
Find Hotels with a Pool in Sheffield, MA
- Upfront pricingOur total price for your stay includes taxes and fees
- Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member Prices
- Be pickySearch almost a million properties worldwide
Check availability on Sheffield Hotels with a Pool
Our top choices for Sheffield hotels with a pool

7.6 out of 10, Good, (850 reviews)
cleanliness Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
$79 nightly
The price is $88
Apr 19 - Apr 20
Total with taxes and fees

9.0 out of 10, Wonderful, (906 reviews)
cleanliness Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$108 nightly
The price is $120
May 18 - May 19
Total with taxes and fees

9.6 out of 10, Exceptional, (25 reviews)
cleanliness Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
$151 nightly
The price is $169
Apr 26 - Apr 27
Total with taxes and fees

7.6 out of 10, Good, (412 reviews)
cleanliness Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
$100 nightly
The price is $112
Apr 19 - Apr 20
Total with taxes and fees

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (755 reviews)
cleanliness Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
$102 nightly
The price is $114
Apr 30 - May 1
Total with taxes and fees

8.6 out of 10, Excellent, (555 reviews)
cleanliness Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
$107 nightly
The price is $120
Apr 29 - Apr 30
Total with taxes and fees

9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
$111 nightly
The price is $124
Apr 26 - Apr 27
Total with taxes and fees

9.4 out of 10, Exceptional, (173 reviews)
cleanliness Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
$156 nightly
The price is $179
Apr 19 - Apr 20
Total with taxes and fees
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.
Top Sheffield Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Magnolia Bluffs Casino
- Hotels near Ashley House
- Hotels with Restaurants in South Egremont
- Pet-Friendly Hotels in South Egremont
- Beach Hotels in South Egremont
- Hotels near Umpachene Falls Park
- Mill River Hotels
- 5 Star Hotels in Mill River
- Cottages in Mill River
- Cabin Rentals in Mill River
- Apartments in Mill River
- South Egremont Hotels
- Hotels near Questing
- Cabin Rentals in South Egremont
- Cottages in South Egremont
- Guest Houses in South Egremont
- Resorts in South Egremont
- Motels in South Egremont
- B&B in South Egremont
- Romantic Hotels in New Marlborough
- Hotels with an Outdoor Pool in New Marlborough
- Hotels near Les Trois Emme Winery
- Hotels near W.E.B. Du Bois Boyhood Homesite
- New Marlborough Hotels
- Cottages in New Marlborough
- B&B in New Marlborough
- Mount Washington Hotels
- Hotels near Ski Butternut
- Luxury Hotels in Great Barrington
- Resorts & Hotels with Spas in Great Barrington
- Pet-Friendly Hotels in Great Barrington
- Hotels with a Pool in Great Barrington
- Cheap Hotels in Great Barrington
- Romantic Hotels in Great Barrington
- Hotels with Restaurants in Great Barrington
- Hotels with an Indoor Pool in Great Barrington
- Hotels with Hot Tubs in Great Barrington
- Hotel Wedding Venues Hotels in Great Barrington
- Casino Hotels in Great Barrington
- Hotels with Bars in Great Barrington
- Historic Hotels in Great Barrington
- Extended Stay Hotels in Great Barrington
- Golf Hotels in Great Barrington
- Family Hotels in Great Barrington
- Hotels with a Gym in Great Barrington
- Hotels with Fireplaces in Great Barrington
- Hotels with Free Breakfast in Great Barrington
- Gay friendly Hotels in Great Barrington
- Waterpark Hotels in Great Barrington
- Beach Hotels in Great Barrington
- Boutique Hotels in Great Barrington
- Winery Hotels in Great Barrington
- Hotels with an Outdoor Pool in Great Barrington
- Hotels on the Lake in Great Barrington
- Ski Hotels in Great Barrington
- Hotels with Laundry Facilities in Great Barrington
- Hotels with Balconies in Great Barrington
- Non-Smoking Hotels in Great Barrington
- Great Barrington Hotels
- Hotels near Walter J. Koladza
- Flights from Mill River
- Flights to South Egremont
- Flights to New Marlborough
- Flights from New Marlborough
- Flights from New York (JFK) to Great Barrington (GBR)
- Flights from Boston (BOS) to Great Barrington (GBR)
- Flights from Albany (ALB) to Great Barrington (GBR)
- Flights from Walter J. Koladza
- Flights from Atlanta (ATL) to Great Barrington (GBR)
- Flights from Denver (DEN) to Great Barrington (GBR)
- Flights from Fort Lauderdale (FLL) to Great Barrington (GBR)
- Flights from Nashville (BNA) to Great Barrington (GBR)
- Flights from Chicago (ORD) to Great Barrington (GBR)
- Flights from Allentown (ABE) to Great Barrington (GBR)
- Flights from Seattle (SEA) to Great Barrington (GBR)
- Flights from Portland (PWM) to Great Barrington (GBR)
- Flights from Manchester (MAN) to Great Barrington (GBR)
- Flights from Dallas (DFW) to Great Barrington (GBR)
- Flights from Hartford (BDL) to Great Barrington (GBR)
- Flights from Wilkes-Barre (AVP) to Great Barrington (GBR)
- Flights from San Francisco (SFO) to Great Barrington (GBR)
- Flights from Detroit (DTW) to Great Barrington (GBR)
- Flights from Orlando (MCO) to Great Barrington (GBR)
- Flights from Tampa (TPA) to Great Barrington (GBR)
- Flights from Milwaukee (MKE) to Great Barrington (GBR)







































