Find luxury hotels in Lenox, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Lenox Luxury Hotels

Tonight
Feb 25 - Feb 26
Tomorrow
Feb 26 - Feb 27
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Our top choices for Lenox luxury hotels

Double Room | View from room

Wagon Wheel Inn

Wagon Wheel Inn
2.0 star property
Lenox
7.0 out of 10, Good, (641 reviews)
"Clean, comfortable older motel. Not fancy but a good place to stay. "
United States
Woodrow
Wagon Wheel Inn
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,017 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is CA $127
CA $142 total
includes taxes & fees
Mar 4 - Mar 5
The Yankee, Trademark Collection by Wyndham
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is CA $94
CA $106 total
includes taxes & fees
Mar 12 - Mar 13
Howard Johnson by Wyndham Lenox
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
Whistler's Inn Bed & Breakfast
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Find out more about Lenox

Lenoxand its attractions for luxury travelers

Lenox, Massachusetts, is a haven for luxury travellers, offering an exquisite blend of natural beauty, cultural richness, and premium experiences. Begin your journey at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances amidst stunning surroundings. For art enthusiasts, the Norman Rockwell Museum showcases the iconic works of one of America's most beloved illustrators, inviting you to explore the enchanting story of his life and art. Nature lovers will delight in the picturesque landscapes of the Berkshire Mountains, perfect for hiking and outdoor adventures, while the nearby Edith Wharton’s The Mount offers a glimpse into the life of the renowned author in a beautifully preserved estate. After a day of exploration, unwind at the luxurious Canyon Ranch, where indulgent spa treatments and wellness programmes await. For a truly opulent stay, consider the elegant Blantyre, a historic mansion-turned-hotel that features luxurious accommodations, exquisite dining experiences, and beautifully landscaped gardens, allowing you to soak in the opulence of Lenox while enjoying attentive service that caters to your every need.

Find the best luxury hotels and resorts in Lenox

For those seeking a luxurious escape in Lenox, Massachusetts, these exquisite hotels offer top-tier amenities and exceptional service, ensuring an indulgent stay.

The Cornell Inn, Lenox & The Berkshires

  • Why it's great for a luxury retreat: The Cornell Inn is a perfect choice for luxury travelers, with a remarkable guest review rating of 9.2. This charming inn features elegant amenities such as a fireplace and concierge services, creating a warm and inviting atmosphere for guests. With air conditioning to ensure comfort, the inn provides a refined experience in the picturesque Berkshires.
  • Other amenities: Guests can enjoy a private hot tub and a lovely terrace for relaxation. The inn also offers a full breakfast included in the stay, ensuring a delightful start to each day. Those who enjoy outdoor activities will find nearby options for skiing, snow tubing, and mountain biking, allowing them to explore the stunning natural surroundings. Self-parking is available for convenience, and the historical district location adds to its charm.
  • Nearby attractions: Kennedy Park - 1.7 km, Lenox Library - 1 km, Ventfort Hall Mansion and Gilded Age Museum - 1.6 km

Berkshires Untold

  • Why it's great for a luxury retreat: Berkshires Untold is a luxurious haven with an impressive guest review rating of 9.0. Featuring premium bedding and designer toiletries, guests are treated to a sumptuous stay complemented by personalised concierge service. The garden-view restaurant offers couples dining, enhancing the romantic ambiance of this exquisite hotel.
  • Other amenities: Guests can unwind in plush bathrobes and enjoy amenities such as self-parking and free toiletries. The traditional hotel design adds a touch of elegance, while nearby hiking and biking trails invite exploration of the beautiful surroundings. The attentive service includes champagne service, ensuring a memorable experience for all who stay here.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.1 km, Kennedy Park - 0.8 km, The Bookstore - 3.5 km

The Constance by the Lenox Collection

  • Why it's great for a luxury retreat: The Constance by the Lenox Collection offers a luxurious retreat with a guest review rating of 8.6. Boasting a deep soaking bathtub and designer toiletries, this hotel ensures guests enjoy a lavish experience. With a concierge available to assist, every need is catered for during their stay in this stunning location.
  • Other amenities: Guests can take advantage of free breakfast options and early check-in for added convenience. The hotel features a patio and balcony for those who wish to enjoy the fresh air, as well as access to nearby skiing and snowshoeing activities. A fitness facility on-site provides opportunities for exercise, and daily housekeeping ensures a pristine environment throughout their stay.
  • Nearby attractions: Lenox Library - 0.2 km, Ventfort Hall Mansion and Gilded Age Museum - 0.6 km, Shakespeare and Company - 0.9 km

Whistler's Inn Bed & Breakfast

  • Why it's great for a luxury retreat: Whistler's Inn Bed & Breakfast, with a guest review rating of 8.2, offers a quaint yet luxurious experience for guests. The hotel features bathrobes and breathtaking mountain views, ensuring a comfortable and relaxing atmosphere throughout their stay.
  • Other amenities: Guests can enjoy a terrace and a spacious yard for leisurely afternoons. A complimentary breakfast is provided to start each day off right, while self-parking and daily housekeeping enhance the guest experience. The location allows for easy access to skiing and nearby hiking trails, making it an ideal choice for those looking to explore the great outdoors.
  • Nearby attractions: Lenox Library - 0.7 km, Ventfort Hall Mansion and Gilded Age Museum - 1.3 km, Shakespeare and Company - 1.5 km

Top Lenox Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Clean room, breakfast was good👍"
Antonina 1-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are the top-rated luxury hotels in Lenox?
In Lenox, the top-rated luxury hotels include Miraval Berkshires Resort & Spa Adults Only, Hampton Terrace Inn, and 33 Main.

The 5-star Miraval Berkshires Resort & Spa Adults Only, with an 8.6 rating, is an adults-only retreat featuring onsite golf and tennis facilities. Its suites are appointed with premium bedding and Egyptian cotton sheets.

Hampton Terrace Inn is a 4-star hotel with a 9.0 rating. This property offers rooms with deep soaking bathtubs and fireplaces, and is situated within a historical district.

The 4-star 33 Main boasts a great 10.0 rating, with customers frequently commending its delicious complimentary full breakfast. It also provides premium bedding and bathrobes within its rooms.
Which area of Lenox is best to stay in for luxury hotels?
The best area to stay in Lenox for luxury hotels is the town centre.

This area is the heart of Lenox, offering a collection of refined hotels and inns, often set in historic estates. It's very walkable, with many high-end shops, art galleries, and restaurants concentrated along Main Street and Church Street. You'll find yourself close to the Lenox Library and the historic town hall.

Couples seeking a sophisticated and relaxing getaway will find the town centre ideal. Many luxury hotels here offer fine dining experiences on-site, spa services, and beautifully maintained grounds. It's also a convenient base for exploring the cultural attractions of the Berkshires, such as Tanglewood, which is just a short drive away.

For those looking for a truly indulgent experience, some luxury properties are located just outside the immediate town centre, often set within extensive private grounds. These offer a more secluded and tranquil environment, great for unwinding while still being a quick drive or a pleasant walk from the town's amenities.
How much does a luxury hotel in Lenox cost?
Luxury hotel prices in Lenox vary, but you can find a great deal from CA $106 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Lenox are good for families?
For families seeking luxury accommodation in Lenox, Hampton Terrace Inn and Seven Hills Inn provide excellent options.

The 4-star Hampton Terrace Inn, with a 9.0 rating, is situated in a historical district. Its amenities include private hot tubs and fireplaces, offering a comfortable stay for families.

The 4-star Seven Hills Inn, rated 7.8, offers complimentary breakfast and free self-parking, which are convenient for families. The property also features a terrace.
What are the best luxury hotels in Lenox with a pool?
For luxury hotels in Lenox featuring a pool, Miraval Berkshires Resort & Spa Adults Only and Hampton Terrace Inn are highly regarded.

The 5-star Miraval Berkshires Resort & Spa Adults Only, with an 8.6 rating, offers both indoor and seasonal outdoor pools. This resort is exclusively for adults and features premium bedding, suites, and Egyptian cotton sheets, ensuring a comfortable and luxurious stay.

The 4-star Hampton Terrace Inn, rated 9.0, provides a seasonal outdoor pool. This inn is located in a historical district and offers amenities such as deep soaking bathtubs and private hot tubs in some accommodations.
Are there any top luxury hotels near Wyndhurst Golf & Club?
Yes, there are several distinguished luxury hotels near Wyndhurst Golf & Club, including Miraval Berkshires Resort & Spa Adults Only, Hampton Terrace Inn, and Seven Hills Inn.

The 5-star Miraval Berkshires Resort & Spa Adults Only, with an 8.6 rating, is a resort-structured property known for its onsite golf facilities and premium bedding, including Egyptian cotton sheets.

The 4-star Hampton Terrace Inn, rated 9.0, is located within a historical district and offers amenities such as deep soaking bathtubs, fireplaces, and private hot tubs.

The 4-star Seven Hills Inn, with a 7.8 rating, provides complimentary breakfast and features a terrace, along with free self-parking.
What luxury activities and experiences are there in Lenox?
The best area to stay in Lenox for luxury activities and experiences is the town centre and its immediate surroundings.

This area is the heart of Lenox, known for its grand estates, cultural institutions, and refined dining. You'll find many of the town's most prestigious hotels and inns located among tree-lined streets, often within walking distance of attractions. Main Street and iconic properties like The Mount, Edith Wharton's Home, define the character of this charming New England town.

For couples seeking a refined and cultural getaway, Lenox town centre offers a wealth of options. You can spend your days exploring historic mansions like The Mount, enjoying world-class performances at Tanglewood, or browsing the art galleries and boutiques. Evenings can be spent at high-end restaurants, many of which focus on farm-to-table cuisine, or enjoying a private wine tasting. Many luxury hotels here offer excellent spas and fine dining on-site.

Solo travellers looking for a sophisticated retreat will also find the town centre appealing. The area provides opportunities for quiet contemplation at historic sites, engaging with the arts, and enjoying high-quality meals in a relaxed setting.
How can I save on a luxury hotel in Lenox with Expedia?
There are plenty of ways to save on a luxury hotel in Lenox. Unlock our lowest prices by joining One Key™, Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Lenox hotel and flights 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 travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure 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 luxury hotel in Lenox for you.

Explore a world of travel with Expedia