A street lined with historic buildings, including a Morgan House restaurant.

Find Hotels with a Pool in Lee, MA

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Check availability on Lee Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Lee hotels with a pool

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$100 nightly
The price is $112
Nov 3 - Nov 4
Total with taxes and fees
The Yankee Inn
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

2. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$143 nightly
The price is $159
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (847 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
$83 nightly
The price is $93
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.

4. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (683 reviews)
  • cleanliness
    Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness center.
$126 nightly
The price is $140
Nov 8 - Nov 9
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
Pool

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
$110 nightly
The price is $122
Nov 5 - Nov 6
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

6. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
$191 nightly
The price is $214
Nov 30 - Dec 1
Total with taxes and fees
The Red Lion Inn
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (819 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
$144 nightly
The price is $160
Nov 3 - Nov 4
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

8. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
$83 nightly
The price is $93
Nov 1 - Nov 2
Total with taxes and fees
Sunset Inn
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,245 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$109 nightly
The price is $122
Nov 30 - Dec 1
Total with taxes and fees
Berkshire Mountain Lodge
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

10. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (715 reviews)
  • cleanliness
    Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
$119 nightly
The price is $133
Nov 15 - Nov 16
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
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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Choose what matters most at hotels with a pool in Lee

Breakfast included
Hot tub

Hotels with pools and free breakfast in Lee

Two Adirondack chairs facing a river with a forested hill in the background.
The Yankee Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1001)
$100 nightly
The price is $112
Nov 3 - Nov 4
Total with taxes and fees
The Yankee Inn
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.
View all properties

Top Lee Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Room was very clean and updated. We enjoyed the deck, although it needs some updating due to broken boards. I was told the restaurant was a fine place to dine. Desk staff was helpful."
Barbara 2-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

How much does a hotel with outdoor pool in Lee cost?
Enjoy staying in a hotel in Lee with an outdoor pool. You can find a great deal from $93 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Lee that have private outdoor pools?
The picture-great farmhouse located in Berkshire County, MA, near Tanglewood, is an exceptional option for travellers seeking a private outdoor pool experience. With a great traveller rating of 10.0, this charming accommodation not only features a private pool but also offers a fully equipped kitchen, a cozy porch or lanai, and a lovely deck or patio for relaxing after a day of adventures.

This farmhouse provides an idyllic setting for families looking to create lasting memories while enjoying the beautiful surroundings of Lee. Plus, its proximity to nearby museums allows for enriching cultural experiences that both children and adults can appreciate.
What are some of the best Lee hotels with outdoor pools and scenic views?
The Devonfield Inn B&B is a charming 4-star accommodation that stands out for its outdoor pool and breathtaking mountain views, making it an ideal choice for travellers seeking a refreshing stay in Lee. With a great review score of 10.0, guests consistently highlight the helpfulness of the staff, enhancing the overall experience.

Imagine basking in the sun on the poolside loungers, surrounded by the natural beauty of the Berkshire Mountains. The Devonfield Inn not only offers a delightful outdoor pool but also provides complimentary full breakfast, ensuring you start your day off right. Additional amenities like free WiFi and self-parking add to the convenience, making it a fantastic choice for families and adventure-seekers alike.

For those looking to relax after a day of exploring, the serene setting and attentive service at the Devonfield Inn create an inviting space, great for unwinding.
Are there hotels in Lee with outdoor pool activities or events?
Lee, Massachusetts, is a charming destination located in the scenic Berkshires, offering a delightful escape for travellers seeking outdoor adventures and relaxation. Among the options for lodging, the Holiday Inn Club Vacations Oak N' Spruce Resort stands out, featuring two seasonal outdoor pools that invite you to unwind while enjoying breathtaking views of the Appalachian Mountains. The resort also boasts a variety of outdoor activities, including mini-golf and basketball courts, ensuring that guests can enjoy fun-filled experiences right near the pool.

For those who prefer a lakefront experience, the Lakehouse Inn is an excellent choice. Located by Laurel Lake, it offers opportunities for swimming, kayaking, and paddleboarding, seamlessly blending poolside relaxation with water sports activities.

Couples looking for a romantic getaway might also appreciate the inviting ambiance of the Devonfield Inn, Sunset Inn, or Pilgrim Inn, though specific details about outdoor pool activities at these properties may vary.

In summary, Lee, Massachusetts, provides a range of hotels with outdoor pool options and activities, making it an appealing destination for families and couples alike.
Is it cheaper to book flights and a Lee hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Lee for you.

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