Name: Glad Day Bookshop
Address: 499 Church St, Toronto, ON M4Y 2C6, Canada
Telephone: (416) 901-6600
Rating: 4.7

Out On The Street is a well-established LGBTQ+ clothing and accessories store at 551 Church Street in Toronto's Church-Wellesley Village. The shop carries a curated mix of pride apparel, queer-themed gifts, and community-focused merchandise, with knowledgeable staff known for their welcoming approach. It's a popular stop for both locals and tourists visiting the Village looking for queer-affirming fashion and gifts.

Out On The Street

Small, unpretentious hangout with mismatched furniture, a loungelike back room & a cozy patio.

Sweaty Betty's

Pegasus on Church is a welcoming LGBTQ+ bar on Toronto's Church Street, known for its laid-back pub atmosphere and strong community following since 1993. The two-level bar hosts popular weekly events including trivia nights, drag queen bingo, stand-up comedy on Sundays, and league nights for local queer sports teams. With affordable drinks, pool tables, pinball, and a bring-your-own-food policy, it's one of the most inclusive spots in the Church-Wellesley Village.

Pegasus

Anvil Toronto is a gay men's social club at 511 Church Street in Toronto's Church-Wellesley Village, catering to men who enjoy a relaxed, social environment with private and open areas for mingling. The club is open Wednesdays through Sundays, with late-night hours on weekends, and is praised for its clean facilities and welcoming layout suited to a range of social preferences.

Anvil Toronto

O'Grady's is a beloved queer-friendly corner tavern in Toronto's Church-Wellesley Village, serving the LGBTQ+ community since the 1980s. Open daily from 10 AM to 2 AM, it's a go-to spot for casual pub fare, weekend drag brunch with standout performances, and a lively patio scene. Highlights include $1 oysters during happy hour, classic comfort food like chicken and waffles, and a welcoming atmosphere that draws both locals and visitors. One of the most popular and enduring spots on Church St.

O'Grady's

The Drink is one of Toronto's highest-rated queer bars, located on the second floor at 459 Church St in the heart of the Church-Wellesley Village. Open daily from 2 PM to 2 AM, it's beloved for its drag performances, affordable drinks, homemade pizza, and warm, attentive staff. Whether you're stopping in for a coffee, a cocktail, or a full evening of entertainment, The Drink delivers a welcoming and fun atmosphere that makes it a must-visit on any trip to Toronto's gay village.

The Drink

Oasis Aqualounge is a bar in Toronto. Located at 231 Mutual St, Toronto, ON M5B 2B4, Canada.

Oasis Aqualounge

Spa Excess is a bar in Toronto. Located at 105 Carlton St., Toronto, ON M5B 1M1, Canada.

Spa Excess

Adult venue with dark, industrial decor catering to the gay leather & denim communities.

Black Eagle Toronto

Flash On Church is a bar in Toronto. Located at 463 Church St, Toronto, ON M4Y 2C7, Canada.

Flash On Church

Alysia Myette Designs is a shop in Toronto. Located at 1518 Queen St W, Toronto, ON M6R 1A4, Canada.

Alysia Myette Designs

Rosey's Dead is a Toronto-designed, Canadian-made apparel brand built as a protest against dress code norms and workplace discrimination. Driven by the discouragement faced when dressing androgynously, the brand creates heavyweight crewnecks, structured tees, and accessories in genderless inclusive sizing. Their mission: radical acceptance, true inclusion, and encouraging everyone to dress authentically in all environments. Dress codes are dead.

Rosey's Dead

Three Dollar Bill is a bar in Toronto. Located at 1592 Queen St W, Toronto, ON M6R 1A8, Canada.

Three Dollar Bill

The 519 is a venue in Toronto. Located at 519 Church St, Toronto, ON M4Y 2C9, Canada.

The 519

Slick Satan is a Toronto-based midcentury monster art shop run by artist and designer Ethan Davidson. The store features original spooky, kooky artwork in the form of fine art prints on textured watercolour paper, apparel (t-shirts, sweatshirts), candles, and tote bags. Inspired by vintage aesthetics, monsters, and horror culture, Slick Satan also offers custom commissions for pin-ups, posters, brand logos, and comic strips. As spooky as they are kooky.

Slick Satan

GRRRL Spells

Bistitchual

Queer Club

Rainbow Certified

Queer Geekery

Toni Marlow

Large gallery with huge Canadian collection, European masterworks & a major Frank Gehry renovation.

Kiss My Art

Fruity Frog Creations is a shop in Toronto. Located at 28 Tank House Lane, Toronto, ON M5A 3C4, Canada.

Fruity Frog Creations

A queer-owned marketing and design agency based in Toronto focused on helping small businesses grow. Go Banana! blends strategy with creativity to help businesses establish themselves, grow, and make an impact — with empathy at the heart of everything they do.

Go Banana! Marketing Inc.

MB Digital Communications is a venue in Toronto. Located at 208 Niagara St, Toronto, ON M6J 3W5, Canada.

MB Digital Communications

A queer-owned personal fitness and health service based in Toronto, offering fitness training and wellness support.

SLFITNESSTORONTO INC.

Toronto-based online skateboard and longboard shop founded in 2008 by Ashley Champion. Specializes in custom hand-painted skateboard designs, blank Canadian maple decks, complete skateboards, cruisers, and pride-themed boards. Offers custom design services and free local delivery within Toronto. A proud participant in the Toronto Queer Market.

Ace of Dymondz

Digicast Inc. is a venue in Toronto. Located at 415 Yonge St Suite 1800, Toronto, ON M5B 2E7, Canada.

Digicast Inc.

Q30 Design Inc. is a venue in Toronto. Located at 213 Sterling Rd #107, Toronto, ON M6R 2B2, Canada.

Q30 Design Inc.

Small space for improv & stand-up shows from new & established performers, plus a separate lounge.

Gay AF Comedy

Understory is a restaurant in Toronto. Located at 505 Church St, Toronto, ON M4Y 1H2, Canada.

Understory

Calleja Design + Photography is a venue in Toronto. Located at 26 Abell St, Toronto, ON M6J 0A9, Canada.

Calleja Design + Photography

Gib-San Pools is a venue in Toronto. Located at 21 Milvan Dr, North York, ON M9L 1Y8, Canada.

Gib-San Pools

A Canadian registered charity that educates and promotes awareness of gender and sexual identities and expressions across Ontario. Welcome Friend Association provides seminars, training, outreach, and hosts Rainbow Camp® — a summer camp for 2SLGBTQ+ youth aged 8–18.

Welcome Friend Association

Ontario Disability Employment Network is a venue in Toronto. Located at 26 Meteor Dr, Etobicoke, ON M9W 1A4, Canada.

Ontario Disability Employment Network

A consulting and services firm focused on helping individuals and organisations improve efficiency and productivity through strategic process design and consulting.

The Efficiency Architect

An educational service providing English language instruction, helping non-native speakers develop natural, confident English communication skills.

Second Nature English

Queero Gear is a shop in Toronto. Located at 155 Dalhousie St, Toronto, ON M5B 2P7, Canada.

Queero Gear

Pack Animal Company is a shop in Toronto. Located at 220 Yonge St, Toronto, ON M5B 2H1, Canada.

Pack Animal Company

Anam Creations is a shop in Toronto. Located at 695 Markham Rd Unit 1B, Scarborough, ON M1H 2A4, Canada.

Anam Creations

Woody's is a landmark gay bar in Toronto's Church-Wellesley Village, open since 1989 and one of the longest-running LGBTQ+ venues in the city. Connected internally to the adjacent Sailor Bar, the sprawling complex features multiple bars, nightly DJs, popular drag shows, and weekly men's competition nights (Best Chest, Best Ass). The bar gained international recognition as a filming location for the US version of Queer as Folk and has raised hundreds of thousands of dollars for the AIDS Committee of Toronto and other queer organizations.

Woody's

Buddies in Bad Times Theatre is North America's oldest and largest queer theatre, located at 12 Alexander Street in Toronto's Church-Wellesley Village. Founded in 1979, it produces boundary-pushing queer and trans theatre, performance art, and dance, with a strong mandate to support emerging artists from marginalized communities. The space also hosts a popular late-night bar and club on weekends, with recurring events like Metamorphosis and other dance parties that make it a nightlife destination as well.

Buddies In Bad Times

Glad Day Bookshop at 499 Church Street is the world's oldest LGBTQ+ bookshop, founded in 1970, and has evolved into a beloved community hub in Toronto's Church-Wellesley Village. Beyond its curated selection of queer books, zines, and media, Glad Day operates as a full-service bar and café hosting events including its popular Drag Brunch Sundays, literary readings, and art shows. It's a uniquely queer space where books, food, drinks, and community intersect.

Glad Day Bookshop

Steamworks (also known as SW Baths) is a gay men's bathhouse at 540 Church Street in Toronto's Church-Wellesley Village, open 24 hours daily. The multi-level facility offers steam rooms, a sauna, private rooms, and locker rentals in a welcoming, inclusive environment. The venue is noted for its commitment to sexual health resources and community engagement.

Steamworks

Dudley's Hardware is a neighbourhood institution in Toronto's Church-Wellesley Village, serving the LGBTQ+ community and surrounding area since the 1980s. This independent hardware and home décor shop offers a curated selection of tools, household supplies, and decorative accessories. Known for knowledgeable, personalized service, Dudley's is a beloved local alternative to big-box stores — open seven days a week and a go-to resource for residents, renters, and renovation projects in the gay village.

Dudley's Hardware

The Well on Church is a lively queer bar in the heart of Toronto's Church-Wellesley Village, open daily from noon to 2 AM. Known for entertaining drag shows, a fun weekly lineup of events, and a great value food menu — including popular $1 wings on Wednesdays — The Well is a welcoming spot for LGBTQ+ locals and visitors alike. Its central location on Church St makes it a natural gathering point before or after exploring the village.

The Well on Church

Cock Bar is a queer nightlife bar in Toronto's Church-Wellesley Village, located upstairs at 461 Church St. Open Wednesday through Sunday from 7 PM to 2 AM, it's a late-night destination for dancing, socializing, and community events. Part of the Flash on Church venue complex, Cock Bar hosts a rotating lineup of themed nights catering to the LGBTQ+ crowd. Affordable drinks and an intimate, energetic atmosphere make it a popular stop on the village circuit.

Cock Bar

The Men's Room is a beloved barbershop on Church Street in Toronto's Church-Wellesley Village, known for its skilled barbers, welcoming atmosphere, and inclusive service. Whether you need a classic cut or a fresh style, barbers like Dan and Shaun bring professionalism and precision to every chair. Open seven days a week with extended evening hours, it's a go-to grooming destination in the heart of the LGBTQ+ Village.

The Men's Room

The Lodge is a well-loved queer bar in Toronto's Church-Wellesley Village, located at 518a Church St. Renowned for its spectacular drag shows — particularly performances by resident drag artist Jordana Myles — The Lodge delivers a warm, inclusive atmosphere that keeps guests coming back. Whether you're celebrating a special occasion or enjoying a casual night out, the talented performers, friendly staff, and great drinks make The Lodge a standout spot in Toronto's gay village.

The Lodge

Garage Church Street is a queer-friendly bar and resto in Toronto's Church-Wellesley Village, open daily from 11 AM to 2 AM. Known for its fun, laid-back vibe — complete with licence plate décor, a sunny patio, and beer on tap — Garage is a popular daytime hangout and nightlife spot. The venue hosts drag shows and themed events, and offers a diverse menu including a mocktail option. A casual, welcoming anchor on the village strip.

Garage Church Street

Crews & Tangos is one of Toronto's most iconic gay bars, a Church-Wellesley Village institution famous for its high-energy drag shows, two dance floors, and late-night DJ sets. Open Thursday to Monday from around 8:30 PM to 2–3 AM, the venue draws a lively crowd for nightly drag performances, karaoke, and celebrations of all kinds. A must-visit destination on any Church St bar crawl, Crews & Tangos has been a centrepiece of Toronto's queer nightlife for decades.

Crews & Tangos

Black-owned, LGBTQ+ artist-run online shop based in Calgary, AB. Specializes in queer and quirky greeting cards, enamel pins, pronoun pins, keychains, mugs, stickers, and stationery. All items are carefully crafted with love and understanding from being part of the 2SLGBTQIA+ community. Products celebrate and affirm LGBTQ+ lives and relationships in meaningful ways.

Little Rainbow Paper Co

Men's Room is a shop in Toronto. Located at 455 Church St, Toronto, ON M4Y 2C5, Canada.

Men's Room

Happening Latin nightspot featuring drag performances, DJs & Friday night dance lessons.

El Convento Rico

BOXHERS is a restaurant in Toronto. Located at 1034 Bloor St W, Toronto, ON M6H 1M3, Canada.

BOXHERS

Lilac Glass is a shop in Toronto. Located at 250 Carlaw Ave Unit 106, Toronto, ON M4M 3L1, Canada.

Lilac Glass

The Queer Barber is a venue in Toronto. Located at 931 Danforth Ave, Toronto, ON M4J 1L8, Canada.

The Queer Barber

Chain retailer carrying art & hobby supplies plus home decor (most offer classes & custom framing).

Thready To Go

Art & Alchemy Parfum is a shop in Toronto. Located at 429 Queen St E Basement, Toronto, ON M5A 1T5, Canada.

Art & Alchemy Parfum

Glad Day Bookshop is celebrated for its vibrant atmosphere and community events, particularly the popular Drag Brunch Sundays, which feature engaging performances and delicious cocktails. While the book selection is appreciated, some patrons have noted that staff interactions can vary, impacting the overall experience. The space is recognized as an important cultural hub for the LGBTQ community, offering a welcoming environment for diverse individuals.

Toronto

Toronto boasts one of the largest and most vibrant LGBTQ+ communities in North America. The Church-Wellesley Village serves as the heart of the gay community, featuring iconic venues like Woody's, Crews & Tangos, and The Black Eagle. The city hosts Pride Toronto, one of the largest Pride celebrations globally, and is known for its inclusive atmosphere, diverse queer culture, and strong LGBTQ+ rights advocacy.

Glad Day Bookshop

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