Hotel holiday rentals in Lenox

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Top-rated hotels in Lenox

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Guest favourite

Hotel room in Copake

4.91 out of 5 average rating, 112 reviews

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Hotel room in Albany

4.74 out of 5 average rating, 268 reviews

Chic-romantic, center-city, hotel-style apartment.

Nestled in the heart of the city, our Airbnb exudes an enchanting charm with its stylish and romantic decor. Positioned on a vibrant city street, immerse yourself in the lively urban atmosphere. This energetic environment will carry some background noise. We prioritize your comfort and recommend bringing earplugs for light sleepers to ensure a restful stay. Corner store -1 min Airport, bus & train station -15 min. Outdoor cameras $250 indoor smoking violation fee $250 pet cleaning fee, no pets

Guest favourite

Hotel room in Kingston

4.98 out of 5 average rating, 88 reviews

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Top Guest favourite

Private room in Sheffield

4.98 out of 5 average rating, 52 reviews

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Superhost

Hotel room in Lee

5 out of 5 average rating, 12 reviews

Great place for family |2 BD|Kitchen| Pool

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Guest favourite

Hotel room in Lee

5 out of 5 average rating, 6 reviews

Beautiful place|2 BD|Kitchen| Pool

Guest favourite

Hotel room in Lee

4.91 out of 5 average rating, 33 reviews

Great Place |2 BD|Kitchen| Pool 

Guest favourite

Hotel room in Cummington

4.82 out of 5 average rating, 96 reviews

Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

Superhost

Hotel room in Great Barrington

4.5 out of 5 average rating, 8 reviews

Luxe Unit in Berkshires|King Bed|Sleeps 4|Wifi

Welcome to East Rock Inn, ideally located 1 mile from downtown Great Barrington. Stretch out in our completely renovated Mountain View King Deluxe Room, featuring a king-sized bed, an ample sitting area with a queen-size sofa bed, a bathroom with tub/shower, separate vanity, and amenities from Public Goods. Sliding glass doors lead out to our sprawling backyard and East Rock Mountain.

Superhost

Hotel room in Adams

5 out of 5 average rating, 5 reviews

The Trail in Adams - Deluxe Room

Welcome to "The Trail in Adams" - Berkshires’ Art Hotel on the Ashuwillticook Rail Trail in Adams. Jon is a 288 square feet deluxe room on the second floor with a king-size bed, a 13.5-foot ceiling, a walk-in closet, an ensuite bathroom with spa tub (indoor), south and east-facing windows, and a view of Pleasant St.

Top Guest favourite

Hotel room in Hudson

4.91 out of 5 average rating, 127 reviews

Nautical Nest Boutique Hotel - Suite 3

Nautical Nest is a 4 suite boutique hotel downtown Hudson, NY. Decorated "Nautical Chic" to celebrate Hudsons history as a whaling town. Newly remodeled and opening April 2020. Sister property to Nest Hudson. Please note our policy: No bikes in rooms, no pets, no smoking and no children under 8.