Find Gay friendly Hotels in Winter Hill, MA

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Check availability on Winter Hill Gay friendly Hotels

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winter Hill LGBT-friendly hotels

Lobby
citizenM Boston Back Bay

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2162)
"Great stay "
United States
Alexander
The price is NT$3,174
NT$3,696 total
includes taxes & fees
Jan 5 - 2026/1/6
citizenM Boston Back Bay
Standard Room, 1 Queen Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi
Found Hotel Boston Common

Found Hotel Boston Common

Found Hotel Boston Common
2.5 star property
Bay Village
8.4 out of 10, Very Good, (1276)
"The room and the staff were very nice. "
United States
Moritz
The price is NT$2,951
NT$3,437 total
includes taxes & fees
Jan 25 - 2026/1/26
Found Hotel Boston Common
Lobby
Hilton Boston Park Plaza

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very Good, (3125)
"Rooms are clean and the hotel is well located "
Canada
Adnan
The price is NT$2,801
NT$4,540 total
includes taxes & fees
Jan 25 - 2026/1/26
Hilton Boston Park Plaza
Suite (VIP) | Premium bedding, in-room safe, blackout drapes, iron/ironing board
Hyatt Regency Boston

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1741)
"Nice hotel, good location, good breakfast, and real nice friendly staff."
United States
Sheila
The price is NT$4,092
NT$5,864 total
includes taxes & fees
Jan 4 - 2026/1/5
Hyatt Regency Boston
In-room safe, blackout drapes, iron/ironing board, free WiFi
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (3895)
"Was perfect for my overnight stay in Boston and close to public transportation, Boston Common and Newburry Street!"
United States
Dawn
The price is NT$2,653
NT$3,090 total
includes taxes & fees
Jan 12 - 2026/1/13
Copley Square Hotel, a FOUND Hotel
Meeting facility
Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1386)
"Room was nice and clean reception staff was very friendly."
United States
Ede
The price is NT$3,232
NT$4,677 total
includes taxes & fees
Jan 2 - 2026/1/3
Aloft by Marriott, Boston Seaport District
Meeting facility
Moxy Boston Downtown

Moxy Boston Downtown

Moxy Boston Downtown
3.5 star property
Bay Village
8.8 out of 10, Excellent, (1010)
"Great amenities and staff- perfect location "
United States
Molly
The price is NT$2,548
NT$4,246 total
includes taxes & fees
Jan 22 - 2026/1/23
Moxy Boston Downtown
Bar (on property)
Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2244)
"Hotel was great. We enjoyed our stay."
United States
Heather
The price is NT$4,243
NT$4,941 total
includes taxes & fees
Jan 3 - 2026/1/4
Hyatt Place Boston/Seaport District
Exterior
Renaissance® Boston Seaport District

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1000)
"The room is so clean the hotel is beautiful the restaurant is amazing the service amazing to I recommend 😍"
United States
Marilyn
The price is NT$3,985
NT$5,920 total
includes taxes & fees
Jan 2 - 2026/1/3
Renaissance® Boston Seaport District
Interior
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End
3.0 star property
South End
9.0 out of 10, Wonderful, (1003)
"Great stay"
United States
John
The price is NT$2,514
NT$3,839 total
includes taxes & fees
Jan 19 - 2026/1/20
Staypineapple, A Delightful Hotel, South End
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 Winter Hill Hotel Reviews

Hyatt Regency Boston

Hyatt Regency Boston

10/10 Excellent
"For the price and location I thought this place was excellent. Easy valet parking, friendly staff, decent restaurant, clean room with an awesome view. Steps from Washington Street and Downtown Crossing. You can get to Macy’s and the T without going outside."
John 2-night trip
Posted 19 hours ago
Hyatt Regency Boston

Frequently asked questions

How do I find a gay-friendly hotel in Winter Hill?
If you're searching for a place where you'll feel at ease in Winter Hill, you can trust the lodging options listed as LGBTQ-friendly on our website. Discover the people, places, and traditions found only in Winter Hill.
What should I see while I'm in Winter Hill?
During your vacation, get out and discover all that Winter Hill is known for. You and your traveling companions may want to visit TD Garden, Fenway Park, and Encore Boston Harbor. While you're here, capture some great memories of your trip with stops at Copley Square and New England Aquarium.
What is a gay-friendly hotel in Winter Hill?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual, and transgender travelers are proudly welcomed. We have worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of gay-friendly hotels worldwide. In Winter Hill, 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 a gay-friendly hotel in Winter Hill?
Stay at an LGBTQ-friendly hotel in Winter Hill and you won't have to hide your same-sex relationship or your sexuality when you check-in. Many of our LGBTQ-friendly accommodations offer concierge services that provide information about nearby LGBTQ restaurants and local events.

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