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Check availability on Pittsfield Gay-Friendly Hotels

Our top choices for Pittsfield LGBT-friendly hotels

Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (691 reviews)
"Five Star stay!"
United States
Adeline
The price is ฿6,251
฿6,982 total
includes taxes & fees
12 Jul - 13 Jul
Hilton Garden Inn Lenox Pittsfield
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, (1,013 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is ฿4,330
฿4,837 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (421 reviews)
The price is ฿3,672
฿4,101 total
includes taxes & fees
22 Jul - 23 Jul
Sunset Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (463 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ฿6,493
฿7,123 total
includes taxes & fees
13 Jul - 14 Jul
Shaker Mill Inn
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 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 ฿6,100
฿6,813 total
includes taxes & fees
10 Aug - 11 Aug
East Rock Inn
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (618 reviews)
"Adorable little place! Staff was incredible and the rooms were cute but the only downside was the rooms had an older home smell!"
United States
Stephanie
The price is ฿4,640
฿5,182 total
includes taxes & fees
20 Jul - 21 Jul
Maple Terrace Motel
Exterior

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, (785 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ฿5,046
฿5,637 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower) | 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, (1,004 reviews)
"Spacious and clean room, great location, friendly staff"
United States
Theresa
The price is ฿5,678
฿6,342 total
includes taxes & fees
22 Jul - 23 Jul
Hotel Downstreet, an Ascend Collection Hotel
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.0 out of 10, Wonderful, (10 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 ฿8,853
฿9,889 total
includes taxes & fees
15 Jul - 16 Jul
The Berkshire Mountain Inn
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (504 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is ฿5,362
฿5,989 total
includes taxes & fees
13 Jul - 14 Jul
Whistler's Inn Bed & Breakfast
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 Pittsfield Hotel Reviews

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.