Find luxury hotels in Lee, MA

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Top Lee Luxury Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 9 - Dec 10
Total with taxes and fees
Devonfield Inn B&B

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$441 nightly
The price is $493
Jan 6 - Jan 7, 2026
Total with taxes and fees
33 Main

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
$195 nightly
The price is $218
Dec 12 - Dec 13
Total with taxes and fees
Lakehouse Inn

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 9 - Dec 10
Total with taxes and fees
The Central Downtown Inn & Suites

Hampton Terrace Inn

4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Terrace Inn

9 Academy

4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
$494 nightly
The price is $568
Dec 15 - Dec 16
Total with taxes and fees
9 Academy

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
$186 nightly
The price is $208
Dec 10 - Dec 11
Total with taxes and fees
The Williams Inn

The White Hart

4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
$254 nightly
The price is $292
Dec 9 - Dec 10
Total with taxes and fees
The White Hart
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.

Find out more about Lee

Leeand its attractions for luxury travelers

Nestled in the picturesque Berkshires, Lee, Massachusetts, offers a wealth of luxurious experiences for travelers. Begin your journey at the renowned Norman Rockwell Museum, where you can admire original artwork and immerse yourself in the heartwarming stories of American life depicted by the iconic artist. For an afternoon of pampering, indulge in a rejuvenating treatment at the upscale Cranwell Spa and Golf Resort, which boasts a stunning backdrop of manicured grounds and breathtaking mountain views. Adventure seekers can explore the nearby Berkshire Mountains with guided hiking tours that reveal hidden trails and scenic vistas, perfect for family bonding. In the evening, savor exquisite dining at one of the area's upscale restaurants, known for their farm-to-table offerings that celebrate the region's culinary heritage. For your stay, consider the elegant rooms at the Wheatleigh Hotel, where each room is designed with opulent decor and offers personalized service, ensuring you feel pampered throughout your visit. Explore the charming downtown, dotted with boutique shops and art galleries, making for an enriching experience that combines relaxation and adventure.

Find the best luxury hotels and resorts in Lee

For travelers seeking an indulgent experience in Lee, Massachusetts, these luxurious hotels offer exceptional amenities and unparalleled comfort. Each hotel combines elegance with top services to create an unforgettable stay.

Devonfield Inn B&B

  • Why it's great for a luxury retreat: The Devonfield Inn B&B stands out as a premier luxury destination with a perfect review rating of 10.0. This exquisite bed and breakfast offers a range of opulent amenities, including a cozy fireplace, premium bedding, and champagne service, creating an intimate and indulgent atmosphere for guests.
  • Other amenities: Guests can savor a complimentary full breakfast each morning, enjoy the outdoor pool, and take advantage of early check-in. The hotel boasts beautiful mountain views, a garden, and a terrace for relaxation. For those seeking adventure, nearby activities such as hiking, golf, and skiing enhance the luxurious experience, while convenient services like concierge and daily housekeeping ensure a seamless stay.
  • Nearby attractions: Housatonic River - 1.47 miles, Berkshire Mountain Country Store - 1.03 miles, Animagic Museum of Animation - 1.02 miles

The Inn at Stockbridge

  • Why it's great for a luxury retreat: The Inn at Stockbridge offers luxury travelers a refined experience with a remarkable review rating of 9.8. Featuring elegant touches such as designer toiletries and premium bedding, this inn provides guests with a cozy fireplace and air conditioning, perfect for relaxation after a day of exploration.
  • Other amenities: The inn features an outdoor pool, a spa for rejuvenating treatments, and a garden for leisurely strolls. Guests can enjoy a complimentary breakfast, along with daily housekeeping and free self-parking. Fitness facilities are available 24 hours, ensuring guests can maintain their routine while enjoying their luxurious stay.
  • Nearby attractions: Housatonic River - 1.66 miles, Berkshire Theatre Festival - 1.28 miles, National Shrine of the Divine Mercy - 2.26 miles

Lakehouse Inn

  • Why it's great for a luxury retreat: The Lakehouse Inn is a perfect retreat for luxury travelers looking to unwind by the water, an impressive guest review rating of 9.6. With stunning lake views, this adults-only hotel provides a serene atmosphere complemented by elegant amenities such as air conditioning and private balconies, ensuring a restful escape.
  • Other amenities: Guests can enjoy a delicious full breakfast included daily, as well as complimentary toiletries and daily housekeeping. The inn features a terrace for relaxation and offers exciting activities like kayaking and paddleboarding onsite. For those inclined towards adventure, nearby skiing and fishing opportunities await, making it an ideal base for both relaxation and recreation.
  • Nearby attractions: Berkshire Mountain Country Store - 1.51 miles, Animagic Museum of Animation - 1.52 miles, Wyndhurst Golf & Club - 1.28 miles

Top Lee Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Lee?
Use Expedia to arrange your flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Hudson, NY (HCC-Columbia County) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Lee has to offer. During your visit, you might want to enjoy the museums which Lee is known for.
When can I expect good weather in Lee?
Planning for the weather is an important factor for making your trip to Lee a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lee are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Lee?
Enjoy Lee with a stop at Berkshire Mountain Country Store, Lee Premium Outlets, and Goose Pond Reservation. If you have a little extra time during your trip, you might want to check out Housatonic River and Lee Library.

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