Title: Gay friendly Vacations in North America 2026 | Expedia.ca

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# North America Gay friendly Vacations

## Book a Hotel + Flight or Car together to unlock savings

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## Flight and Gay friendly hotel deals in North America

Price found within the past 48 hours. Click for updated prices.

![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Boston Park Plaza

Bay Village

CA $867

per person

Jan 28 - Feb 4

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Boston (BOS)

8.4/10 Very Good! (3,135 reviews)

Hotel staff was very friendly, good location, concierge very helpful with dining and shopping suggestions.

Reviewed on Dec 22, 2025

![Dream South Beach, by Hyatt](https://images.trvl-media.com/lodging/1000000/50000/41500/41450/73c3c0b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Dream South Beach, by Hyatt

South Beach

CA $1,070

per person

Feb 28 - Mar 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.4/10 Very Good! (1,003 reviews)

Staff at front was very welcoming. Liked the area

Reviewed on Dec 11, 2025

![El Encanto Santa Barbara](https://images.trvl-media.com/lodging/1000000/30000/20500/20448/26196657_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### El Encanto Santa Barbara

Upper Riviera

CA $3,016

per person

Feb 14 - Feb 21

found 9 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Santa Barbara (SBA)

9.4/10 Exceptional! (529 reviews)

Lovely resort with beautiful grounds

Reviewed on Dec 26, 2025

![Doubletree Resort by Hilton Hollywood Beach](https://images.trvl-media.com/lodging/1000000/50000/40800/40775/4c2db654_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Doubletree Resort by Hilton Hollywood Beach

Hollywood Beach

CA $1,199

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

8/10 Very Good! (1,623 reviews)

Front desk Sheena was super helpful! She needs a raise!

Reviewed on Dec 29, 2025

![Andaz San Diego, by Hyatt](https://images.trvl-media.com/lodging/2000000/1550000/1548200/1548104/ee8739de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Andaz San Diego, by Hyatt

Downtown San Diego

CA $947

per person

Mar 1 - Mar 6

found 22 hours ago

Roundtrip flight included

Vancouver (YVR) to San Diego (SAN)

8.6/10 Excellent! (1,001 reviews)

Courteous staff, coffee in lobby.

Reviewed on Nov 20, 2025

Don't see what you're looking for?

See all available trips from Chicago to North America

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-29/2026-02-05/?FromAirport=Chicago,%20Illinois,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Gay friendly holidays in North America

Price found within the past 48 hours. Click for updated prices.

![The Charleston Place](https://images.trvl-media.com/lodging/1000000/30000/28600/28504/4a7de88d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charleston Place

Charleston Historic District

CA $2,184

per person

Mar 18 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Charleston (CHS)

9.6/10 Exceptional! (1,002 reviews)

Very nice , helpful and friendly staff, great location. Great ambiance for family vacation.

Reviewed on Dec 28, 2025

![El Encanto Santa Barbara](https://images.trvl-media.com/lodging/1000000/30000/20500/20448/26196657_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### El Encanto Santa Barbara

Upper Riviera

CA $3,016

per person

Feb 14 - Feb 21

found 9 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Santa Barbara (SBA)

9.4/10 Exceptional! (529 reviews)

Lovely resort with beautiful grounds

Reviewed on Dec 26, 2025

Don't see what you're looking for?

See all available trips from Chicago to North America

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-29/2026-02-05/?FromAirport=Chicago,%20Illinois,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Gay friendly holidays in North America

Price found within the past 48 hours. Click for updated prices.

![Doubletree Resort by Hilton Hollywood Beach](https://images.trvl-media.com/lodging/1000000/50000/40800/40775/4c2db654_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Doubletree Resort by Hilton Hollywood Beach

Hollywood Beach

CA $582

per person

Feb 2 - Feb 5

found 20 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1,623 reviews)

Front desk Sheena was super helpful! She needs a raise!

Reviewed on Dec 29, 2025

![Dream South Beach, by Hyatt](https://images.trvl-media.com/lodging/1000000/50000/41500/41450/73c3c0b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Dream South Beach, by Hyatt

South Beach

CA $827

per person

Jan 28 - Jan 31

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8.4/10 Very Good! (1,003 reviews)

Staff at front was very welcoming. Liked the area

Reviewed on Dec 11, 2025

![Atlanta Marriott Marquis](https://images.trvl-media.com/lodging/1000000/30000/21500/21498/5fcc5032_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Atlanta Marriott Marquis

Downtown Atlanta

CA $694

per person

Jan 29 - Feb 1

found 10 hours ago

Roundtrip flight included

Edmonton (YEG) to Atlanta (ATL)

8.4/10 Very Good! (3,624 reviews)

Everything was as expected, great staff, great place to stay.

Reviewed on Dec 26, 2025

Don't see what you're looking for?

See all available trips from Chicago to North America

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-29/2026-02-05/?FromAirport=Chicago,%20Illinois,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Gay friendly holidays in North America

Price found within the past 48 hours. Click for updated prices.

![Dream South Beach, by Hyatt](https://images.trvl-media.com/lodging/1000000/50000/41500/41450/73c3c0b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Dream South Beach, by Hyatt

South Beach

CA $757

per person

Mar 1 - Mar 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.4/10 Very Good! (1,003 reviews)

Staff at front was very welcoming. Liked the area

Reviewed on Dec 11, 2025

![Embassy Suites by Hilton Fort Lauderdale 17th Street](https://images.trvl-media.com/lodging/1000000/20000/12000/11909/8d47bc21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Embassy Suites by Hilton Fort Lauderdale 17th Street

East Fort Lauderdale

CA $891

per person

Mar 1 - Mar 5

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Miami (MIA)

8.8/10 Excellent! (674 reviews)

The room was clean and quiet.......unexpectedly I had an uninvited guest that dusturbed my sleep in the middle of the night (cockroach). Overall the stay and service was ok.

Reviewed on Dec 29, 2025

![Casa Morada](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/46d4fa27_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Morada

Matecumbe

CA $1,380

per person

Feb 8 - Feb 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.4/10 Exceptional! (410 reviews)

always a pleasant stay.

Reviewed on Dec 2, 2025

Don't see what you're looking for?

See all available trips from Chicago to North America

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-29/2026-02-05/?FromAirport=Chicago,%20Illinois,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Gay friendly Hotels in North America

![Hyatt Palm Springs](https://images.trvl-media.com/lodging/1000000/10000/6400/6305/113ef640_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Palm Springs

285 N Palm Canyon Dr Palm Springs CA

CA $197

CA $257 total

Jan 12 - Jan 13, 2026

includes taxes & fees

Stay at this hotel in Palm Springs. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...

7.6/10 Good! (1,083 reviews)

Location!

Reviewed on Dec 26, 2025

[](https://expedia.ca/Palm-Springs-Hotels-Hyatt-Palm-Springs.h6305.Hotel-Information)

![Upper Deck Hotel and Bar - Adults Only](https://images.trvl-media.com/lodging/13000000/12270000/12267200/12267103/0b7fc67b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Upper Deck Hotel and Bar - Adults Only

120 E Atol St. South Padre Island TX

CA $156

CA $183 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Stay at this hotel in South Padre Island. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.2/10 Wonderful! (170 reviews)

Fun place to stay. Colorful and evening entertainment every day. Good location.

Reviewed on Dec 2, 2025

[](https://expedia.ca/South-Padre-Island-Hotels-Upper-Deck-Hotel-And-Bar-Adults-Only.h12267103.Hotel-Information)

![Hôtel Gaythering - Gay Hotel - All Adults Welcome](https://images.trvl-media.com/lodging/8000000/7590000/7581300/7581207/470a19f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hôtel Gaythering - Gay Hotel - All Adults Welcome

1409 Lincoln Road Miami Beach FL

CA $149

CA $197 total

Jan 6 - Jan 7, 2026

includes taxes & fees

Book a stay at this spa hotel in Miami Beach. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

9/10 Wonderful! (999 reviews)

Great hotel, staff was super nice.

Reviewed on Dec 4, 2025

[](https://expedia.ca/Miami-Hotels-Hotel-Gaythering-Gay-Hotel-All-Adults-Welcome.h7581207.Hotel-Information)

[See all 1,269,967 properties in North America](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=500001)

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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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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