Photo by Ed Gaffny

Cheshire Hotel Guide - LGBT-Friendly Hotels in Cheshire, Massachusetts

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Check availability on Cheshire LGBT-Friendly Hotels

Top Cheshire LGBT-Friendly Hotels

Exterior
Harbour House Inn
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is €240
includes taxes & fees
16 Oct - 17 Oct
Harbour House Inn
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (901)
"Excellent customer service and great rooms"
The price is €99
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (428)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is €127
includes taxes & fees
4 Nov - 5 Nov
Shaker Mill Inn
Exterior
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Very clean, nice amenities , great location!!"
The price is €107
includes taxes & fees
13 Nov - 14 Nov
Hampton Inn & Suites Berkshires-Lenox
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1006)
"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"
The price is €125
includes taxes & fees
12 Nov - 13 Nov
Hotel Downstreet, an Ascend Collection Hotel
Exterior detail
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (581)
"Excellent place. Bountiful view. "
The price is €95
includes taxes & fees
2 Nov - 3 Nov
Maple Terrace Motel
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
7.6 out of 10, Good, (407)
"That can be reserved at any time"
The price is €87
includes taxes & fees
3 Nov - 4 Nov
Sunset Inn
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (651)
"Nice quiet hotel, easy in and out, friendly staff"
The price is €126
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield
Property amenity
Courtyard by Marriott Lenox Berkshires
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. "
The price is €123
includes taxes & fees
9 Nov - 10 Nov
Courtyard by Marriott Lenox Berkshires
Exterior
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (385)
"our stay was great."
The price is €137
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Williamstown
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 Cheshire Hotel Reviews

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Frequently asked questions

Looking for an LGBTQ-friendly hotel in Cheshire?
If you're interested in booking a place where you'll feel at ease in Cheshire, our website has the gay-friendly hotel you're looking for. Discover the people, places and traditions found only in Cheshire.
What is the favourite LGBTQ-friendly place to stay in Cheshire?
Harbour House Inn is a top LGBTQ-friendly B&B, and features free breakfast and free WiFi.
What should I see while I'm in Cheshire?
During your trip, get out and enjoy everything Cheshire has to offer. You and your travelling companions may want to visit Mount Greylock State Reservation.
What is a gay-friendly hotel in Cheshire?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. You'll find a selection of LGBTQ-friendly accommodation options on our site. In Cheshire, these hotels will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from a gay-friendly hotel in Cheshire?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Cheshire, and you'll be around like-minded people, so you can relax and enjoy your trip. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer wedding ceremonies and honeymoon packages for same-sex couples.