Find Hotels with a Pool in Sheffield, MA
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23 Aug - 24 AugTomorrow
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4 Sep - 6 SepOur top choices for Sheffield hotels with a pool
1. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
AED 452
AED 505 total
includes taxes & fees
23 Sep - 24 Sep
2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
AED 715
AED 799 total
includes taxes & fees
27 Aug - 28 Aug
3. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
AED 413
AED 462 total
includes taxes & fees
1 Sep - 2 Sep
4. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
AED 430
AED 552 total
includes taxes & fees
31 Aug - 1 Sep
5. Blackberry River Inn
Blackberry River InnNorfolk
- Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
AED 649
AED 746 total
includes taxes & fees
24 Aug - 25 Aug
6. Little Cat Lodge
Little Cat LodgeCopake Falls
- Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
AED 691
AED 774 total
includes taxes & fees
24 Aug - 25 Aug
7. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
AED 556
AED 803 total
includes taxes & fees
23 Sep - 24 Sep
8. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
- Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
AED 1,171
AED 1,413 total
includes taxes & fees
1 Sep - 2 Sep
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Top Sheffield Hotel Reviews
Quality Inn Great Barrington
10/10 Excellent
"A nice little hotel. Friendly staff. Well-maintained. And the nice thing is the location - it's in downtown Great Barrington, so you can walk to restaurants and other attractions without having to get into your car. No more than 30 minutes from Tanglewood, Shakespeare and Co., and Jacob's Pillow. Also a 20-minute walk from a small lake and beach."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"I liked the balcony overlooking the lake"
The Yankee Inn
8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
The Red Lion Inn
10/10 Excellent
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"We always stay here on our trips to and from Maine and New York, we love it. So appreciate the kind staff and the pool. Great and we’ll see you next time!"
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
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