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Check availability on Middletown Gay-Friendly Hotels

Our top choices for Middletown LGBT-friendly hotels

Property grounds
Backyard Garden Oasis

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is ฿6,594
฿7,352 total
includes taxes & fees
15 Dec - 16 Dec
Backyard Garden Oasis
Courtyard
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1258)
"Breakfast was excellent"
United States
James
The price is ฿2,997
฿3,417 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Lobby lounge
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
Santa Rosa
8.4 out of 10, Very good, (2115)
"Nice room and breakfast "
United States
lei
The price is ฿2,877
฿3,343 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1004)
"Great staff and vibe"
United States
Curtis
The price is ฿3,458
฿3,948 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Lobby
Lake Point Lodge

Lake Point Lodge

Lake Point Lodge
2.0 star property
Clearlake Oaks
8.8 out of 10, Excellent, (427)
"Great staff and super clean and peaceful rooms "
United States
Cody
Lake Point Lodge
Breakfast, lunch and dinner served
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.0 out of 10, Very good, (1004)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is ฿4,539
฿5,274 total
includes taxes & fees
16 Dec - 17 Dec
Dry Creek Inn MOD Collection by Sonesta
Exterior
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
3.0 star property
Windsor
9.0 out of 10, Wonderful, (1018)
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is ฿2,997
฿3,417 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Windsor Wine Country by IHG
Seasonal outdoor pool
Skylark Shores Resort

Skylark Shores Resort

Skylark Shores Resort
2.5 star property
Lakeport
8.2 out of 10, Very good, (865)
"Great place to stay!"
United States
Russell
The price is ฿3,066
฿3,765 total
includes taxes & fees
15 Dec - 16 Dec
Skylark Shores Resort
Terrace/patio
Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
2.5 star property
Santa Rosa
7.8 out of 10, Good, (1001)
"Very good breakfast. Lots of choices!"
United States
Linda
The price is ฿3,296
฿3,830 total
includes taxes & fees
20 Dec - 21 Dec
Best Western Plus Wine Country Inn & Suites
Egyptian cotton sheets, premium bedding, in-room safe, desk
Art House Hotel and Suites

Art House Hotel and Suites

Art House Hotel and Suites
3.0 star property
Downtown Santa Rosa
9.4 out of 10, Exceptional, (535)
"Great place for couples be try quiet stay "
United States
Dylan
The price is ฿3,634
฿4,223 total
includes taxes & fees
21 Dec - 22 Dec
Art House Hotel and Suites
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?
Consider this your open invitation to pack your bags and find Middletown hotels that are members of the International Gay & Lesbian Travel Association on our website. Discover the people, places and traditions found only in Middletown.
What should I see while I'm in Middletown?
During your trip, get out and enjoy everything Middletown has to offer. You and your travelling companions may want to visit Twin Pine Casino, Robert Louis Stevenson State Park and Rabbit Hill Preserve. While you're here, create some great memories of your trip with stops at Beaver Creek Vineyards, Langtry Estate and Vineyards and Boggs Mountain Demonstration State Forest.
What is a gay-friendly hotel in Middletown?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Middletown, 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 a gay-friendly hotel in Middletown?
Stay at an LGBTQ-friendly hotel in Middletown and you won't have to hide your same-sex relationship or your sexuality when you check in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.