
Lee, MA
30/05 – 06/06
$637/nighttotal: $4459 (7 )
The Red Lion Inn
1 2hotel, Stockbridge
Located in central Stockbridge, Massachusetts, this historic hotel offers elegant old-world charm with modern amenities, just a short distance from the Norman Rockwell Museum and local antique shops.
This pet-friendly hotel boasts a year-round outdoor pool, hot tub, and gourmet dining, making it an excellent choice for travellers seeking a comfortable and convenient stay with their dogs.
This pet-friendly hotel boasts a year-round outdoor pool, hot tub, and gourmet dining, making it an excellent choice for travellers seeking a comfortable and convenient stay with their dogs.

Lee, MA
13/06 – 14/06
$1351/nightfor 1 night
Hampton Inn & Suites Berkshires-lenox
3 10hotel, Lenox
This 3-star hotel in Lenox, Massachusetts, is conveniently situated just 500 meters from historic downtown Lenox, offering effortless access to attractions such as Jiminy Peak Ski Resort, Tanglewood Music Center, and the Colonial Theatre, and it is a pet-friendly choice for travellers.
Guests can enjoy a complimentary hot breakfast, an indoor swimming pool, and a modern fitness centre, making it an excellent option for those seeking dog-friendly accommodation with comfortable rooms featuring signature Cloud Nine beds.
Guests can enjoy a complimentary hot breakfast, an indoor swimming pool, and a modern fitness centre, making it an excellent option for those seeking dog-friendly accommodation with comfortable rooms featuring signature Cloud Nine beds.

Lee, MA
30/05 – 06/06
$272/nighttotal: $1904 (7 )
Hideaway Inn Lenox
1 2hotel, Lenox
Conveniently located in Lenox, this hotel is just 2.4 kilometres from the Tanglewood Musical Center and 2.6 kilometres from Tanglewood itself, offering excellent access to Berkshire's renowned cultural venues.
This pet-friendly hotel welcomes families and features air-conditioned rooms with complimentary WiFi, a fridge, and some with private patios, whilst the surrounding area provides superb opportunities for hiking and skiing.
This pet-friendly hotel welcomes families and features air-conditioned rooms with complimentary WiFi, a fridge, and some with private patios, whilst the surrounding area provides superb opportunities for hiking and skiing.

Lee, MA
13/06 – 14/06
$991/nightfor 1 night
Holiday Inn Express Great Barrington By Ihg
3 10hotel, Great Barrington
Located in Great Barrington, this hotel is 11.5 kilometres from the Norman Rockwell Museum and 17.7 kilometres from Cranwell Spa & Golf Club and Tanglewood Musical Center.
This pet-friendly hotel offers an indoor pool, hot tub, and fitness centre, with some rooms featuring kitchenettes; it is conveniently situated for exploring local attractions and outdoor activities.
This pet-friendly hotel offers an indoor pool, hot tub, and fitness centre, with some rooms featuring kitchenettes; it is conveniently situated for exploring local attractions and outdoor activities.
Lee, MA
30/05 – 06/06
$288/nighttotal: $2016 (7 )
Element Lenox Berkshires
1 2hotel, Lenox
Just 3 kilometres from Lenox's central district, Element Lenox Berkshires offers a tranquil retreat with pet-friendly accommodation.
This hotel provides a gym, swimming pool, restaurant, bar, and complimentary Wi-Fi, ensuring a comfortable stay for you and your pets.
This hotel provides a gym, swimming pool, restaurant, bar, and complimentary Wi-Fi, ensuring a comfortable stay for you and your pets.

Lee, MA
13/06 – 14/06
$1250/nightfor 1 night
Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg
3 10hotel, Pittsfield
Centrally located between Pittsfield and Lenox, this hotel provides excellent access to the Berkshires' natural beauty and cultural attractions, being just a short drive from Mount Greylock State Reservation and Hancock Shaker Village.
Guests can enjoy the expansive indoor pool and hot tub, or maintain their fitness routine at the 24-hour gym, with many rooms offering picturesque views of the Berkshire Hills, and the hotel is a pet-friendly choice for exploring the area.
Guests can enjoy the expansive indoor pool and hot tub, or maintain their fitness routine at the 24-hour gym, with many rooms offering picturesque views of the Berkshire Hills, and the hotel is a pet-friendly choice for exploring the area.

Lee, MA
13/06 – 14/06
$1076/nightfor 1 night
Berkshire Mountain Lodge
3 10hotel, Pittsfield
Adjacent to a golf course in Pittsfield, this 3-star hotel is just a 10-minute drive from Tanglewood Music Center and offers pet-friendly accommodation.
Guests can enjoy an indoor pool, hot tub, and complimentary wireless internet, with the Bousquet Ski Area only 2 kilometres away, making it ideal for active holidays with your dog.
Guests can enjoy an indoor pool, hot tub, and complimentary wireless internet, with the Bousquet Ski Area only 2 kilometres away, making it ideal for active holidays with your dog.

Lee, MA
30/05 – 06/06
$250/nighttotal: $1750 (7 )
The Black Swan Lee - Lenox, An Ascend Collection Hotel
1 2hotel, Lee
Situated in the scenic foothills of the Berkshire Mountains, The Black Swan Lee, An Ascend Collection Hotel, offers immediate access to outdoor recreation and is just 2.5 kilometers from Laurel Lake.
This pet-friendly hotel provides spacious, non-smoking rooms with air conditioning and internet, and is conveniently located for exploring attractions like the Tanglewood Music Festival and Norman Rockwell Museum.
This pet-friendly hotel provides spacious, non-smoking rooms with air conditioning and internet, and is conveniently located for exploring attractions like the Tanglewood Music Festival and Norman Rockwell Museum.

Lee, MA
13/06 – 14/06
$1827/nightfor 1 night
Hotel On North
3 10hotel, Pittsfield
Hotel On North in Pittsfield offers a prime location, situated conveniently for exploring attractions such as Cranwell Spa & Golf Club (13.18 kilometres), Tanglewood Musical Centre (13.36 kilometres) and the Norman Rockwell Museum (20.92 kilometres).
This pet-friendly hotel boasts complimentary WiFi, an on-site bar, a fitness centre, and offers room service and valet parking, making it an excellent choice for travellers with pets.
This pet-friendly hotel boasts complimentary WiFi, an on-site bar, a fitness centre, and offers room service and valet parking, making it an excellent choice for travellers with pets.

Lee, MA
30/05 – 06/06
$789/nighttotal: $5523 (7 )
Doctor Sax House
1 2hotel, Lenox
Conveniently located in Lenox, Doctor Sax House is just 2.4 kilometres from the Tanglewood Musical Center and Cranwell Spa & Golf Club, offering a dog-friendly retreat.
This hotel provides air-conditioned rooms with complimentary WiFi, a terrace, a restaurant, and a bar, ensuring a comfortable and enjoyable stay for guests and their pets.
This hotel provides air-conditioned rooms with complimentary WiFi, a terrace, a restaurant, and a bar, ensuring a comfortable and enjoyable stay for guests and their pets.

Lee, MA
30/05 – 06/06
$341/nighttotal: $2387 (7 )
Element Lenox Berkshires
1 2hotel, Lenox
Element Lenox Berkshires offers a prime location in Lenox, providing convenient access to cultural attractions like Tanglewood and the Norman Rockwell Museum, as well as outdoor pursuits on the Appalachian Trail, all within easy reach.
This pet-friendly aparthotel boasts spacious suites with kitchenettes, making it ideal for extended stays, and features an indoor saltwater pool and complimentary bikes for exploring the area.
This pet-friendly aparthotel boasts spacious suites with kitchenettes, making it ideal for extended stays, and features an indoor saltwater pool and complimentary bikes for exploring the area.
