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

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Check availability on Cheshire LGBT-Friendly Hotels

Our top choices for Cheshire LGBT-friendly hotels

Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is €195
includes taxes & fees
26 Jan - 27 Jan
Harbour House Inn
Restaurant

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, (1,006 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is €94
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (443 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is €103
includes taxes & fees
22 Jan - 23 Jan
Shaker Mill Inn
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (662 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is €123
includes taxes & fees
23 Jan - 24 Jan
Hilton Garden Inn Lenox Pittsfield
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is €120
includes taxes & fees
10 Feb - 11 Feb
Hotel Downstreet, an Ascend Collection Hotel
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (595 reviews)
"Cute place"
United States
Lisa
The price is €95
includes taxes & fees
21 Jan - 22 Jan
Maple Terrace Motel
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (824 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is €125
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby lounge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The room and amenities were amazing. "
United States
Kathleen
The price is €114
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn & Suites Berkshires-Lenox
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"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 €87
includes taxes & fees
25 Jan - 26 Jan
Sunset Inn
Property amenity

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
Williamstown
8.8 out of 10, Excellent, (402 reviews)
"Stayed one night...great breakfast"
United States
Kimberley
The price is €155
includes taxes & fees
25 Jan - 26 Jan
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

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.

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