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Accommodations in Stockbridge You’ll Love (Page 2)

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)

33 Main in Lenox, USA

33 Main

Inn in Lenox near Stockbridge, Massachusetts , 33 Main Street
Located in Lenox, within 1.3 miles of Tanglewood and 1.5 miles of Tanglewood Musical Center, 33 Main provides accommodations with a shared lounge and ...
  • Parking

Fabulous 26 Reviews 8.7

from $414.03 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 »

Shaker Mill Inn in West Stockbridge, USA

Shaker Mill Inn

B&B in West Stockbridge near Stockbridge, Massachusetts , 2 Oak Street
Shaker Mill Inn enjoys a location in West Stockbridge, 3.9 miles from Tanglewood Musical Center and 4.3 miles from Tanglewood.
  • Parking
  • Pets allowed
  • Breakfast in the room

Superb 107 Reviews 9.2

from $135.53 Show details »

Private Guest House in Dtwn Lenox, Walk to Dining! in Lenox, USA

Private Guest House in Dtwn Lenox, Walk...

Holiday home in Lenox near Stockbridge, Massachusetts
Private Guest House in Dtwn Lenox, Walk to Dining! offers accommodations in Lenox, 1.6 miles from Cranwell Spa & Golf Club and 1.6 miles from Tanglewo...
  • Parking

Exceptional 11 Reviews 9.5

from $331.27 Show details »

Lakefront Berkshires Retreat with Deck, Dock and Boat! in Great Barrington, USA

Lakefront Berkshires Retreat with Deck,...

Holiday home in Great Barrington near Stockbridge, Massachusetts
Lakefront Berkshires Retreat with Deck, Dock and Boat! is located in Great Barrington, just 5.2 miles from Norman Rockwell Museum and 10 miles from Ta...
  • Parking
  • Pets allowed

Good 4 Reviews 7.5

from $351.06 Show details »

Tranquil 3 BR Stockbridge House with Private Deck! in Stockbridge, USA

Tranquil 3 BR Stockbridge House with Pri...

Holiday home in Stockbridge, Massachusetts
Tranquil 3 BR Stockbridge House with Private Deck! offers accommodations in Stockbridge, 5.7 miles from Tanglewood and 8.7 miles from Cranwell Spa & G...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Exceptional 2 Reviews 9.5

from $354.41 Show details »

Cozy Stockbridge Cabin - Walk to Beach and Lake! in Stockbridge, USA

Cozy Stockbridge Cabin - Walk to Beach a...

Holiday home in Stockbridge, Massachusetts
Cozy Stockbridge Cabin - Walk to Beach and Lake! is located in Stockbridge, just 3.2 miles from Norman Rockwell Museum and 3.3 miles from Tanglewood.
  • Parking
  • Spa and wellness centre

Fabulous 2 Reviews 9.0

from $288.51 Show details »

Granville House in Great Barrington, USA

Granville House

B&B in Great Barrington near Stockbridge, Massachusetts , 98 Division Street
Granville House features air-conditioned accommodations in Great Barrington.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 135 Reviews 9.8

from $199.23 Show details »

The Gatehouse on Golden Hill in Lee, USA

The Gatehouse on Golden Hill

Holiday home in Lee near Stockbridge, Massachusetts , 117 Golden Hill Road
The Gatehouse on Golden Hill is located in Lee, just 7.9 miles from Norman Rockwell Museum and 25 miles from Great Falls.
  • Family rooms

no reviews

from $467.41 Show details »

Too Good AKA 2 Goodrich St in Stockbridge, USA

Too Good AKA 2 Goodrich St

Holiday home in Stockbridge, Massachusetts , 2 Goodrich Street
Too Good AKA 2 Goodrich St offers accommodations in Stockbridge, 6.9 miles from Tanglewood and 19 miles from Great Falls.
  • Family rooms

Exceptional 2 Reviews 10.0

from $403.19 Show details »

Morgans Millhouse Front in Great Barrington, USA

Morgans Millhouse Front

Apartment in Great Barrington near Stockbridge, Massachusetts , 1074 Main Street
Featuring a garden, Morgans Millhouse Front provides accommodations in Great Barrington.
  • Parking
  • Family rooms

Good 7 Reviews 7.8

from $66.00 Show details »

Stockbridge Home Walk to Town Beach! in Stockbridge, USA

Stockbridge Home Walk to Town Beach!

Holiday home in Stockbridge, Massachusetts
Stockbridge Home Walk to Town Beach! is located in Stockbridge, just 2.4 miles from Tanglewood and 3.6 miles from Cranwell Spa & Golf Club.
  • Parking
  • Spa and wellness centre

Very good 4 Reviews 8.5

from $245.26 Show details »

Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge in Lee, USA

Cordelia by AvantStay Amazing Backyard 1...

Holiday home in Lee near Stockbridge, Massachusetts
Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge is located in Lee, just 3.2 miles from Cranwell Spa & Golf Club and 5.7 miles from Tang...
  • Parking
  • Pets allowed

Very good 3 Reviews 8.3

from $307.34 Show details »

Stockbridge Retreat with Pool and Hot Tub! in Stockbridge, USA

Stockbridge Retreat with Pool and Hot Tu...

Holiday home in Stockbridge, Massachusetts
Stockbridge Retreat with Pool and Hot Tub! is located in Stockbridge, just 3.8 miles from Norman Rockwell Museum and 6.8 miles from Cranwell Spa & Gol...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $1.677.89 Show details »

Eastgate Inn B&B in Lenox, USA

Eastgate Inn B&B

B&B in Lenox near Stockbridge, Massachusetts , 207 West Street
Offering garden views, Eastgate Inn B&B in Lenox features accommodations and a garden.
  • Parking

Exceptional 23 Reviews 9.5

from $211.83 Show details »

Wellspring by AvantStay Indoor Pool Views in Richmond, USA

Wellspring by AvantStay Indoor Pool View...

Holiday home in Richmond near Stockbridge, Massachusetts
Wellspring by AvantStay Indoor Pool Views offers accommodations in Richmond, 2.4 miles from Tanglewood Musical Center and 2.8 miles from Tanglewood.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $1.101.83 Show details »

Magical Country Retreat in the Berkshires in Great Barrington, USA

Magical Country Retreat in the Berkshire...

Holiday home in Great Barrington near Stockbridge, Massachusetts , 250 Long Pond Road
Providing a garden, Magical Country Retreat in the Berkshires offers accommodations in Great Barrington.
  • Parking
  • Bar
  • Family rooms
  • Outdoor pool
  • Swimming Pool

no reviews

from $4.626.94 Show details »

Classic Stockbridge Cottage in Stockbridge, USA

Classic Stockbridge Cottage

Holiday home in Stockbridge, Massachusetts , Christian Hill Road 15
Classic Stockbridge Cottage is located in Stockbridge, just a 19-minute walk from Norman Rockwell Museum and 5.6 miles from Tanglewood Musical Center.
  • Parking
  • Pets allowed

no reviews

from $473.45 Show details »

Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires in Stockbridge, USA

Berkshire Vacation Rental: Stockbridge H...

Holiday home in Stockbridge, Massachusetts , Goodrich Street 22
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires offers accommodations in Stockbridge, 3.7 miles from Norman Rockwell Museum...
  • Parking
  • Pets allowed

Exceptional 3 Reviews 10.0

from $462.25 Show details »

Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now in West Stockbridge, USA

Berkshire Vacation Rentals: Loft Style C...

Holiday home in West Stockbridge near Stockbridge, Massachusetts , Pixley Hill Road 9
Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now is located in West Stockbridge, just 2.7 miles from Norman Rockwell Museum a...
  • Parking
  • Pets allowed

no reviews

from $80.00 Show details »

Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods in West Stockbridge, USA

Berkshire Vacation Rentals: Spacious & S...

Holiday home in West Stockbridge near Stockbridge, Massachusetts , Robin Road 4
Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods offers accommodations in West Stockbridge, 3.2 miles from Norman Rockwel...
  • Parking
  • Pets allowed

no reviews

from $82.00 Show details »

Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature in Lee, USA

Berkshire Vacation Rentals: Stonebridge...

Holiday home in Lee near Stockbridge, Massachusetts , Stonebridge Way 11
Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature is located in Lee, just 6.5 miles from Cranwell Spa & Golf Club and 9 mil...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $464.41 Show details »

Great Barrington Lakeside Getaway with Kayak and Grill in Great Barrington, USA

Great Barrington Lakeside Getaway with K...

Holiday home in Great Barrington near Stockbridge, Massachusetts
Great Barrington Lakeside Getaway with Kayak and Grill is located in Great Barrington, just 10 miles from Tanglewood Musical Center and 10 miles from ...
  • Parking

Superb 3 Reviews 9.3

from $388.34 Show details »

Woodland Zen by AvantStay Modern Design Patio in Stockbridge, USA

Woodland Zen by AvantStay Modern Design...

Holiday home in Stockbridge, Massachusetts
Woodland Zen by AvantStay Modern Design Patio is located in Stockbridge, just 3.2 miles from Norman Rockwell Museum and 7.7 miles from Tanglewood Musi...
  • Parking

no reviews

from $346.65 Show details »

Urban Peak Escape in Lenox, USA

Urban Peak Escape

Apartment in Lenox near Stockbridge, Massachusetts , 15 Franklin Street Unit 1
Urban Peak Escape offers accommodations in Lenox, 1.4 miles from Tanglewood and 1.7 miles from Tanglewood Musical Center.
  • Parking

Exceptional 1 Reviews 10.0

from $372.13 Show details »

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