Find Golf Hotels in Cheshire, MA
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Cheshire Golf Hotels
Tonight
Sep 20 - Sep 21Tomorrow
Sep 21 - Sep 22Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Cheshire hotels with a golf course
NT$1,976
NT$2,207 total
includes taxes & fees
Sep 21 - Sep 22
NT$3,295
NT$3,681 total
includes taxes & fees
Sep 21 - Sep 22
NT$3,469
NT$3,875 total
includes taxes & fees
Sep 22 - Sep 23
NT$2,807
NT$3,299 total
includes taxes & fees
Sep 23 - Sep 24
NT$3,182
NT$3,554 total
includes taxes & fees
Sep 21 - Sep 22
NT$2,737
NT$3,057 total
includes taxes & fees
Sep 21 - Sep 22
7. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Debra
NT$3,469
NT$3,875 total
includes taxes & fees
Oct 19 - Oct 20
NT$2,533
NT$3,540 total
includes taxes & fees
Oct 1 - Oct 2
View all properties
Top Cheshire Hotel Reviews
The Yankee Inn
10/10 Excellent
"The staff ,as always, were excellent. George, Carl, and Shelley are always a pleasure to deal with. We love your weekend bar."
Vacation Village in the Berkshires
10/10 Excellent
"Love this place for a weekend getaway."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"We enjoyed this Inn. Very scenic on Laural Lake. We enjoyed Mint Restaurant and had a fabulous time kayaking on the lake. It was a great place to celebrate my 59th birthday. Clean, organized and friendly. Would return."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Good"
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
The Red Lion Inn
8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Frequently asked questions
Explore a world of travel with Expedia
- Historic Hotels in Lenox
- Cabin Rentals in North Adams
- Hotels near Bas Ridge Golf Course
- Pittsfield Hotels
- Hotels near Berkshire East Ski Resort
- Hotels near Guido's Marketplace
- Hinsdale Hotels
- Richmond Hotels
- Romantic Hotels in Lenox
- Hotels near Mount Greylock
- Guest Houses in Pittsfield Intermodal Transportation Center
- Hotel Wedding Venues Hotels in Williamstown
- Hotels with an Indoor Pool in Lenox
- Gay friendly Hotels in Williamstown
- Historic Hotels in Richmond
- Winery Hotels in Western Massachusetts
- 3 Star Hotels in Lanesborough
- Hotels with smoking rooms in Lee
- Hotels with a Pool in Stockbridge
- Hotels near Hawley Bog Preserve
- Boutique Hotels in North Adams
- Pet-Friendly Hotels in Pittsfield
- Hotels with smoking rooms in Great Barrington
- Golf Hotels in Lanesborough
- Family Hotels in Monterey
- Hotels with Bars in Pittsfield
- Lenox Hotels
- 5 Star Hotels in Becket
- Hotels near Bousquet Ski Area
- 4 Star Hotels in Charlemont
- Hotel Wedding Venues Hotels in Stockbridge
- Hotel Wedding Venues Hotels in Great Barrington
- Cheap Hotels in Pittsfield
- Hotels with Hot Tubs in Lee
- Hotels near Williams College Museum of Art
- Hotels with an Indoor Pool in The Berkshires
- Hotels with an Indoor Pool in Pittsfield
- Ski Hotels in Stockbridge
- Golf Hotels in Williamstown
- Resorts & Hotels with Spas in Hancock
- Cheap Hotels in The Berkshires
- Hotels with Bars in North Adams
- Williamstown Hotels
- Golf Hotels in Pittsfield
- Hotels with smoking rooms in Western Massachusetts
- Hotels near Herman Melville's Arrowhead
- Pet-Friendly Hotels in Western Massachusetts
- Lodges in Cummington
- Hotels near Williams College
- 4 Star Hotels in Hawley
- Pet-Friendly Hotels in Lee
- Flights from Williamstown
- Flights from Louisville (LOU) to Pittsfield (PSF)
- Flights from Houston (HOU) to Pittsfield (PSF)
- Flights from Asheville (AVL) to Pittsfield (PSF)
- Flights from Watertown (ART) to Pittsfield (PSF)
- Flights from Bangor (BGR) to Pittsfield (PSF)
- Flights from Washington (DCA) to Pittsfield (PSF)
- Flights from Portsmouth (PSM) to Pittsfield (PSF)
- Flights from North Adams
- Flights to Williamstown
- Flights from Sydney (SYD) to Pittsfield (PSF)
- Flights from Pittsfield
- Flights from Pittsfield Municipal
- Flights to North Adams
- Flights from Charleston (CRW) to Pittsfield (PSF)
- Visit Lanesborough
- 62 Center for Theater and Dance
- Hawley Bog Preserve
- Visit Williamstown
- Lenox Mountain
- Williams College Museum of Art
- Pleasant Valley Wilderness Sanctuary
- Visit Lee
- Visit Lenox
- Williamstown Historical Museum
- Bousquet Ski Area
- Frelinghuysen Morris House and Studio
- Visit Charlemont
- Visit Hancock
- Massachusetts Museum of Contemporary Art
- Crane Museum of Papermaking
- Visit Middlefield
- The Clark Art Institute
- Canoe Meadows Wildlife Sanctuary
- Kushi Institute
- Visit Dalton
- Mount Greylock State Reservation Visitor Center
- Bissell Covered Bridge
- North Adams Public Library
- Williamstown Theatre Festival
- Visit North Adams
- Charlemont Federated Church