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Hotels with a Pool in Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
8.8/10
Excellent
(1,001 reviews)
Swimming becomes a highlight at this charming historic retreat where the outdoor pool invites leisurely afternoons. Beyond refreshing dips, guests savor excellent dining at 3 on-site restaurants, indulge in spa services, and discover adventure along nearby hiking trails.
Swimming becomes a highlight at this charming historic retreat where the outdoor pool invites leisurely afternoons. Beyond refreshing dips, guests savor excellent dining at 3 on-site restaurants, indulge in spa services, and discover adventure along nearby hiking trails.
The price is $161
$161
$230 total
includes taxes & fees
Nov 8 - Nov 9
2. The Inn at Stockbridge
The Inn at Stockbridge4.0 star property
Stockbridge
- Pool
- Free breakfast
- Spa
- Pet friendly
- Free parking
- Free WiFi
9.6 out of 10, Exceptional, (108 reviews)
9.6/10
Exceptional
(108 reviews)
Poolside relaxation awaits from May through September at this upscale bed & breakfast. After enjoying a delicious cooked-to-order breakfast that guests rave about, visitors can unwind with spa services or explore the garden and library.
Poolside relaxation awaits from May through September at this upscale bed & breakfast. After enjoying a delicious cooked-to-order breakfast that guests rave about, visitors can unwind with spa services or explore the garden and library.
The price is $365
$365
$428 total
includes taxes & fees
Nov 12 - Nov 13
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 Chesterwood4.5 star property
Stockbridge
- Pool loungers
9.4 out of 10, Exceptional, (120 reviews)
9.4/10
Exceptional
(120 reviews)
Pool loungers invite blissful relaxation at this luxury bed & breakfast's seasonal summer oasis. Adventure seekers can enjoy kayaking, mountain biking, and fishing before returning to excellent breakfasts served in charming dining spaces.
Pool loungers invite blissful relaxation at this luxury bed & breakfast's seasonal summer oasis. Adventure seekers can enjoy kayaking, mountain biking, and fishing before returning to excellent breakfasts served in charming dining spaces.
The price is $382
$382
$462 total
includes taxes & fees
Nov 14 - Nov 15
4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires3.5 star property
South Lee
- 2 outdoor pools
- 2 indoor pools
- Poolside bar
- Pool loungers
9.2 out of 10, Wonderful, (1,001 reviews)
9.2/10
Wonderful
(1,001 reviews)
Swimming options abound with 4 distinct pools, complete with loungers, umbrellas, and a poolside bar. Beyond swimming, families discover mini golf, volleyball courts, and seasonal activities from hiking to skiing at this recreational haven.
Swimming options abound with 4 distinct pools, complete with loungers, umbrellas, and a poolside bar. Beyond swimming, families discover mini golf, volleyball courts, and seasonal activities from hiking to skiing at this recreational haven.
The price is $117
$117
$150 total
includes taxes & fees
Nov 5 - Nov 6
5. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG2.5 star property
Great Barrington
- Indoor pool
8.8 out of 10, Excellent, (849 reviews)
8.8/10
Excellent
(849 reviews)
Splash into the consistently praised indoor pool, maintained at a comfortable temperature that delights families after Butternut ski adventures. Modern rooms with premium bedding await, complemented by a free breakfast buffet that earns glowing reviews.
Splash into the consistently praised indoor pool, maintained at a comfortable temperature that delights families after Butternut ski adventures. Modern rooms with premium bedding await, complemented by a free breakfast buffet that earns glowing reviews.
The price is $83
$83
$93 total
includes taxes & fees
Nov 30 - Dec 1
9.2 out of 10, Wonderful, (1,002 reviews)
9.2/10
Wonderful
(1,002 reviews)
Swimming becomes a four-season pleasure with both indoor and outdoor pools surrounded by mountain scenery. Guests consistently praise the perfectly heated waters and relaxing hot tub after hiking local trails or skiing nearby Bousquet Ski Area.
Swimming becomes a four-season pleasure with both indoor and outdoor pools surrounded by mountain scenery. Guests consistently praise the perfectly heated waters and relaxing hot tub after hiking local trails or skiing nearby Bousquet Ski Area.
The price is $115
$115
$128 total
includes taxes & fees
Nov 20 - Nov 21
7. The Little Lion
The Little Lion3.0 star property
Great Barrington
- Pet friendly
- Free parking
- Free WiFi
- Connecting rooms available
- Air conditioning
- Gym
8.6 out of 10, Excellent, (637 reviews)
8.6/10
Excellent
(637 reviews)
Refreshing swims await at the nearby outdoor pool after exploring Norman Rockwell Museum. Dog lovers appreciate the welcoming atmosphere, while skiers value proximity to Butternut. Newly renovated bathrooms and comfortable beds ensure a peaceful, clean stay.
Refreshing swims await at the nearby outdoor pool after exploring Norman Rockwell Museum. Dog lovers appreciate the welcoming atmosphere, while skiers value proximity to Butternut. Newly renovated bathrooms and comfortable beds ensure a peaceful, clean stay.
The price is $86
$86
$96 total
includes taxes & fees
Nov 2 - Nov 3
8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires3.0 star property
Great Barrington
- Indoor pool
9.4 out of 10, Exceptional, (819 reviews)
9.4/10
Exceptional
(819 reviews)
Splash into the immaculate indoor pool after exploring nearby Ski Butternut slopes and Housatonic River Walk. Adventure seekers appreciate the hotel's proximity to seasonal outdoor activities, from snowboarding to mountain biking.
Splash into the immaculate indoor pool after exploring nearby Ski Butternut slopes and Housatonic River Walk. Adventure seekers appreciate the hotel's proximity to seasonal outdoor activities, from snowboarding to mountain biking.
The price is $144
$144
$160 total
includes taxes & fees
Nov 5 - Nov 6
9. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox2.5 star property
Lenox
- Indoor pool
- Pool loungers
9.0 out of 10, Wonderful, (1,001 reviews)
9.0/10
Wonderful
(1,001 reviews)
Glide through the pristine indoor pool area, complete with comfortable loungers for post-adventure relaxation. Surrounded by outdoor recreation opportunities, from skiing to kayaking, this art deco hotel balances activity with serene comfort.
Glide through the pristine indoor pool area, complete with comfortable loungers for post-adventure relaxation. Surrounded by outdoor recreation opportunities, from skiing to kayaking, this art deco hotel balances activity with serene comfort.
The price is $110
$110
$122 total
includes taxes & fees
Nov 7 - Nov 8
10. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires3.0 star property
Lenox
- Indoor pool
9.2 out of 10, Wonderful, (683 reviews)
9.2/10
Wonderful
(683 reviews)
Sparkling waters welcome swimmers to this Berkshire retreat's indoor pool, where refreshing dips complement days of Tanglewood adventures. Friendly staff ensure exceptional service while a fitness center, bar, and coffee shop round out the experience.
Sparkling waters welcome swimmers to this Berkshire retreat's indoor pool, where refreshing dips complement days of Tanglewood adventures. Friendly staff ensure exceptional service while a fitness center, bar, and coffee shop round out the experience.
The price is $114
$114
$127 total
includes taxes & fees
Nov 29 - Nov 30
11. Element by Marriott Lenox Berkshires
Element by Marriott Lenox Berkshires3.0 star property
Lenox
- Indoor pool
9.6 out of 10, Exceptional, (51 reviews)
9.6/10
Exceptional
(51 reviews)
Splash into relaxation at the serene indoor pool, a perfect retreat after exploring nearby Tanglewood Music Center. Guests adore the firepit gatherings, complimentary continental breakfast, and manager's reception at this mountain sanctuary.
Splash into relaxation at the serene indoor pool, a perfect retreat after exploring nearby Tanglewood Music Center. Guests adore the firepit gatherings, complimentary continental breakfast, and manager's reception at this mountain sanctuary.
The price is $135
$135
$151 total
includes taxes & fees
Nov 8 - Nov 9
9.0 out of 10, Wonderful, (1,250 reviews)
9.0/10
Wonderful
(1,250 reviews)
Sparkling clean waters welcome swimmers of all ages at the indoor pool sanctuary, complete with sun loungers and a rejuvenating hot tub. Beyond aquatic delights, this lodge offers hiking trails, game rooms, and fully-equipped kitchens.
Sparkling clean waters welcome swimmers of all ages at the indoor pool sanctuary, complete with sun loungers and a rejuvenating hot tub. Beyond aquatic delights, this lodge offers hiking trails, game rooms, and fully-equipped kitchens.
The price is $95
$95
$128 total
includes taxes & fees
Nov 8 - Nov 9
10.0 out of 10, Exceptional, (141 reviews)
10/10
Exceptional
(141 reviews)
Lounge by the inviting outdoor pool, where sun-drenched relaxation meets countryside charm. Beyond refreshing dips, this B&B delights with gourmet cooked-to-order breakfasts, bicycle rentals, and spa services for complete vacation bliss.
Lounge by the inviting outdoor pool, where sun-drenched relaxation meets countryside charm. Beyond refreshing dips, this B&B delights with gourmet cooked-to-order breakfasts, bicycle rentals, and spa services for complete vacation bliss.
The price is $369
$369
$412 total
includes taxes & fees
Nov 4 - Nov 5
7.6 out of 10, Good, (447 reviews)
7.6/10
Good
(447 reviews)
Poolside relaxation awaits at the seasonal outdoor pool, open daily from August through summer. Adventure enthusiasts can explore nearby skiing trails, sailing routes, and hiking paths before returning to comfortable, well-equipped rooms.
Poolside relaxation awaits at the seasonal outdoor pool, open daily from August through summer. Adventure enthusiasts can explore nearby skiing trails, sailing routes, and hiking paths before returning to comfortable, well-equipped rooms.
The price is $81
$81
$90 total
includes taxes & fees
Nov 2 - Nov 3
15. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG2.5 star property
Pittsfield
- Indoor pool
- Hot tub
9.2 out of 10, Wonderful, (252 reviews)
9.2/10
Wonderful
(252 reviews)
Swimming enthusiasts delight in the pristine indoor pool, available from morning until evening. After exploring nearby Tanglewood or hitting the slopes, guests rejuvenate in the soothing hot tub while friendly staff ensure a memorable stay.
Swimming enthusiasts delight in the pristine indoor pool, available from morning until evening. After exploring nearby Tanglewood or hitting the slopes, guests rejuvenate in the soothing hot tub while friendly staff ensure a memorable stay.
The price is $103
$103
$115 total
includes taxes & fees
Nov 30 - Dec 1
16. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield3.0 star property
Pittsfield
- Indoor pool
9.2 out of 10, Wonderful, (716 reviews)
9.2/10
Wonderful
(716 reviews)
Swimming enthusiasts splash in the pristine indoor pool while fitness buffs appreciate the adjacent workout center. Jae's Asian Fusion restaurant serves delectable meals just steps away from the water's edge, creating a complete relaxation experience in Lenox.
Swimming enthusiasts splash in the pristine indoor pool while fitness buffs appreciate the adjacent workout center. Jae's Asian Fusion restaurant serves delectable meals just steps away from the water's edge, creating a complete relaxation experience in Lenox.
The price is $119
$119
$133 total
includes taxes & fees
Nov 15 - Nov 16
17. Hampton Terrace Inn
Hampton Terrace Inn4.0 star property
Lenox
- Pool
- Free parking
- Free WiFi
- Air conditioning
- Bar
- Electric vehicle charging point
9.0 out of 10, Wonderful, (44 reviews)
9.0/10
Wonderful
(44 reviews)
Sparkling waters beckon at the seasonal outdoor pool, open May through September for refreshing dips after exploring Tanglewood Music Center. Tennis enthusiasts appreciate the on-site court while garden and terrace views complete the upscale retreat.
Sparkling waters beckon at the seasonal outdoor pool, open May through September for refreshing dips after exploring Tanglewood Music Center. Tennis enthusiasts appreciate the on-site court while garden and terrace views complete the upscale retreat.
The price is $230
$230
$257 total
includes taxes & fees
Nov 22 - Nov 23
18. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox2.0 star property
Lenox
- Outdoor pool
7.6 out of 10, Good, (933 reviews)
7.6/10
Good
(933 reviews)
Sparkling outdoor pool offers a refreshing escape among garden surroundings at this conveniently located Lenox retreat. Spacious rooms feature luxurious hydromassage showers or deep soaking tubs, making it a perfect base for Tanglewood Music Center visitors.
Sparkling outdoor pool offers a refreshing escape among garden surroundings at this conveniently located Lenox retreat. Spacious rooms feature luxurious hydromassage showers or deep soaking tubs, making it a perfect base for Tanglewood Music Center visitors.
The price is $79
$79
$88 total
includes taxes & fees
Nov 2 - Nov 3
9.6 out of 10, Exceptional, (178 reviews)
9.6/10
Exceptional
(178 reviews)
Poolside cocktails elevate summer afternoons at the seasonal outdoor pool, offering a refreshing complement to mornings filled with exceptional breakfasts. Friendly staff ensure a relaxing atmosphere throughout this cozy retreat near Tanglewood.
Poolside cocktails elevate summer afternoons at the seasonal outdoor pool, offering a refreshing complement to mornings filled with exceptional breakfasts. Friendly staff ensure a relaxing atmosphere throughout this cozy retreat near Tanglewood.
The price is $174
$174
$203 total
includes taxes & fees
Dec 1 - Dec 2
10.0 out of 10, Exceptional, (49 reviews)
10/10
Exceptional
(49 reviews)
Splash into the inviting outdoor pool surrounded by mountain scenery before relaxing on stylish loungers under umbrellas. Post-swim, guests can explore nearby hiking trails on complimentary bicycles or unwind in the rejuvenating sauna.
Splash into the inviting outdoor pool surrounded by mountain scenery before relaxing on stylish loungers under umbrellas. Post-swim, guests can explore nearby hiking trails on complimentary bicycles or unwind in the rejuvenating sauna.
The price is $239
$239
$300 total
includes taxes & fees
Nov 30 - Dec 1
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.
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 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.
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.
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.