Search Gay-Friendly Hotels in Pittsfield

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Gay-Friendly Hotels

Tonight
1 Nov - 2 Nov
Tomorrow
2 Nov - 3 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Top Pittsfield Gay-Friendly Hotels

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, (935)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is ฿3,330
฿3,720 total
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (655)
"Lovely hotel, room was great along with the staff and the grounds where beautiful. Thank you."
United States
Vicki
The price is ฿4,134
฿4,618 total
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Lenox Pittsfield
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (432)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
The price is ฿3,524
฿3,866 total
includes taxes & fees
3 Nov - 4 Nov
Shaker Mill Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (686)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is ฿3,459
฿3,864 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (747)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
United States
Denise
The price is ฿4,623
฿5,164 total
includes taxes & fees
6 Nov - 7 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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
9.0 out of 10, Wonderful, (773)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is ฿3,783
฿4,677 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior detail
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (581)
"Pool, fire pit, grounds and staff were great!"
United States
Kristy
The price is ฿3,201
฿3,575 total
includes taxes & fees
2 Nov - 3 Nov
Maple Terrace Motel
Exterior
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"The staff is very friendly and helpful "
United States
karin
The price is ฿3,595
฿4,016 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Berkshires-Lenox
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
7.6 out of 10, Good, (408)
"The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants."
United States
Debbie
The price is ฿2,910
฿3,250 total
includes taxes & fees
3 Nov - 4 Nov
Sunset Inn
Property amenity
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (584)
"Fabulous place"
United States
Mary
The price is ฿4,106
฿4,586 total
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott Lenox Berkshires
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.
View all properties

Top Pittsfield Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for LGBTQ-friendly accommodation in Pittsfield?
If you're looking for a place where you'll feel at ease in Pittsfield, our website has the gay-friendly hotel you're looking for. Visitors are sure to enjoy all Pittsfield has to offer including its entertainment venues.
What's the best LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good choice for your holiday.
How many gay-friendly accommodation options are there in Pittsfield?
You'll find 2 gay-friendly accommodation options in Pittsfield.
What should I see while I'm in Pittsfield?
During your trip, get out and enjoy everything Pittsfield has to offer. You and your travelling companions may want to visit Berkshire Museum, Colonial Theater and Barrington Stage Company. While you're here, create some great memories of your trip with stops at Bousquet Ski Area, Hancock Shaker Village and Housatonic River.
What is an LGBTQ-friendly hotel in Pittsfield?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. You'll find a selection of LGBTQ-friendly accommodation options on our site. In Pittsfield, 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 LGBTQ-friendly accommodation in Pittsfield?
Stay at a gay-friendly hotel in Pittsfield and you won't have to hide your same-sex relationship or your sexuality when you check in. Many of our LGBTQ-friendly accommodation options offer concierge services that provide information about nearby LGBTQ restaurants and local events.