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Accommodations in Stockbridge You’ll Love

Affordable, Top-Rated Places to Stay in Stockbridge – For Every Budget

Looking for accommodation in Stockbridge (Massachusetts)? Discover a wide range of places to stay starting at just $51.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Stockbridge accommodation today!

We found 52 Accommodations in Stockbridge and the surrounding area (within 20 miles)

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 »

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 »

Econo Lodge Lee - Great Barrington in Lee, USA

Econo Lodge Lee - Great Barrington

Lodge in Lee near Stockbridge, Massachusetts , 980 Pleasant Street
Located in Lee, Econo Lodge Lee - Great Barrington has mountain views and free WiFi, 5.4 miles from Norman Rockwell Museum and 5.7 miles from Cranwell...
  • Parking
  • Pets allowed

Pleasant 235 Reviews 6.5

from $56.97 Show details »

Pilgrim Inn in Lee, USA

Pilgrim Inn

Inn in Lee near Stockbridge, Massachusetts , 165 Housatonic Street
Located in Lee and with Cranwell Spa & Golf Club reachable within 3.6 miles, Pilgrim Inn has express check-in and check-out, non-smoking rooms, a gard...
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Disappointing 316 Reviews 4.2

from $89.00 Show details »

Quality Inn in Lee, USA

Quality Inn

Inn in Lee near Stockbridge, Massachusetts , 170 Housatonic Street
Quality Inn has accommodations in Lee.
  • Parking
  • Family rooms

Very good 390 Reviews 8.1

from $93.76 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 »

Stockbridge Country Inn in Stockbridge, USA

Stockbridge Country Inn

B&B in Stockbridge, Massachusetts , 26 Glendale Road
Providing garden views, Stockbridge Country Inn in Stockbridge provides accommodations and a terrace.
  • Parking
  • Allergy-free room
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 17 Reviews 9.2

from $374.37 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 »

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 »

Whistler's Inn in Lenox, USA

Whistler's Inn

B&B in Lenox near Stockbridge, Massachusetts , 5 Greenwood Street
Whistlers Inn offers air-conditioned accommodations in Lenox.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Very good 146 Reviews 8.2

from $171.91 Show details »

Chambery Inn in Lee, USA

Chambery Inn

B&B in Lee near Stockbridge, Massachusetts , 199 Main St.
This historic Massachusetts bed and breakfast features free Wi-Fi access and a beautiful front yard.
  • Parking
  • Breakfast in the room
  • Spa and wellness centre
  • Allergy-free room

Superb 29 Reviews 9.1

from $201.61 Show details »

The Constance, The Whitlock, & The Dewey By The Lenox Collection in Lenox, USA

The Constance, The Whitlock, & The Dewey...

Inn in Lenox near Stockbridge, Massachusetts , 11 Old Stockbridge Road.
Located in Lenox, 1.3 miles from Tanglewood, The Constance, The Whitlock, & The Dewey By The Lenox Collection provides accommodations with a fitness c...
  • Parking
  • Fitness centre

Very good 451 Reviews 8.0

from $110.58 Show details »

Brook Farm Inn in Lenox, USA

Brook Farm Inn

B&B in Lenox near Stockbridge, Massachusetts , 15 Hawthorne Street
Brook Farm Inn in Lenox provides adults-only accommodations with a seasonal outdoor swimming pool and a garden.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 53 Reviews 9.1

from $265.94 Show details »

The Cornell Inn in Lenox, USA

The Cornell Inn

B&B in Lenox near Stockbridge, Massachusetts , 203 Main Street
Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped...
  • Parking
  • Bar
  • Family rooms

Fabulous 528 Reviews 8.8

from $148.87 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 »

Devonfield Inn in Lee, USA

Devonfield Inn

B&B in Lee near Stockbridge, Massachusetts , 85 Stockbridge Rd.
Devonfield Inn in Lee provides accommodations with a garden and a shared lounge.
  • Parking
  • Fitness centre
  • Family rooms
  • Swimming pool
  • Swimming Pool

Very good 13 Reviews 8.3

from $300.47 Show details »

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 »

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 »

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 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 »

The Cottage in Stockbridge, USA

The Cottage

B&B in Stockbridge, Massachusetts , 14 Prospect Hill Road
The Cottage provides air-conditioned accommodations in Stockbridge.
  • Parking
  • Pets allowed
  • Family rooms
  • Breakfast in the room
  • Spa and wellness centre

Good 40 Reviews 7.5

from $240.24 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 »

Gateways Inn in Lenox, USA

Gateways Inn

B&B in Lenox near Stockbridge, Massachusetts , 51 Walker Street
Gateways Inn offers accommodations in Lenox, 1.5 miles from Tanglewood Musical Center and 6.7 miles from Norman Rockwell Museum.
  • Parking
  • Family rooms

Superb 19 Reviews 9.3

from $171.59 Show details »

Lakehouse Inn in Lee, USA

Lakehouse Inn

Inn in Lee near Stockbridge, Massachusetts , 615 Laurel Street
Located in Lee, 1.3 miles from Cranwell Spa & Golf Club, Lakehouse Inn provides accommodations with a garden, free private parking, a terrace and a ba...
  • Parking
  • Bar

Superb 151 Reviews 9.3

from $164.20 Show details »

Apple Tree Inn in Lenox, USA

Apple Tree Inn

Inn in Lenox near Stockbridge, Massachusetts , 10 Richmond Mountain Road
Located in Lenox, a 12-minute walk from Tanglewood Musical Center, Apple Tree Inn has accommodations with a seasonal outdoor swimming pool, free priva...
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Outdoor pool

Fabulous 224 Reviews 8.8

from $138.51 Show details »

Number of Accommodations in Stockbridge 52
Number of guest ratings 372
Average price per night $210.00
Lowest price per night $51,00
Highest price per night $1.157,96

Top 10 Most Popular Accommodations in Stockbridge

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

Top 10 Cheapest Accommodations in Stockbridge

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

Top 10 Most Booked Accommodations in Stockbridge

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

Discover Stockbridge – Your Guide to the Best Places to Stay

Planning a trip to Stockbridge? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Stockbridge offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Stockbridge, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Stockbridge, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Stockbridge

To find the perfect place to stay in Stockbridge, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com