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Check prices for these dates
Hotels with a Pool in Stockbridge
$182
$253 total
includes taxes & fees
Oct 19 - Oct 20




2. The Inn at Stockbridge
The Inn at StockbridgeStockbridge
- Pool
- Free breakfast
- Spa
- Pet friendly
- Free parking
- Free WiFi
$438
$514 total
includes taxes & fees
Oct 1 - Oct 2




3. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
- Pool loungers
$516
$625 total
includes taxes & fees
Oct 18 - Oct 19




4. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- 2 outdoor pools
- 2 indoor pools
- Poolside bar
- Pool loungers
$117
$150 total
includes taxes & fees
Oct 18 - Oct 19
$108
$121 total
includes taxes & fees
Oct 27 - Oct 28




6. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Indoor pool
$119
$133 total
includes taxes & fees
Oct 19 - Oct 20
$89
$121 total
includes taxes & fees
Oct 1 - Oct 2




8. The Little Lion
The Little LionGreat Barrington
- Pet friendly
- Free parking
- Free WiFi
- Connecting rooms available
- Air conditioning
- Gym
$115
$128 total
includes taxes & fees
Oct 18 - Oct 19
$141
$158 total
includes taxes & fees
Oct 25 - Oct 26




10. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
- Indoor pool
- Pool loungers
$122
$136 total
includes taxes & fees
Oct 20 - Oct 21
$79
$88 total
includes taxes & fees
Oct 1 - Oct 2




12. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Indoor pool
$195
$217 total
includes taxes & fees
Oct 4 - Oct 5
$169
$189 total
includes taxes & fees
Oct 18 - Oct 19
$146
$163 total
includes taxes & fees
Oct 4 - Oct 5




16. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
- Indoor pool
- Hot tub
$106
$118 total
includes taxes & fees
Oct 29 - Oct 30




17. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
- Outdoor pool
- Indoor pool
- Pool umbrellas
$115
$139 total
includes taxes & fees
Oct 1 - Oct 2




18. Hampton Terrace Inn
Hampton Terrace InnLenox
- Pool
- Free parking
- Free WiFi
- Air conditioning
- Bar
- Electric vehicle charging point
$254
$284 total
includes taxes & fees
Oct 29 - Oct 30




19. Little Cat Lodge
Little Cat LodgeCopake Falls
- Pool
- Free breakfast
- Free parking
- Free WiFi
- Restaurant
- Air conditioning
$199
$223 total
includes taxes & fees
Oct 4 - Oct 5




20. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
- Indoor pool
$116
$130 total
includes taxes & fees
Oct 19 - Oct 20
Top landmarks in Stockbridge
Norman Rockwell Museum
9.4/10 (347 reviews)
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
National Shrine of the Divine Mercy
9.0/10 (83 reviews)
If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy— just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.
Naumkeag Museum
9.4/10 (10 reviews)
If museums are on your list of things to see, then you might want to head to Naumkeag Museum, located in the heart of Stockbridge.If you want to see more of the museums in Stockbridge, you can easily walk to Mission House.
Berkshire Botanical Garden
9.4/10 (14 reviews)
Ready for an education in local botany? Berkshire Botanical Garden should make your list of places to visit, located 1.2 mi (2 km) from central Stockbridge. Want to stretch your legs some more? Head to Naumkeag Museum and The Mount, both nearby.
Stockbridge Bowl
Check out the water views and take some great vacation pics at Stockbridge Bowl in Stockbridge.
Frelinghuysen Morris House and Studio
8.2/10 (10 reviews)
Frelinghuysen Morris House and Studio is 4.4 mi (7 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Tanglewood Music Center, Shakespeare and Company, and Lenox Library.
Berkshire Theatre Festival
8.8/10 (3 reviews)
Berkshire Theatre Festival is 0.9 mi (1.5 km) from central Stockbridge, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Tanglewood Music Center are both not far.
Schantz Galleries
7.2/10 (5 reviews)
Art fans might want to browse the collections at Schantz Galleries in Stockbridge. If you want to see more of the art galleries in Stockbridge, Norman Rockwell Museum and Art et Industrie aren't far.
About the destination
Spend time appreciating the historic sites, and checking out the bars in Stockbridge. Nature lovers can visit Naumkeag Museum and Berkshire Botanical Garden. And while you're here, be sure to stop by National Shrine of the Divine Mercy and Norman Rockwell Museum.
































