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Check availability on Stockbridge Golf Hotels

Our top choices for Stockbridge hotels with a golf course

Business centre
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.047.169 ₫
12.154.218 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is 3.946.050 ₫
5.583.134 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is 4.395.753 ₫
5.057.357 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Cornell Inn, Lenox & The Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is 1.973.025 ₫
2.204.000 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Travelodge by Wyndham Great Barrington Berkshires
Property grounds
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Seasonal outdoor pool
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is 2.262.139 ₫
2.526.809 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Berkshire Inn
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is 2.367.630 ₫
2.644.643 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Sunset Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is 2.814.849 ₫
3.144.186 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is 2.638.592 ₫
2.947.307 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is 4.972.023 ₫
5.553.749 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Jiminy Peak Mountain Resort
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.
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Top Stockbridge Hotel Reviews

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Frequently asked questions

Are you looking for a golf hotel in Stockbridge?
From golf carts to driving ranges to onsite spas, Expedia is the place to book your golfing trip. Local family-friendly activities include museums. Also, check out the historical sites and bars in Stockbridge.
How many golf hotels are there in Stockbridge?
Expedia has 1 lodging option in Stockbridge classified as a golf hotel.
What should I see and do in Stockbridge while on a golf holiday?
When you're ready for a break from the back nine, you'll discover that Stockbridge has lots to offer. Explore the local sights and attractions with a stop at Naumkeag Museum, National Shrine of the Divine Mercy and Norman Rockwell Museum. Also, don't miss Berkshire Botanical Garden, Stockbridge Bowl and Frelinghuysen Morris House and Studio.
What is a golf hotel in Stockbridge like?
Golf hotels in Stockbridge offer accommodation as well as convenient access to a golf course. On Expedia, you will be able to find a number of golf hotels with either a 9+ hole golf course, or that are positioned adjacent to an 18+ hole golf course. Golf hotels provide a choice of services and amenities such as equipment rentals, clubhouses and shuttles.