A river surrounded by autumn-colored trees and a forested hill.

Find Hotels with Free Parking in Stockbridge, MA from CA $141

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Check availability on Stockbridge Hotels with Free Parking

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Stockbridge hotels with parking

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A bar with wooden floors and shelves filled with bottles.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Mallory
CA $221
CA $316 total
includes taxes & fees
Nov 4 - Nov 5
The Red Lion Inn
Front of property
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A stone fountain surrounded by trees in a park setting.
A living room with a fireplace, leather sofas, and a dog.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Kimberly
CA $511
CA $599 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

3. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
United States
Philippe
CA $476
CA $576 total
includes taxes & fees
Nov 7 - Nov 8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside dock with kayaks and a covered boat ramp.
A lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
CA $152
CA $170 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern hotel lobby with seating areas, tables, and a reception desk.
A kitchenette with a microwave, coffee maker, and coffee cups.
A breakfast bar with a variety of food options including cereal, fruit, and yogurt.
A coffee station with two coffee machines and a variety of coffee pods and cups.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Cynthia
CA $126
CA $141 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.
Living area
A hotel room with a wooden desk, a flat-screen TV, a coffee maker, a blue chair, and a lamp.
Pool

6. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
CA $154
CA $172 total
includes taxes & fees
Oct 31 - Nov 1
Hampton Inn & Suites Berkshires-Lenox
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

7. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
James
CA $130
CA $145 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Lee - Lenox South
A red building with a sign reading "Shaker Mill Inn."
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

8. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mahadeva
CA $165
CA $181 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
A large house with a balcony and a grassy yard.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A two-story building with a gabled roof and a chimney.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

9. The Little Lion

The Little Lion
Great Barrington
United States
David
CA $145
CA $162 total
includes taxes & fees
Oct 26 - Oct 27
The Little Lion
Two Adirondack chairs facing a river with a forested hill in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

10. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
CA $133
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
View all properties

Top Stockbridge Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Property is on a little lake and we had a balcony room with view of the lake. I can imagine it must be great to have in the warmer months, but we enjoyed the view nonetheless. Everything was clean, staff was friendly, the restaurant food we sampled was very good, the jet tub was much appreciated, and the location was perfect for exploring all of the quaint towns in the Berkshires. The nightly rate was very reasonable."
Therese 1-night trip
Posted 5 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nice Property clean rooms walked the new footpath out back always enjoy the saltwater pool."
Dan 2-night trip
Posted 10 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 13 hours ago
Quality Inn Great Barrington
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"
Sandra 1-night trip
Posted 1 day ago
The Cornell Inn, Lenox & The Berkshires
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"A"
Shenaz 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
Kimberly 1-night trip
Posted 4 days ago
The Inn at Stockbridge
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
Richard 1-night trip
Posted 9 days ago
FairBridge Inn Express

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