERY clean, comfortable, and the staff are so lovely! I really enjoyed staying here. You're treated like family (in a good way). It is well situated for restaurants and skiing. I will definitely return."
Laine 2-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

Looking for a spa hotel in Pittsfield?
Treat yourself to some pampering and book a hotel with a spa. Discover the entertainment choices and theatre scene in Pittsfield—your cultural tour starts here. Enjoy the opera and lakeside setting during your holiday. Hotels with spas are the perfect way to break away from your daily routine and add a layer of luxury to your weekend away.
What's there to see and do in Pittsfield?
Enjoy all that Pittsfield has to offer and visit Berkshire Museum, Colonial Theater and Barrington Stage Company. If you have some spare time during your trip, you might want to check out Bousquet Ski Area and Hancock Shaker Village.
What is a Pittsfield spa hotel?
Spa hotels in Pittsfield provide lodging and have a full on-site spa which offers services such as massages as well as beauty treatments. Some also offer in-room treatments. Spa hotels are great for rest, rejuvenation and relaxation.

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