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 BookExplore more The best pet-friendly hotels in NYCDoes it even count as a vacation if you don’t have your dog with you? If your answer to that question is a resounding “No!” New York City is your kind of town. Read story > 10 day itinerary Japan - how to get the most out of Japan in 10 daysJapan is a nation of contrasts – where thousand-year-old temples stand in the shadow of twenty-first-century towers, and where natural beauty garners deep respect from old and young alike. Sophisticated, authentically traditional, and yet also somehow futuristic, there’s nowhere quite like the land of the rising sun. Read story > Africa's best beach destinations: Discover paradise on the African ContinentFor when whizzing around those dusty savannahs in search of zebras and/or top quality wine gets a little too much, Africa’s beaches await with serene sands to lie upon and azure waters to dunk into. 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. Discover the world's most exquisite escapes JOIN THE CLUBJoin Mr Hudson's inner circle for curated luxury travel experiences, exclusive perks, and insider access