Hotels in Stockbridge, MA

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Stockbridge, MA hotels
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12 Cheap hotels in Stockbridge, MA

Best Stockbridge, MA hotels for families

Berkshires Untold - Stockbridge, MA
8.8 1738 reviews

Berkshires Untold

hotel, Lenox
Life House, Berkshires is located in Lenox, just 5.5km from Tanglewood and 5.8km from Cranwell Spa & Golf Club, offering easy access to the area's attractions. The 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The accommodation features a range of modern amenities, including free Wi-Fi, a shared lounge, free private parking, a restaurant, and a bar. Guests can enjoy a continental breakfast each morning and benefit from the multilingual staff, family rooms, and a relaxing atmosphere.
Hampton Terrace Inn - Stockbridge, MA
9.3 29 reviews

Hampton Terrace Inn

hotel, Lenox
The Hampton Terrace Inn is located in Lenox, Massachusetts, just 5 kilometres from the renowned Tanglewood Musical Center and within easy reach of Bousquet Ski Area and the Mission House Museum and Gardens. The 4-star hotel is highly rated by guests, with excellent reviews for its location, cleanliness, and overall experience.
Each room at the Hampton Terrace Inn is individually decorated with antique furnishings and plush bedding, creating a cosy and inviting atmosphere. Guests can enjoy a delicious hot breakfast, relax by the living room fireplace, take a dip in the outdoor pool, or play tennis on the on-site courts.
Doctor Sax House - Stockbridge, MA
9.1 26 reviews

Doctor Sax House

hotel, Lenox
The Doctor Sax House, a four-star hotel in Lenox, Massachusetts, is situated 2.1 km from Tanglewood and 2.4 km from the Tanglewood Musical Centre.
This one-bedroom, one-bathroom guesthouse offers air conditioning, parking, and accepts pets; nearby attractions include the Cranwell Spa & Golf Club (2.4 km), Norman Rockwell Museum (10.8 km), and Haystack Mountain State Park (50 km).
Element By Marriott Lenox Berkshires - Stockbridge, MA
8.3 18 reviews

Element By Marriott Lenox Berkshires

hotel, Lenox
The Element Lenox Berkshires hotel is located in Lenox, Massachusetts, approximately 5 kilometres from Cranwell Spa & Golf Club, 5.3 kilometres from the Tanglewood Musical Centre, and offers convenient access to the Norman Rockwell Museum.
This one-bedroom lodging sleeps up to three guests and provides standard hotel amenities, including proximity to outdoor activities in the Berkshires.

Best Stockbridge, MA hotels with a pool

Among the 10 accommodations in Stockbridge, MA, here are the 4 best hotels with a pool

Three Villas, Endless Play | Indoor Pools, Trails, Games &  Bbq Decks - Stockbridge, MA
No reviews

Three Villas, Endless Play | Indoor Pools, Trails, Games & Bbq Decks

hotel, Lee
This hotel in South Lee is situated in the mountains, offering convenient access to the Berkshire Theatre Festival, Mission House, and the Lee Premium Outlets, which is a short drive away.
The "Three Villas, Endless Play" offer provides accommodation for up to 18 guests across six bedrooms and six bathrooms, featuring spacious suites with kitchens and high-definition televisions, alongside an indoor heated swimming pool and a fitness centre, with complimentary parking for one vehicle.
All Season Escape | Four 2br Rooms, Pools, Movie Nights & Game Room Galore - Stockbridge, MA
No reviews

All Season Escape | Four 2br Rooms, Pools, Movie Nights & Game Room Galore

hotel, Lee
This hotel is situated in South Lee, within the mountains, offering direct access to outdoor pursuits such as hiking, boating, and skiing, and is conveniently located approximately 3.5 kilometres from the Norman Rockwell Museum and Tanglewood.
The "All Season Escape" offer includes four two-bedroom units, each measuring approximately 94 square metres with a kitchen and premium cable TV, accommodating up to 24 guests with access to an indoor heated swimming pool, fitness centre, and complimentary parking.
Big Chill + Big Thrill | Three 2br Villas W/ Pools, Sauna & Arcade Fun - Stockbridge, MA
No reviews

Big Chill + Big Thrill | Three 2br Villas W/ Pools, Sauna & Arcade Fun

hotel, Lee
This hotel is situated in the mountains of South Lee, a mere 250 metres from the Norman Rockwell Museum and within easy reach of Tanglewood and the Appalachian Trail.
The "Big Chill + Big Thrill" offer presents three two-bedroom villas, each 94 square metres, accommodating up to 18 guests with six bedrooms and six bathrooms, featuring private pools, saunas, arcades, kitchenettes, and access to an indoor heated pool and fitness centre, with complimentary toiletries and on-site parking.
Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires - Stockbridge, MA
9.1 2160 reviews

Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires

hotel, Lee
The Holiday Inn Club Vacations Oak N Spruce Resort in the Berkshires is situated in a peaceful setting about 25 miles from Adams, offering a tranquil escape from the city. This 3-star hotel has received very good user ratings for its cleanliness and overall experience.
The resort offers a range of accommodation options, including rooms with kitchens for added convenience. Guests can enjoy various amenities, such as a swimming pool, jacuzzi, tennis court, and fitness centre, as well as a restaurant and bar for dining and relaxation.

Frequently asked questions about hotels in Stockbridge, MA

  • What are the most affordable attractions in and around Stockbridge, MA?

    The Stockbridge Town Library is a great free option, and the Stockbridge Bowl is perfect for a picnic or a walk. If you're looking for something a bit more active, the Hopkins Memorial Manse offers affordable tours.
  • What are the best hotels with a swimming pool in Stockbridge, MA?

    The Red Lion Inn, Wheatleigh and The Inn At Stockbridge are among the best hotels with a swimming pool in Stockbridge, MA.

  • What amenities can travelers expect in hotel rooms in Stockbridge, MA?

    Most hotels in Stockbridge offer standard amenities like Wi-Fi, TVs, and comfortable beds. Some might have extras like fireplaces or private balconies, but it's best to check with the hotel directly.
  • What are the best luxury hotels in Stockbridge, MA?

    The Red Lion Inn and Wheatleigh are among the best luxury hotels in Stockbridge, MA.

  • When is the best time to book a hotel in Stockbridge, MA?

    Booking in advance is always a good idea, especially during peak season, which runs from late spring to early autumn. Prices tend to be higher during these months, so you might find better deals if you travel in the shoulder seasons.
  • What are the best family friendly hotels in Stockbridge, MA?

    The best family friendly hotels in Stockbridge, MA are The Red Lion Inn, Stockbridge Home 2 Blocks From Red Lion Inn and Wheatleigh.

  • What are some pet-friendly activities in and around Stockbridge, MA?

    The Stockbridge Bowl is a great spot for a walk with your furry friend. There are also several hiking trails in the surrounding area, like the Bartholomew's Cobble Trail, which are pet-friendly.
  • What are the best pet friendly hotels in Stockbridge, MA?

    The best pet friendly hotels in Stockbridge, MA are The Red Lion Inn, Wheatleigh and The Inn At Stockbridge.

  • Which towns or cities worth a visit near Stockbridge, MA?

    You're within easy driving distance of some great towns. Lenox is just a short drive away and is known for its beautiful scenery and arts scene. If you're looking for a bit more hustle and bustle, head to the city of Pittsfield, which has a vibrant downtown.
  • What are the best hotels with jacuzzi in Stockbridge, MA?

    The Red Lion Inn is the best hotel with a jacuzzi in Stockbridge, MA.

Popular destinations

Best Stockbridge, MA hotels with breakfast

Among the 10 accommodations in Stockbridge, MA, here are the 4 best hotels with breakfast

Courtyard By Marriott Lenox Berkshires - Stockbridge, MA
9.2 846 reviews

Courtyard By Marriott Lenox Berkshires

hotel, Lenox
The Courtyard By Marriott Lenox Berkshires is located in Lenox, Massachusetts, just a short drive from the Tanglewood Music Center and Cranwell Spa & Golf Club, offering easy access to the area's cultural and recreational attractions. This 3-star hotel receives excellent user ratings for its location, cleanliness and overall experience.
The hotel features a modern design with comfortable rooms. Guests can enjoy amenities such as a swimming pool, hot tub, fitness centre, restaurant and bar, and a terrace with views of the Berkshires.
Element Lenox Berkshires - Stockbridge, MA
No reviews

Element Lenox Berkshires

hotel, Lenox
Element Lenox Berkshires is a 3-star hotel located in Lenox, approximately 3 kilometres from the town's central area.
This establishment offers guests complimentary Wi-Fi, on-site parking, a fitness centre, a restaurant, and a conference hall, with a guest capacity of two and one bathroom.
33 Main - Stockbridge, MA
9.7 101 reviews

33 Main

hotel, Lenox
33 Main is situated in Lenox, Massachusetts, just 1.8 kilometres from Tanglewood and 3.5 kilometres from Kripalu Center for Yoga and Health. This hotel enjoys excellent ratings for its location, cleanliness and overall guest experience.
The accommodation has one bedroom and one bathroom, ideal for couples or solo travellers. Guests can enjoy complimentary breakfast, evening cocktails, in-room massages, and access to streaming services, making for a relaxing and comfortable stay.
The Black Swan Lee - Lenox, An Ascend Collection Hotel - Stockbridge, MA
8.9 1590 reviews

The Black Swan Lee - Lenox, An Ascend Collection Hotel

hotel, Lee
The Black Swan Lee - Lenox, Ascend Hotel Collection is situated in the Berkshire Mountains, close to Tanglewood Music Festival, Norman Rockwell Museum, and Jacob's Pillow, making it a great base for exploring the area's cultural attractions. This 3-star hotel has received very good user ratings, indicating a positive experience for previous guests.
The hotel offers a range of facilities for relaxation and entertainment, including a spa, restaurant, bar, fitness centre, and a terrace overlooking Laurel Lake. Guests can enjoy swimming, fishing, or boating on the lake, or take advantage of the hotel's proximity to golf courses, ski slopes, and parks.

Best Stockbridge, MA hotels with parking

Element By Marriott Lenox Berkshires - Stockbridge, MA
9.7 60 reviews

Element By Marriott Lenox Berkshires

hotel, Lenox
Element Lenox Berkshires, a 3-star hotel in Lenox, is situated within the historical district, offering proximity to Kennedy Park and Pleasant Valley Wilderness Sanctuary (approximately 1.2 kilometres walk) and within 4.8 kilometres of Guido's Marketplace and The Bookstore.
This accommodation provides complimentary continental breakfast, free WiFi in public areas, and an on-site indoor swimming pool, alongside a snack bar and cafe for guest convenience.
Garden Gables - Stockbridge, MA
No reviews

Garden Gables

hotel, Lenox
Room in a 3 star hotel. Your accommodation will be located in Lenox.
Facilities and services: a fridge, free parking and fast check-in and check-out. This hotel in Lenox also has air conditioning!
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