Best Resorts in Stockbridge

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Oct 17 - Oct 19
In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7

Resorts in Stockbridge

We don't have any properties that match your exact search
See all properties in Stockbridge

Recommended hotels in Stockbridge

Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (746)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
$88 nightly
The price is $98
Nov 2 - Nov 3
Total with taxes and fees
Berkshires Untold
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
$98 nightly
The price is $109
Oct 9 - Oct 10
Total with taxes and fees
Huttopia Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great Indian restaurant in the hotel!"
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1006)
"great place have stayed several times, and hope to return."
$180 nightly
The price is $202
Nov 6 - Nov 7
Total with taxes and fees
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
$335 nightly
The price is $374
Oct 27 - Oct 28
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (142)
"Loved everything especially Lucas and Joe💟☮️"
$164 nightly
The price is $189
Oct 14 - Oct 15
Total with taxes and fees
Blackberry River Inn
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (74)
"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"
$97 nightly
The price is $107
Oct 9 - Oct 10
Total with taxes and fees
The Springs Motel
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Staff was very helpful - easy location - clean rooms!"
$93 nightly
The price is $104
Oct 26 - Oct 27
Total with taxes and fees
Quality Inn
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (777)
"Great property! Very large clean room in a unique hotel! "
$107 nightly
The price is $120
Nov 3 - Nov 4
Total with taxes and fees
Hotel On North
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
$143 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Element Lenox Berkshires
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (762)
"Excellent value. Owners are attentive. Rooms are clean and comfortable. "
$67 nightly
The price is $74
Nov 2 - Nov 3
Total with taxes and fees
Monument Mountain Motel
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (322)
"Nice place "
$104 nightly
The price is $116
Oct 31 - Nov 1
Total with taxes and fees
The Central Downtown Inn & Suites
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (406)
"Peaceful area and great staff; Thank you for the service and experience "
$105 nightly
The price is $121
Oct 13 - Oct 14
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (576)
"The front desk, food service, and housekeeping staff were all very friendly. The room was immaculate as well. "
$131 nightly
The price is $146
Nov 2 - Nov 3
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (680)
"Great stay, perfect "
$97 nightly
The price is $108
Nov 2 - Nov 3
Total with taxes and fees
Berkshire Mountain Lodge
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Nice and clean would stay again."
$84 nightly
The price is $94
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (550)
"Excellent location, friendly service, clean, comfortable room."
$75 nightly
The price is $84
Oct 15 - Oct 16
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (893)
"Excellent customer service and great rooms"
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"Very friendly staff. "
$163 nightly
The price is $182
Oct 28 - Oct 29
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
Wilder House Berkshires
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (35)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
$165 nightly
The price is $185
Nov 3 - Nov 4
Total with taxes and fees
Wilder House Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
"Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)"
soren 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Stockbridge

Find out more about Stockbridge

Stockbridge Resorts information

Number of reviews
12,160
Accommodation
33 Resorts
Lowest Price
$74
Highest Price
$374

Frequently asked questions

What can I expect from a resort vacation in Stockbridge?
You deserve a getaway, and a resort is just the place to treat yourself to the services and amenities you need for a relaxing time in Stockbridge. One of the comfortable resorts in the area might be just what you're searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's the best resort for my stay in Stockbridge?
Our highest-rated resort near Stockbridge: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 2.7 mi (4.3 km) from Stockbridge. Access to a sauna, a fitness center, and a terrace.
What can I do in Stockbridge?
Travelers enjoy visiting the historic sites and other landmarks in Stockbridge, and also have good things to say about its bars. Learn about the local history at monuments like National Shrine of the Divine Mercy, or bring the kids to Berkshire Botanical Garden for some family fun. Additional attractions in the area include Naumkeag Museum and Norman Rockwell Museum.
What's the weather like in Stockbridge?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Stockbridge?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia

Explore a world of travel with Expedia