Destinations
Inspiration
Drag queen performs at Woody's gay bar in Toronto. Nightlife scene with a crowd, stage lights, and performer in a purple wig.
Live music at Woody's and Sailor Bar, a gay bar in Toronto. Band performing under red lights. Gay travel advice, nightlife.
Interior of Woody's and Sailor gay bar in Toronto. Colorful lights, patrons at the bar, and hanging decorations. Gay travel.
Interior of Woody's gay bar in Toronto. People at the bar, colorful lights, and a Bud Light neon sign. Gay travel advice.
Interior of Woody's and Sailor gay bar in Toronto. Christmas decorations, posters, and dim lighting create a cozy atmosphere.

Woody’s and Sailor

0 Reviews
0.0/5

Five Floors of Gay Fun

Updated February 1, 2025

Woody’s and Sailor are two connected gay bars in the center of the Church-Wellesley Village gayborhood. Together, they make up a massive venue that covers five floors. Drag shows and weekly events like ‘Sweet Ass Saturdays’ where patrons vote on who has the hottest ass in the venue that night
A recent reviewer claimed Woody’s and Sailor as “the best place on Earth.” The fun vibe, the helpful and handsome staff, and the entertainment all contribute to this feeling.

Woody’s and Sailor is open Tuesday to Friday, 3 pm to 2 am, weekends from 1 pm to 2 am, and closed Mondays.

Facilities: Bar, Dancing, Drag Show

What's On

Tuesday: Openstage Cabaret
Wednesday: Hump Night
Thursday: Goddessed and Monsters
Friday: Best Ass Contest

Contact

Hours:

Weekday: 13:00 - 01:00 Weekend: 13:00 - 01:00

Phone: 001 416 972 0887

Address: 467 Church St, Toronto, Canada, ON M4Y 2C5

Link
Instagram
Share

Is this your business? Claim Venue

Report Error

Reviews.

{{ reviewsTotal }}{{ options.labels.singularReviewCountLabel }}
{{ reviewsTotal }}{{ options.labels.pluralReviewCountLabel }}
{{ options.labels.newReviewButton }}
{{ userData.canReview.message }}

Walk Home.

Save time and money by staying at the closest hotels.

Exterior of Hampton Inn & Suites by Hilton Toronto Downtown, a gay-friendly hotel for gay men, at dusk.
Hampton Inn & Suites by Hilton Toronto Downtown room. King bed, desk, TV, and city view. Gay-friendly hotel.
Breakfast area at Hampton Inn & Suites by Hilton Toronto Downtown, a gay-friendly hotel. Waffle maker, cereal, fruit, and seating visible.
Hampton Inn & Suites by Hilton Toronto Downtown snack area. Gay-friendly hotel with treats, chips, chocolate, and drinks for visitors.
Hampton Inn & Suites by Hilton Toronto Downtown guest room. Desk, TV, sofa, and window. Gay-friendly hotel for gay men travelers.
Hampton Inn & Suites by Hilton Toronto Downtown guest room. Modern decor, king bed, desk, and TV. Gay-friendly hotel in Toronto.
Hampton Inn & Suites by Hilton Toronto Downtown lobby seating area. Gay-friendly hotel with modern design and comfortable spaces.
Hampton Inn & Suites by Hilton Toronto Downtown gym. Weight rack, bench, kettlebells. Gay-friendly hotel for travelers.
Breakfast bar at Hampton Inn & Suites by Hilton Toronto Downtown, a gay-friendly hotel. Cereal, waffles, and dietary needs info available.
Hampton Inn & Suites by Hilton Toronto Downtown seating area. Gay-friendly hotel with booths, tables, and yellow chairs for guests' comfort.

Hampton Inn & Suites by Hilton Toronto Downtown

♥ 5-minute walk to the Church-Wellesley gayborhood bars
♥ Free breakfast for every guest
♥ Hilton Honors discounted rates.

See More
See More
Victoria's Mansion Guest House, a gay-friendly hotel. Flags wave outside this brick building, a welcoming LGBTQ+ travel destination.
Victoria's Mansion Guest House room. Gay-friendly hotel bedroom with bed, desk, TV, and red accents. Ideal for gay men travel.
Victoria's Mansion Guest House room. Gay-friendly hotel bedroom with queen bed, desk, and striped sofa. Comfortable travel lodging.
Victoria's Mansion Guest House room. Gay-friendly hotel featuring a bed with red blanket, desk, and nightstand. Comfortable travel lodging.
Victoria's Mansion Guest House room. Gay-friendly hotel with bed, sofa, kitchenette, desk, and chair. A cozy space for gay travelers.
Staircase at Victoria's Mansion Guest House, a gay-friendly hotel. Ornate wood banister, carpeted steps, and elegant decor. Gay travel lodging.
Bathroom at Victoria's Mansion Guest House, a gay-friendly hotel. Bathtub, toilet, and sink. Black and white tile. Mirror above sink.
Victoria's Mansion Guest House room. Gay-friendly hotel bedroom with bed, nightstand, and bathroom. Travel advice for gay men.
Victoria's Mansion Guest House, gay-friendly hotel room. Bed, desk, microwave, and bathroom visible. Ideal for gay travelers.
Victoria's Mansion Guest House room. Gay-friendly hotel with bed, TV, mini-fridge, microwave, and air conditioning. Comfortable stay.

Victoria’s Mansion Guest House

♥ At the north of the Church-Wellesley gayborhood
♥ Classic 1880s building
♥ All-suite boutique hotel – only ten rooms

See More
See More
Sonder The Wellesley hotel room. Gay-friendly travel lodging with bed, orange throw, and decor. Modern design at this top gay travel destination.
Sonder The Wellesley gay-friendly hotel room. Attic suite with bed, orange throw, wood accent wall, and table with stools by window.
Sonder The Wellesley gay-friendly hotel bathroom. Glass shower, modern art, vanity, and glimpse of bedroom. Upscale design for gay travelers.
Sonder The Wellesley gay-friendly hotel room detail: TV, lamp, coffee maker on a wooden shelf. Modern design with wood-style wall tiles.
Sonder The Wellesley gay-friendly hotel room. Interior view with sofa, mirror, and shower. Modern design for gay travelers.
Sonder The Wellesley, a gay-friendly hotel. Room interior with table, stools, and bed. Ideal for gay travel advice and hotel stays.
Sonder The Wellesley gay-friendly hotel bathroom. Glass shower, vanity, large mirror, stool, and stylish decor. Gay travel lodging.
Sonder The Wellesley, gay-friendly hotel room. View of bed, TV, coffee maker, and bathroom. Modern design for gay men travelers.
Sonder The Wellesley's bathroom. Gay-friendly hotel with shower, sink, and toilet. Mirror and decorative tile add style to this hotel bathroom.
Sonder The Wellesley's bathroom. Gay-friendly hotel with a rustic vanity, ornate mirror, and gray tiles. A welcoming space for gay travelers.

Sonder The Wellesley

♥ Half a block from the gayborhood bars
♥ Classic Victorian Era building
♥ Opposite the subway station

See More
See More

Destinations

Phnom Penh

Siem Reap

Log In
Become a member

Share.

Claim Your Business

Engage with thousands of gay travelers by claiming your business. Venue owners can:

  • Update your business details
  • Promote your events
  • Respond to reviews

Oops

Reporting an Error or Update

This website uses cookies to ensure you get the best experience. For example, they allow us to connect to social networks, display personalised content, as well as analyse and improve our site's operation – read our policy.

Accept

Sign Up

Username*
Email*
Password*

By continuing you agree to our T&Cs. We use your data to offer you a personalized experience. Find out more.