Gay friendly Hotels in Pittsfield, Massachusetts

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Our top choices for Pittsfield LGBT-friendly hotels

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, (1,001 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is P7,527
P8,407 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (678 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is P8,847
P9,883 total
includes taxes & fees
Jun 4 - Jun 5
Hilton Garden Inn Lenox Pittsfield

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (457 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P6,725
P7,377 total
includes taxes & fees
May 25 - May 26
Shaker Mill Inn

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (606 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is P6,713
P7,499 total
includes taxes & fees
May 26 - May 27
Maple Terrace Motel

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, (766 reviews)
"Above average hotel breakfast. Very clean hotel."
United States
Helen
The price is P7,637
P8,531 total
includes taxes & fees
Jun 1 - Jun 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great breakfast."
United States
Linda
The price is P8,457
P9,447 total
includes taxes & fees
May 28 - May 29
Hampton Inn & Suites Berkshires-Lenox

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (45 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is P9,045
P10,104 total
includes taxes & fees
Jun 7 - Jun 8
East Rock Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (413 reviews)
"Nice place for a stay"
United States
Jay
The price is P6,775
P7,568 total
includes taxes & fees
Jun 8 - Jun 9
Sunset Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is P10,436
P11,657 total
includes taxes & fees
May 28 - May 29
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is P15,228
P17,010 total
includes taxes & fees
Jun 1 - Jun 2
The Berkshire Mountain Inn
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.

Top Pittsfield Hotel Reviews

Frequently asked questions

Searching for an LGBTQ-friendly hotel in Pittsfield?
If you're searching for a place where you'll feel welcome in Pittsfield, Expedia has all the gay-friendly hotels you'd wish for. Visitors are sure to enjoy all Pittsfield has to offer including its entertainment venues.
What is the favorite LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free WiFi and free internet. Hilton Garden Inn Lenox Pittsfield is another good choice for your stay.
How many gay-friendly accommodations are there in Pittsfield?
You'll find 2 gay-friendly hotels in Pittsfield.
What should I see while I'm in Pittsfield?
During your vacation, get out and enjoy all that Pittsfield has to offer. You and your traveling companions may want to visit Berkshire Museum, Barrington Stage Company, and Bousquet Ski Area. While you're here, create some great memories of your trip with stops at Hancock Shaker Village, Housatonic River, and Colonial Theater.
What is an LGBTQ-friendly hotel in Pittsfield?
LGBTQ-friendly hotels welcome all travelers who identify as LGBTQIA+. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Pittsfield, hotels affiliated with IGLTA will provide lesbian, gay, bisexual, and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from an LGBTQ-friendly accommodation in Pittsfield?
Stay at an LGBTQ-friendly hotel in Pittsfield and the staff will help you explore the local gay scene and the LGBTQ+ culture. Many of our LGBTQ-friendly accommodations offer wedding ceremonies and honeymoon packages for same-sex couples.

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