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This hotel is on our list of The 11 Best Hotels in Chicago.

Set directly across from the Art Institute of Chicago, this former members-only men’s gymnasium is now the Chicago Athletic Association, which is part of Hyatt’s Unbound Collection. Enter at street level off Michigan Avenue and walk toward the back to find a staircase that leads to the old swimming pool, now a venue for parties and pop-up concepts. Take the nearby elevator to the restaurant, Cindy’s, easily the best rooftop scene in the city, with highly Instagrammable terrace views overlooking Millennium Park, the swooping Frank Gehry–designed bandshell, and Anish Kapoor’s Cloud Gate (aka the Bean).

Park yourself in the second-floor lobby and hang with locals as they tap away on their laptops and sip lattes by the two oversize fireplaces. Walk through that expansive by Roman & Williams–designed room, where light beams in through ornate stained-glass windows, and you enter a warren of table games and darts, all festive and typically open to the public. There’s also the secret six-seat bar, the Milk Room, a relic of Prohibition, and the James Beard Award–winning Cherry Circle Room—a sexy, dark restaurant with a circulating martini cart and a meat-centric menu.

Upstairs in the 1893 landmark, 240 guest rooms reflect the building’s former life, with gym horses as foot beds, working fireplaces in some rooms, plasterwork ceilings, ornate carved wood wainscotting, and a clubby vibe. Some of the rooms are rather small, but the location is hard to beat, and the cozy, wintry ambiance makes it a popular (and fun) place to spend a weekend. And because the CAA keeps an eye on its water conservation, sources its food locally, and adheres to strict recycling standards, eco-conscious travelers can feel good sleeping here.

Every Thursday night during the months of November to June, San Jose de Cabo’s galleries stay open late for Art Walk. You can join other art lovers on a casual stroll through the Art District’s many galleries, enjoying work in various media from both local and expat artists. Several local restaurants participate in the Art Walk, too, offering specials or discounts as part of the weekly event.

Lisbon is rich in art and culture. Visit palaces and the cathedral, and hear concerts in gardens and live music in bars. Enjoy art galleries and the colorful tiles at Museu Nacional do Azulejo. (Note that many Lisbon museums are free on Sundays till 2 p.m.) Art can also be found in the streets or parking lots, where the walls are covered with street art. Lisbon’s cultural offerings are many.

Stop to think about it for a minute, and the fact that El Salvador has a robust museum and gallery scene is pretty amazing. For one thing, the country is still recovering—psychologically and financially—from a civil war that lasted more than a decade; art could easily be an afterthought in such a context. But it’s not, and it’s through the country’s contemporary art that you can learn and understand much more about El Salvador’s complex history.

Budapest’s culture scene reflects the city’s centuries-long history as a hub for thinkers, artists, writers, and musicians—after all, the city enjoys more than 40 theaters and upwards of 100 museums. It’s wonderful to wander through halls of luscious art or take in concerts at the Liszt Academy (the composer was a native). Even better is to simply gaze at the stunning architecture spanning eras and design elements that remain innovative whether they were made yesterday or centuries ago.

Ancient Etruscan frescoes, Hellenistic-style Roman bronzes, gilded royal palaces, works by names like Donatello, Michelangelo, and Botticelli—there’s no shortage of extraordinary art in Tuscany. In Florence you’ll find churches and palazzi aplenty and a museum for every interest, from medieval artillery to Ferragamo shoes, while the smaller towns boast their own cultural and artistic gems. Here are some of the highlights.

The Cosmopolitan is a great place to wine, dine, sleep, and play, but it also emphasizes the importance of the arts. Throughout the property, there are a variety of pieces—the giant shoe on the casino floor is perhaps best known—many of which are in the meeting rooms. In addition to art in public places, The Cosmopolitan houses the P3 Studio, which has rotating exhibits featuring artists working with a variety of designs, styles, and media. For those guests who want to take home a little something commemorating their artistic experience at The Cosmopolitan, stop by one of the Art-O-Mat vending machines in the resort to buy a piece of art for $5.00!

Dominica’s most established contemporary artist, Earl Darius Etienne produces social realist paintings, often made with smoke and soot. One of his more famous works, the Massacre Mural, is a bright, in-your-face depiction of British troops slaughtering the indigenous Kalinago people. Check out his masterpieces at various island galleries, including his own Art Asylum in Mahaut.

Occupying a 1927 firehouse that was functioning until 1980, this nine-room hotel from the team behind Los Feliz’s Hotel Covell heralds a new era for downtown L.A.’s warehouse-cum-arts-district. The neighborhood’s first boutique hotel, the Firehouse boasts several original details, from concrete floors and exposed wood-truss ceilings to pressed-tin panels and niches originally built to hold statuettes of the Virgin Mary that were intended to protect firefighters. Even the massive red doors that once ushered in fire engines are still intact, though today they open to a light-filled ground floor that houses a café, bar, and restaurant led by chef Ashley Abodeely and pastry chef Rose Lawrence. Also on the ground floor is a retail shop with a curated selection of wares created exclusively for the hotel by L.A.-based designers, including robes and striped tote bags by Clare V, bandanas and pillowcases by Block Shop, apparel by culinary brand Hedley & Bennett, serving pieces by ceramicist Robert Siegel, and furniture from ETC.etera.

Just down the street from the charming Carreau du Temple, an open-air market square in the Haut Marais that recently reopened after heavy renovations, sits OFR: a bookshop-cum-gallery that houses an extensive collection of multilingual art and design books and fashion magazines. Here, you’re likely to mingle with a modish crowd, willing to strike up a conversation about anything from travel photography to urban design. If you go, check OFR’s website for regularly rotating events. Added benefit: open 7/7!

Imagine sitting in your own private jacuzzi sipping Greek wine, while the shops, restaurants, and homes in the village of Oia are bustling with people and lit with their warm glows. It is from the balcony of the Endless Blue Suite at Aspaki Hotel that you can experience this magic. While there are an abundance of accommodations at your fingertips in the stunningly beautiful, white-washed village, the traditional Aspaki Hotel is unique and truly luxury with a personal and friendly touch. Set on one of the most-photographed private pathways in Oia, the Endless Blue Suite is gorgeous with its peach and light blue colored exterior, and can be seen throughout the town and spotted from the water below. The suite has a loft-style bedroom, spacious living area and kitchen with windows throughout, but it’s the outdoor balcony with jacuzzi that sets it apart from the rest. With an uninterrupted panoramic view of the Caldera and village, it feels as if you’re hanging on the cliff’s edge overlooking the Aegean Sea. It doesn’t seem quite real and is like your own Greek island home that you don’t want to leave. I highly recommend the Endless Blue Suite for a couple on their honeymoon or celebrating a special occasion, and Aspaki Hotel also offers other suites perfect for any stay.

The Chicago River and Lake Michigan are two of the city’s greatest assets, and there’s no better way to experience both than with an architectural boat tour. While there are plenty of reliable options around, go with First Lady Cruises, which calls upon expert docents provided by the Chicago Architecture Foundation to reveal extensive history, culture, and style insights (for example, how the design of Willis Tower was based on cigarettes, or how the Monadnock Building on Jackson Boulevard was fabricated with 100 different shapes of brick). Book anytime between May and November for these rides, which run every day of the week and last 90 minutes.

Artisanal Cornucopia is both art space and concept store, curated entirely by owner Elif Sallorenzo. Sallorenzo has an eclectic eye for design and fashion, and introduces Rome to pieces by established designers like Aquazzura to emerging, one-of-a-kind artisans like Giulia Barela and Benedetta Bruzziches. Her shop has a “salon” vibe: You’ll want to spend time getting to know Sallorenzo in the hopes that she’ll impart her some of her innate sense on you, or just give you straight-forward suggestions.

Here’s how to spend a day in the city as the former president would, from legendary restaurants to the new Barack Obama Presidential Library opening in June 2026.

From shopping and sailing to Michelin stars and spas, the Midwest’s biggest city has it all.