Gay Tallinn Tallinn City Guide City Guides > Estonia > Gay Tallinn Tallinn Curation by Yasmina Rodríguez, words by Laura TuckerRecognisable by conical red rooftops that rise up from between medieval builds and verdant splashes of green, Tallinn is a veritable nugget of beauty within the post-Soviet bloc, shaped as much by its fertile coastal location as it is by Russian imperialism. Take scenic strolls through Tallinn’s preserved Old Town, marvelling at centuries-spanning architectural styles while immersing yourself in the city’s unique café culture. From palatial promenades to sandy beaches, Estonia’s affordable capital seemingly has it all. Even the food comes without a hint of pretension, combining Scandi styles with traditional rustic staples of Baltic Sea seafood, dark rye bread and the humble potato. Despite the young generation championing LGBT progress and the Baltic Pride being held on rotation in the region (set again for Tallinn in 2020), Estonia still struggles to shrug off communist-era homophobia. At night, discretion is advised and open displays of affection are not recommended. However, if you can brush this off, a crazy night out in Tallinn is a certainty, whether within its hipster cocktail bars, bohemian cafés or all-night dance events. Read on for Mr Hudson’s definitive Tallinn gay city guide… Feel like getting away? Take a trip planned just for you, and let us do all the work. Discover Trip Design Hotels Things to do Things to see Food & Drink Shopping Nightlife Trip Design The best hotels in TallinnOur Tallinn travel guide to the best hotels starts off with the Hotel St. Petersbourg, one of the longest-running hotels in the city, open since 1850 within a beautiful 14th century Old Town property. Close to so many of the best Tallinn points of interest, Hotel St. Petersbourg serves as a great jumping-off point full of both authentic historic character and chic décor. Be welcomed by a life-size Oscar Award outside before entering into the decadent main hall featuring modern design contrasted by original wooden interiors and walls lined with burlesque photography. Or how about the nearby Hotel Telegraaf, just a short amble away, providing discerning guests with all the five-star romance they could ever desire. Exuding charm with its historic wing and secret adjoining contemporary annex, Hotel Telegraaf maintains a cosy boutique feel while also being the only hotel in the Old Town to offer spa facilities. Blending both old and new, expect wooden floors, muted colours and replica antiques in rooms that feature French Balcony windows and rooftop views. Telegraaf’s on-site restaurant, Tchaikovsky is also worthy of an evening in, with its fine menu of French- and Russian-fusion cuisine. Hotel St. PetersbourgCRU Hotel offers a convenient sanctuary for travellers who also want to enjoy period Estonian interiors of wooden beams and rich furnishingsThank you for reading Mr Hudson.Subscribe to City Guides or log in to continue reading. Subscribe now Log inSpecial SelectionExclusive Mr Hudson offersOut now from gestaltenMr Hudson Explores Browse the Book Explore more The best cocktail bars in New York CityHome to boozy classics like the martini, the Manhattan and—even before Sex and the City—the cosmopolitan, New York City bartenders have long doubled as trailblazing mixologists. Read story > Buenos Aires City GuideBuenos Aires has always been at the forefront of change and acceptance; a quick Google search of their yearly pride celebrations will quickly prove that, as it is one of the largest and most festive celebrations in the region, if not the world. To access this content, you must purchase City Guides subscription. Explore > Discover the most beautiful lakes in ItalyIn just a short journey from Italy’s fashion capital of Milan, travellers will find a cluster of lakeside towns and villages each serving up their own flavour of local lifestyles, oozing either lavish refinement or carefree adventure. Read story > Subscribe to our newsletterYou can unsubscribe at any time by clicking the link in the footer of our emails. We use Mailchimp as our marketing platform. By clicking below to subscribe, you acknowledge that your information will be transferred to Mailchimp for processing. Connect with like-minded travellers & locals JOIN WAITLISTOur new travel community is launching soon! Join the waitlist now for prority access to inspiration, recommendations and hidden gems in welcoming places