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Hotels in Stockbridge You’ll Love

Top-Rated Stockbridge Hotels for Every Budget and Style!

Looking for a hotel in Stockbridge (Massachusetts)? Discover a wide range of hotels in Stockbridge and the surrounding area – with rates starting at just $57.00 per night. Whether you are searching for budget-friendly options, family-friendly stays, or upscale hotels for business travelers, Stockbridge offers accommodations for every need and budget.

Browse available hotels to find detailed information, amenities, and the best deals for your trip.

We found 12 Hotels in Stockbridge and the surrounding area (within 40 miles)

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires in Great Barrington, USA

Fairfield Inn & Suites by Marriott Great...

Hotel in Great Barrington near Stockbridge, Massachusetts , 249 Stockbridge Road
Located in Great Barrington, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires has air-conditioned rooms with free WiFi.
  • Parking
  • Fitness centre
  • Family rooms
  • Allergy-free room
  • Indoor pool

Fabulous 93 Reviews 8.8

from $150.80 Show details »

Holiday Inn Express Great Barrington by IHG in Great Barrington, USA

Holiday Inn Express Great Barrington by...

Hotel in Great Barrington near Stockbridge, Massachusetts , 415 Stockbridge Road
Located in Great Barrington, 7.2 miles from Norman Rockwell Museum, Holiday Inn Express Great Barrington by IHG provides accommodations with a fitness...
  • Parking
  • Fitness centre
  • Allergy-free room
  • Indoor pool
  • Swimming pool

Fabulous 241 Reviews 8.7

from $116.99 Show details »

Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel in South Lee, USA

Holiday Inn Club Vacations Oak n Spruce...

Hotel in South Lee near Stockbridge, Massachusetts , 190 Meadow Street
All rooms feature a flat-screen TV with satellite channels and a private bathroom.
  • Parking
  • Bar
  • Fitness centre
  • Family rooms
  • Indoor pool

Fabulous 714 Reviews 8.9

from $117.29 Show details »

The Red Lion Inn in Stockbridge, USA

The Red Lion Inn

Hotel in Stockbridge, Massachusetts , 30 Main Street
Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site ...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 302 Reviews 8.0

from $166.43 Show details »

The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, USA

The Black Swan Lee - Lenox, Ascend Hotel...

Hotel in Lee near Stockbridge, Massachusetts , 435 Laurel Street
The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Fabulous 535 Reviews 8.8

from $103.27 Show details »

Hampton Terrace Inn in Lenox, USA

Hampton Terrace Inn

Hotel in Lenox near Stockbridge, Massachusetts , 91 Walker St.
Featuring a garden, a terrace and a tennis court, Hampton Terrace Inn is located in Lenox and is 1.4 miles from Cranwell Spa & Golf Club.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 26 Reviews 9.3

from $244.51 Show details »

Monument Mountain Motel in Great Barrington, USA

Monument Mountain Motel

Motel in Great Barrington near Stockbridge, Massachusetts , 247 Stockbridge Road
This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator.
  • Parking

Very good 263 Reviews 8.3

from $78.19 Show details »

Travelodge by Wyndham Great Barrington Berkshires in Great Barrington, USA

Travelodge by Wyndham Great Barrington B...

Motel in Great Barrington near Stockbridge, Massachusetts , 400 Stockbridge Road
Located only 5 miles from Stockbridge & Norman Rockwell, this hotel is set in a convenient location in Great Barrington.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 103 Reviews 6.7

from $83.77 Show details »

The Little Lion in Great Barrington, USA

The Little Lion

Motel in Great Barrington near Stockbridge, Massachusetts , 506 Stockbridge Road
Surrounded by the Berkshires, this motel is 5 mi from Ski Butternut and features free Wi-Fi access and views of Monument Mountain.
  • Parking
  • Pets allowed
  • Kids' outdoor play equipment

Good 194 Reviews 7.6

from $103.23 Show details »

Sunset Inn in Lee, USA

Sunset Inn

Motel in Lee near Stockbridge, Massachusetts , 150 Housatonic Street
Offering an outdoor swimming pool, Sunset Inn is located in Lee, Massachusetts just 10 minutes’ drive from Tanglewood music venue.
  • Parking

Pleasant 55 Reviews 6.9

from $94.94 Show details »

Pleasant Valley Motel West Stockbridge in West Stockbridge, USA

Pleasant Valley Motel West Stockbridge

Motel in West Stockbridge near Stockbridge, Massachusetts , 42 Stockbridge Road
Located in West Stockbridge, 3.4 miles from Norman Rockwell Museum, Pleasant Valley Motel West Stockbridge has accommodations with free WiFi and free ...
  • Parking

Okay 109 Reviews 5.7

from $58.60 Show details »

The Ponds at Foxhollow by Capital Vacations in Lenox, USA

The Ponds at Foxhollow by Capital Vacati...

Resort in Lenox near Stockbridge, Massachusetts , 3 Foxhollow Drive
Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 2.5 mi from Tanglewood.
  • Parking
  • Sauna
  • Fitness centre
  • Family rooms
  • Indoor pool

Very good 175 Reviews 8.3

from $96.54 Show details »

Number of Hotels in Stockbridge 12
Number of guest ratings 372
Average price per night $138.00
Lowest price per night $57,00
Highest price per night $338,80

Top 10 Most Popular Hotels in Stockbridge

Explore the Most Popular Hotels in Stockbridge – Ranked by Average Guest Ratings.

Top 10 Cheapest Hotels in Stockbridge

Discover the Cheapest Hotels in Stockbridge – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Hotels in Stockbridge

Check out the Most Booked Hotels in Stockbridge – Based on Guest Popularity.

How to find the best hotel in Stockbridge (Massachusetts)

Finding the best hotel in Stockbridge depends on your individual needs and preferences. First, consider your budget. Deciding how much you are willing to spend can help you narrow down your search and avoid overspending. Keep in mind that higher prices may not always equate to better quality or value.

Next, think about the location. Do you want to stay in the heart of Stockbridge, or would you prefer a quieter area outside of town? Consider factors like proximity to attractions, transportation, and safety when choosing a location.

After that, consider the type of hotel you want to stay in. Do you prefer a boutique hotel with personalized service, or a large chain hotel with more amenities? Think about whats most important to you, whether it is a pool, a gym, or a great restaurant.

It is also important to read reviews from other travelers to get an idea of the hotels reputation. Look for comments about cleanliness, service, and overall experience to get a better sense of what to expect.

Don't be afraid to contact the hotel directly with any questions or concerns. A good hotel should be happy to answer your questions and make your stay as comfortable as possible.

Hotels in Stockbridge - which one to choose?

One of the most common types of hotels in Stockbridge and surrounding region are budget or economy hotels, who offer affordable accommodation for travelers on a tight budget, and extended-stay hotels, which are designed for guests who need to stay for an extended period of time, such as business travelers or those relocating to a new city.

Another popular type of hotel is the boutique hotel. These hotels are smaller in size and typically feature unique and personalized decor and amenities, often designed to appeal to a specific target market or theme. Boutique hotels in Stockbridge are often independently owned and operated, and they are known for their distinctive character and personalized service.

If you want the carefree package maybe the luxury hotel in Stockbridge ist the right choice for you. These hotels are known for their high-end amenities and exceptional service, and are often located in prime locations such as city centers or scenic destinations. Luxury hotels typically feature upscale restaurants, fitness centers, spas, and other lavish facilities, and they are designed to cater to guests who are seeking a luxurious and indulgent experience.

Resort hotels are another common type of accommodation, particularly in tropical and beach destinations. These hotels offer a wide range of amenities, including pools, spas, restaurants, and outdoor activities such as water sports and golf. They are designed to provide guests with a complete vacation experience, with everything they need to relax and have fun in one location.

Accommodation data and pictures provided by Booking.com