Hotels in Stockbridge, MA

12 available hotel offers

2 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Stockbridge, MA hotels
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

12 Cheap hotels in Stockbridge, MA

Best Stockbridge, MA hotels for families

Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires - Stockbridge, MA
9.1 2076 reviews
Stockbridge, MA
04/08 – 10/08
187 €/nighttotal: 1122 € (6 )

Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires

1 5
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.
The Red Lion Inn - Stockbridge, MA
8.6 1302 reviews
Stockbridge, MA
24/07 – 28/07
1190 €/nighttotal: 4760 € (4 )

The Red Lion Inn

3 6
hotel , Stockbridge
The Red Lion Inn is situated in the centre of Stockbridge, Massachusetts, just a short distance from the Norman Rockwell Museum and other local attractions. It's a 4-star hotel with very good user ratings. The hotel offers a range of amenities and activities, including a swimming pool, a spa, a restaurant, and a bar. Guests can enjoy the classic American cuisine at the on-site restaurants, relax in the garden, or explore the surrounding area.

Best Stockbridge, MA hotels with a pool

Among the 8 accommodations in Stockbridge, MA, here are the 3 best hotels with a pool

All Season Escape | Four 2br Rooms, Pools, Movie Nights & Game Room Galore - Stockbridge, MA
Stockbridge, MA
24/07 – 28/07
963 €/nighttotal: 3852 € (4 )

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

8 6
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.
Four 2br Rooms, Fitness Center, Pools, Movie Nights & Game Room Galore - Stockbridge, MA
Stockbridge, MA
24/07 – 28/07
963 €/nighttotal: 3852 € (4 )

Four 2br Rooms, Fitness Center, Pools, Movie Nights & Game Room Galore

8 6
hotel , Lee
This hotel is situated in the scenic Berkshires, a short drive from local landmarks including the Berkshire Theatre Festival and Mission House, offering a New England experience.
The "All Season Escape" package features eight two-bedroom lodges totalling 94 square meters of floor area, accommodating up to 24 guests with amenities such as indoor and outdoor pools, a fitness centre, a movie theatre, an arcade room, and on-site laundry facilities.
Three Villas, Endless Play | Indoor Pools, Trails, Games &  Bbq Decks - Stockbridge, MA
10 1 review
Stockbridge, MA
04/08 – 10/08
684 €/nighttotal: 4104 € (6 )

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

6 5
hotel , Lee
This accommodation is located in South Lee, within the mountain region, placing it approximately 3.2 kilometres from Greenock Country Club and Wyndhurst Golf Club, with Monument Mountain Reservation and Monument Mountain also nearby.
The "Three Villas, Endless Play" offer provides a family-friendly retreat with an on-site water park, featuring six bedrooms and six bathrooms to accommodate up to 18 guests, along with an indoor swimming pool, fitness centre, and balconies with mountain views.

Frequently asked questions about hotels in Stockbridge, MA

  • What are the top landmarks to see in and around Stockbridge, MA?

    Stockbridge is a charming town with plenty to see. The Norman Rockwell Museum is a must-visit, showcasing the iconic artist's work. The Tanglewood Music Center is a renowned summer music festival with a beautiful outdoor amphitheatre. For a glimpse into history, visit the Stockbridge Town Hall, a well-preserved 18th-century building.
  • 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 are the most affordable attractions in and around Stockbridge, MA?

    You can enjoy Stockbridge without breaking the bank. The Stockbridge Town Library is a great place to relax and browse books. The Stockbridge Bowl is a beautiful lake perfect for a picnic or a stroll. The Chesterwood, the former home of sculptor Daniel Chester French, offers free admission on Tuesdays.
  • What are the best luxury hotels in Stockbridge, MA?

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

  • How can travelers relax during a week in and arond Stockbridge, MA?

    Stockbridge is perfect for a relaxing getaway. Take a scenic drive along the Mohawk Trail, stopping at charming villages and scenic overlooks. Enjoy a leisurely walk through the beautiful grounds of the Naumkeag estate. Or simply unwind with a good book at the Red Lion Inn, a historic inn with a cozy atmosphere.
  • What are the best family friendly hotels in Stockbridge, MA?

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

    Hotels in Stockbridge generally offer comfortable rooms with standard amenities like Wi-Fi, TVs, and private bathrooms. Some hotels may also have additional features like swimming pools, fitness centres, or on-site restaurants. It's always a good idea to check the specific amenities offered by each hotel before booking.
  • What are the best pet friendly hotels in Stockbridge, MA?

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

    The best time to book a hotel in Stockbridge depends on your preferences. If you're looking for the best deals, consider booking during the off-season, which is generally from November to April. However, if you want to experience the town at its busiest, book during the summer months, when the Tanglewood Music Center is in full swing.
  • What are the best hotels with jacuzzi in Stockbridge, MA?

    The Red Lion Inn and Two Blocks From The Red Lion Inn & Next To Berkshire Theater are the best hotels with a jacuzzi in Stockbridge, MA.

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

    Stockbridge is a dog-friendly town. Take your furry friend for a walk along the Stockbridge Bowl, where they can enjoy the fresh air and water. Many restaurants have outdoor seating areas where you can enjoy a meal with your pet. The Chesterwood estate also welcomes well-behaved dogs on leash.
  • Which towns or cities worth a visit near Stockbridge, MA?

    There are several charming towns and cities within a short drive of Stockbridge. Lenox is just a few kilometres away, known for its beautiful scenery and the Tanglewood Music Center. Great Barrington, about 10 kilometres south of Stockbridge, is a vibrant town with a bustling arts scene and a variety of shops and restaurants. If you're looking for a bigger city, Albany, New York is about 100 kilometres away and offers plenty of cultural attractions and historical sites.

Destinations nearby

Best Stockbridge, MA hotels with breakfast

Among the 8 accommodations in Stockbridge, MA, here are the 1 best hotels with breakfast

Four 2br Rooms, Fitness Center, Pools, Movie Nights & Game Room Galore - Stockbridge, MA
Stockbridge, MA
24/07 – 28/07
963 €/nighttotal: 3852 € (4 )

Four 2br Rooms, Fitness Center, Pools, Movie Nights & Game Room Galore

8 6
hotel , Lee
This hotel is situated in the scenic Berkshires, a short drive from local landmarks including the Berkshire Theatre Festival and Mission House, offering a New England experience.
The "All Season Escape" package features eight two-bedroom lodges totalling 94 square meters of floor area, accommodating up to 24 guests with amenities such as indoor and outdoor pools, a fitness centre, a movie theatre, an arcade room, and on-site laundry facilities.

Best Stockbridge, MA hotels with parking

Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires - Stockbridge, MA
9.1 2076 reviews
Stockbridge, MA
04/08 – 10/08
187 €/nighttotal: 1122 € (6 )

Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires

1 5
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.
The Red Lion Inn - Stockbridge, MA
8.6 1302 reviews
Stockbridge, MA
24/07 – 28/07
1190 €/nighttotal: 4760 € (4 )

The Red Lion Inn

3 6
hotel , Stockbridge
The Red Lion Inn is situated in the centre of Stockbridge, Massachusetts, just a short distance from the Norman Rockwell Museum and other local attractions. It's a 4-star hotel with very good user ratings. The hotel offers a range of amenities and activities, including a swimming pool, a spa, a restaurant, and a bar. Guests can enjoy the classic American cuisine at the on-site restaurants, relax in the garden, or explore the surrounding area.
©2026 cozycozy.com