Find Hotels with an Outdoor Pool in Lenox, MA

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Top Lenox Hotels with an Outdoor Pool

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1006)
Shimmering waters beckon at dual pool options, where indoor relaxation meets seasonal outdoor splendor. After exploring nearby Bousquet Ski Area, guests unwind in the rejuvenating hot tub while mountain vistas provide a stunning backdrop for aquatic serenity.
$74 nightly
The price is $83
Dec 14 - Dec 15
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
  • Outdoor pool
7.6 out of 10, Good, (825)
Sparkling waters beckon at the inviting outdoor pool, a refreshing retreat after exploring nearby Tanglewood Music Center. Deep soaking bathtubs and hydromassage showers in clean, spacious rooms complement this conveniently located getaway.
$79 nightly
The price is $88
Nov 23 - Nov 24
Total with taxes and fees
Howard Johnson by Wyndham Lenox

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
  • 2 outdoor pools
  • Pool loungers
9.0 out of 10, Wonderful, (788)
Swimming enthusiasts rejoice at this four-pool paradise nestled in the Berkshires. Families appreciate the well-maintained waters complemented by sun loungers, umbrellas, and refreshing poolside drinks, creating memorable mountain getaways year-round.
$119 nightly
The price is $133
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Sunset Inn

2.0 star property
Lee
  • Near the beach
7.6 out of 10, Good, (410)
Mountain recreation surrounds this quiet getaway featuring a refreshing seasonal pool open from August. After swimming, guests appreciate clean, comfortable rooms with mini fridges before exploring nearby skiing and hiking trails.
$81 nightly
The price is $90
Dec 14 - Dec 15
Total with taxes and fees
Sunset Inn

Berkshire Inn

2.0 star property
Pittsfield
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
7.8 out of 10, Good, (838)
Seasonal outdoor pool beckons sun-seekers from June through August at this spotless, centrally located motel. After a day of skiing or downtown exploration, guests appreciate comfortable beds, updated rooms with refrigerators, and friendly service.
$81 nightly
The price is $91
Nov 30 - Dec 1
Total with taxes and fees
Berkshire Inn

The Ponds at Foxhollow

3.0 star property
Lenox
  • Outdoor pool
  • Pool loungers
  • Hot tub
8.6 out of 10, Excellent, (134)
Swimmers glide through crystal waters at indoor and outdoor pools surrounded by serene Berkshire landscapes. Beyond aquatic pleasures, this resort boasts tennis courts, a sauna, and spacious accommodations with cozy fireplaces and full kitchens.
$127 nightly
The price is $142
Dec 5 - Dec 6
Total with taxes and fees
The Ponds at Foxhollow

Brook Farm Inn

3.5 star property
Lenox
  • Outdoor pool
  • Poolside bar
9.4 out of 10, Exceptional, (162)
Poolside cocktails enhance summer swims at this tranquil Berkshires retreat. Guests savor exceptional made-to-order breakfasts before relaxing in spacious, fireplace-equipped rooms. Nearby Tanglewood and hiking trails complete perfect seasonal getaways.
$150 nightly
The price is $168
Nov 25 - Nov 26
Total with taxes and fees
Brook Farm Inn

The Inn at Stockbridge

4.0 star property
Lee
  • Outdoor pool
9.8 out of 10, Exceptional, (98)
Refreshing dips in the seasonal outdoor pool complement indulgent spa services at this upscale bed and breakfast. After swimming, guests can relax by the firepit, explore the garden, or enjoy the acclaimed cooked-to-order breakfast.
$263 nightly
The price is $294
Nov 24 - Nov 25
Total with taxes and fees
The Inn at Stockbridge

Hampton Terrace Inn

4.0 star property
Lenox
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Tennis court
  • Bar
9.0 out of 10, Wonderful, (43)
Sparkling waters beckon from May through September at the seasonal outdoor pool, complemented by an outdoor tennis court. Concierge services, a welcoming bar, and individually furnished rooms with premium bedding enhance the upscale Berkshires experience.
$263 nightly
The price is $294
Nov 24 - Nov 25
Total with taxes and fees
Hampton Terrace Inn

Devonfield Inn B&B

4.0 star property
Lee
  • Outdoor pool
  • Pool loungers
10.0 out of 10, Exceptional, (133)
Surrounded by loungers for sun-soaked relaxation, the serene outdoor pool creates a perfect countryside escape. Guests savor complimentary gourmet breakfasts before exploring nearby hiking trails or enjoying a therapeutic massage at this charming B&B.
$379 nightly
The price is $423
Nov 23 - Nov 24
Total with taxes and fees
Devonfield Inn B&B
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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Find out more about Lenox

Discover top Lenox attractions

Nestled in the heart of the Berkshires, Lenox, Massachusetts offers a perfect blend of relaxation and cultural enrichment for travelers seeking hotels with pools. Begin your journey at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances surrounded by stunning natural beauty. For art enthusiasts, the Norman Rockwell Museum is a must-visit, showcasing the beloved works of the American illustrator. If you're in the mood for some tranquility, stroll through the lush grounds of the Edith Wharton’s The Mount, where you can explore the estate’s gardens while soaking in the serene atmosphere. Outdoor adventurers can take a leisurely hike through the nearby Kennedy Park, which offers well-maintained trails and picturesque views. After a day of exploration, unwind in one of Lenox's luxurious hotels featuring inviting pools, perfect for a refreshing dip or lounging with the family. The area boasts accommodations that prioritize guest service, ensuring that your stay is both pampered and comfortable, making it easy to recharge for another day of discovering this charming town.

Find the best hotels with an outdoor pool in Lenox

For those seeking refreshing retreats in Lenox, Massachusetts, these hotels feature inviting outdoor pools perfect for relaxing after a day of exploration.

Brook Farm Inn

  • Why it's great for poolside lounging: For travelers looking for a charming stay with outdoor pool options, Brook Farm Inn is a delightful choice. With a remarkable review rating of 9.6, this hotel offers an outdoor pool paired with a poolside bar, perfect for enjoying refreshments while relaxing in the sun.
  • Other amenities: Guests can indulge in a complimentary cooked breakfast and take advantage of nearby winery tours and ski lifts. The hotel features beautifully landscaped gardens, a cozy fireplace, and furnished balconies for added relaxation. Self-parking is free, and guests can enjoy the serene mountain views as well as the nearby hiking and biking trails for outdoor adventures.
  • Nearby attractions: Lenox Library - 0.45 miles, Frelinghuysen Morris House and Studio - 0.64 miles, Ventfort Hall Mansion and Gilded Age Museum - 0.74 miles

The Yankee, Trademark Collection by Wyndham

  • Why it's great for poolside lounging: The Yankee, Trademark Collection by Wyndham is an ideal choice for travelers looking to unwind by the pool. With an impressive guest review rating of 9.2, this hotel features a wonderful outdoor pool and sun loungers, providing a perfect spot for relaxation under the sun. Guests can also enjoy a complimentary buffet breakfast to start their day off right, making it a great value for travelers seeking comfort and convenience.
  • Other amenities: In addition to the outdoor pool, guests can take advantage of an indoor pool and a hot tub for year-round enjoyment. The hotel also offers breathtaking mountain views, a cozy fireplace, and a fitness center available 24 hours a day. For those looking to explore, skiing and snowboarding are available close by, along with hiking and biking trails nearby. Additional conveniences include free self-parking and daily housekeeping to enhance the overall experience.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.21 miles, Herman Melville's Arrowhead - 1.65 miles, Kennedy Park - 1.79 miles

Hampton Inn & Suites Berkshires-Lenox

  • Why it's great for poolside lounging: Guests seeking an outdoor pool experience will feel right at home at the Hampton Inn & Suites Berkshires-Lenox, which boasts a stellar review rating of 9.2. The hotel features a large outdoor pool and accessible sun loungers, perfect for soaking up the sun or enjoying a refreshing dip. Guests also appreciate the complimentary breakfast that is served daily, ensuring a great start to their adventures each morning.
  • Other amenities: Beyond the outdoor pool, the hotel provides indoor pool access and a fitness center that accommodates all fitness levels. With scenic mountain views, complimentary self-parking, and convenient access to nearby skiing and tubing activities, guests can easily enjoy the natural beauty of the Berkshires. Additional features include a snack bar, daily housekeeping, and a pet-friendly policy for those traveling with furry companions.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.0 miles, Herman Melville's Arrowhead - 1.43 miles, Kennedy Park - 1.58 miles

Apple Tree Inn

  • Why it's great for poolside lounging: While Apple Tree Inn does not feature an outdoor pool, it offers a relaxing atmosphere with a beautiful garden setting, making it a serene escape for travelers. With an excellent review rating of 8.4, this hotel provides a comfortable stay with amenities that cater to relaxation and comfort.
  • Other amenities: Guests can enjoy complimentary breakfast options available on weekends along with late check-out and early check-in options. The hotel features cozy fireplaces in rooms, private balconies for enjoying the view, and free self-parking for convenience. The inn's contactless service ensures a straightforward stay, making it a great choice for those looking to unwind in a peaceful environment.
  • Nearby attractions: Lenox Library - 1.68 miles, Ventfort Hall Mansion and Gilded Age Museum - 1.98 miles, Tanglewood Music Center - 0.37 miles

Howard Johnson by Wyndham Lenox

  • Why it's great for poolside lounging: Howard Johnson by Wyndham Lenox offers travelers a laid-back atmosphere with an inviting outdoor pool, making it a fantastic choice for relaxation. With a solid review rating of 7.6, the hotel provides a refreshing retreat after a day of exploring the beautiful surroundings of Lenox.
  • Other amenities: In addition to the outdoor pool, guests can enjoy daily housekeeping services and access to a microwave for added convenience. The hotel features a hydromassage showerhead in rooms, ensuring a comfortable stay. With free self-parking available, guests can easily explore local attractions, and the hotel is in close nearby excellent skiing locations for winter enthusiasts.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.13 miles, Herman Melville's Arrowhead - 1.56 miles, Kennedy Park - 1.7 miles

Top Lenox Hotel Reviews

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