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Check availability on Middletown Gay-Friendly Hotels

Our top choices for Middletown LGBT-friendly hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is 2.168.109 ₫
2.561.078 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Middletown
Reception
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (957)
"Staff both during check in and out were great . Great stay ."
United States
david
The price is 2.609.654 ₫
3.082.654 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
Tru by Hilton Middletown
Courtyard
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (744)
"Overall, it was a good one-night stay. The room was clean and spacious, and parking was convenient. However, the breakfast needs significant improvement; the coffee, eggs, and bacon were all served cold. Additionally, the dining area lacked short tables for children to comfortably sit and eat."
United States
JENNY
The price is 3.767.162 ₫
4.542.034 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Home2 Suites by Hilton Middletown
View from property
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (317)
"Room and service were excellent."
United States
Cymantha
The price is 4.472.190 ₫
5.282.773 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Residence Inn by Marriott Middletown Goshen
Exterior
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1008)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is 2.157.174 ₫
2.548.162 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Chester by IHG
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1014)
"Great stay and room was very nice"
United States
Emmanuel
The price is 2.504.426 ₫
3.083.576 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Harriman Woodbury
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1009)
"Love it, everytime we come this is the place to stay"
United States
William
The price is 2.656.744 ₫
3.005.442 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior
Hampton Inn Monticello

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (620)
"Friendly staff, and room is big"
United States
Yujing
The price is 3.558.435 ₫
4.021.033 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Monticello
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1003)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is 2.657.007 ₫
3.271.440 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Front of property
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.2 out of 10, Good, (698)
"Great Stay!"
United States
Charles
The price is 2.580.717 ₫
3.048.472 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Crossroads Hotel, Newburgh
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 Middletown Hotel Reviews

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Frequently asked questions

Looking for gay-friendly accommodation in Middletown?
Book a place where you can be yourself! You'll find Middletown hotels that are members of the International Gay & Lesbian Travel Association on Expedia. The restaurants is something travellers enjoy about this welcoming area.
How many gay-friendly accommodation options are there in Middletown?
There are currently 4 gay-friendly hotels in Middletown.
What should I do while I'm visiting Middletown?
During your trip, get out and enjoy everything Middletown has to offer. You and your travelling companions may want to visit Paramount Theatre, Orange County Fair Speedway and Orange County Fairgrounds. While you're here, create some great memories of your trip with stops at Galleria at Crystal Run, Highland Lake and Highland Lakes State Park.
What is an LGBTQ-friendly hotel in Middletown?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Middletown, hotels affiliated with IGLTA operate in a spirit of inclusiveness, prioritising a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from a gay-friendly hotel in Middletown?
Stay at a gay-friendly hotel in Middletown and the staff will help you explore the local gay scene and the LGBTQ+ culture. Many of our LGBTQ-friendly accommodation options offer concierge services that provide information about nearby LGBTQ restaurants and local events.