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Check availability on Pittsfield Golf Hotels

Our top choices for Pittsfield hotels with a golf course

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 2.266.438 ₫
2.531.589 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Berkshire Inn
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is 2.443.294 ₫
2.729.160 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Check-in/check-out kiosk
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (787)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is 2.601.040 ₫
3.494.177 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is 2.111.196 ₫
2.358.206 ₫ total
includes taxes & fees
25 Dec - 26 Dec
FairBridge Inn Express
Gazebo
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (884)
"Clean, Great Staff, Quiet"
United States
john
The price is 1.968.868 ₫
2.324.161 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Cozy Corner Motel
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 1.976.775 ₫
2.208.189 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Travelodge by Wyndham Great Barrington Berkshires
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 2.820.199 ₫
3.150.163 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Suite, Private Bathroom (RedBird Suite) | View from room
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 10.066.265 ₫
12.177.318 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Property grounds
Willows Motel Williamstown

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (992)
"Very friendly staff and fresh fruit at breakfast!"
United States
Justin
The price is 2.016.311 ₫
2.252.206 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Willows Motel Williamstown
Miscellaneous
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 2.667.328 ₫
2.979.405 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 Pittsfield Hotel Reviews

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Frequently asked questions

Are you looking for a golf hotel in Pittsfield?
From golf caddies to clubhouses to panoramic pools, Expedia has something for you. Families can enjoy baseball games, entertainment, museums and cycling trails. Also, check out the theatre scene and opera in Pittsfield.
How many golf hotels are there in Pittsfield?
Expedia has 1 lodging option in Pittsfield classified as a golf hotel.
What should I see and do in Pittsfield while on a golf holiday?
When you're ready for a break from the back nine, you'll discover that Pittsfield has lots to offer. Explore the local sights and attractions with a stop at Berkshire Museum, Colonial Theater and Bousquet Ski Area. Also, don't miss Hancock Shaker Village, Housatonic River and Berkshire Athenaeum.
What is a golf hotel in Pittsfield like?
Golf hotels in Pittsfield offer lodging and easy access to a golf course. On Expedia, you will be able to find a wide selection of golf hotels which have either a 9+ hole golf course, or that are located next to an 18+ hole golf course. Golf hotels provide a choice of services and amenities including golf club rentals, caddies and shuttles.