This story appears in the July/August 2016 issue of Playboy. Subscribe

Forget Portland. Bye bye Brooklyn and Austin. These four cities are destined to end up on the next indie movie location scouting list.

This town two hours north of New York City has a storied history and plenty of post-industrial rusticity, but it’s no “upstate Brooklyn,” thank you very much. Sure, it’s bespoke and expertly curated in areas (it’s home to an Etsy office), but Hudson has its own funky yet sophisticated homegrown vibe. Notable restaurants include Bonfiglio & Bread (café and bakery), Hudson Food Studio (contemporary Vietnamese), Fish & Game (chef Zak Pelaccio’s acclaimed eatery) and Wm. Farmer & Sons (Southern-inflected restaurant and barroom with 11 handsome guest rooms above). Drinks flow freely in Hudson, the alleged birthplace of the American cocktail. Back Bar (a boozy cousin to Fish & Game) serves vittles and spirits, as does the Nordic ÖR Gallery and Tavern. If you find yourself needing a bit of loud music too, order a sazerac and a hot dog at the Half Moon. The town is rich with art galleries, and its cultural hub may be Basilica Hudson, a converted factory that plays host to everything from an upscale flea market to the annual Basilica SoundScape (co-produced by Pitchfork Media), an international music festival of genre-pushing artists.—Eric Steinman

Ryan David Brown for *The New York Times* / Redux

Ryan David Brown for The New York Times / Redux

Of the 24 cannabis-supportive states in the country, Colorado is the top destination, and Denver is ahead of the game in offering an elevated experience to cannatourists. The Mile High City’s Nativ Hotel is the best pro-pot place to stay, thanks to its draft-beer garden, champagne café and Stereo Lounge, a basement club where Snoop Dogg has made an appearance, naturally. For a verdant twist on a classic B&B, stay at the Adagio, a six-suite Victorian “bud and breakfast” known as one of the city’s most cannabis-friendly accommodations. The best one-stop shop in this cannacapital is My 420 Tours, which offers a cannabis cooking class (pictured) and a four-hour “Grow and Dispensary” tour, buzz-preserving tinted windows included. The cannabis concierges at My 420 can also book a massage in your hotel room using THC-infused lotion, because isn’t this trip ultimately about doing nothing?—Anna del Gaizo

The Pig and the Lady

Although the Granary restaurant in the historic Pearl Brewery complex is devoted to cue, it’s not your average meat-and-three joint. Chef Tim Rattray serves his brisket in a bowl of shoyu ramen instead of plated next to coleslaw and potato salad. And that’s just the first of the Texas clichés to fall away: Situated on the northern reach of the San Antonio River, the former brewery is home to many other worthy establishments, including upscale Il Sogno Osteria, known for its antipasti; Lick Honest Ice Creams, whose confections are made with Texas ingredients; Green, which serves 100 percent kosher vegetarian dishes; and La Gloria, which offers street food inspired by inland Mexico. Locals flock to the twice-weekly farmers’ market, and around 150 students perfect their cooking skills at the Culinary Institute of America. We have reclusive billionaire Christopher “Kit” Goldsbury, who made his money selling Pace Foods to Campbell Soup Company in 1994, to thank for all this. He’s the man behind the brewery’s redevelopment, including Hotel Emma, where welcome margaritas are served in the wood-paneled library. Kit’s orders.—Julia Bainbridge

Jody Horton/Hotel Emma

Ask any local creative and they’ll tell you the art and music scene in Honolulu was stuck in 1990s over-drive until 2011, when artists Jasper Wong and Kamea Hadar discovered Kaka’ako, a forgotten industrial district between the city’s downtown and Waikiki neighborhoods, and set to work building a Hawaii outpost for Wong’s Pow! Wow! art festival. As the brand has grown (there have been Pow! Wow! festivals in half a dozen cities around the world), so too has Kaka’ako. The once desolate hood now bustles with small businesses, and the cadre of artists and musicians who transformed it is making Honolulu a destination for more than just the standard sun seekers. The Modern Honolulu and Surfjack, two luxury boutique hotels in Waikiki, feature works by Pow! Wow! artists. Makers & Tasters events attract happy foodies almost every night of the week, as does the Pig & the Lady (pictured), a Vietnamese fusion kitchen and cocktail bar. Honolulu still has its fair share of latter-day kitsch, and that 1990s sensibility isn’t entirely gone, but thanks to locally grown creative minds, it’s evolving from the inside out.—Adam Skolnick

Rob Larson/Ace Hotels Pittsburgh

The unfortunate thing about hip locales is that once they know they’re hip they kind of become dicks about it. See: San Francisco, Williamsburg, Portland. But not Pittsburgh. Yes, it has a new Ace Hotel (pictured), housed in a century-old YMCA building that now hosts live music and a beanbag toss, and several world-class contemporary art museums (the Mattress Factory, the Warhol), but the folks here are anything but cynical hipsters. Instead Pittsburghers offer a warm welcome and a word of advice on where to get a good steak (Gaucho in the Strip) or a stiff drink (Kelly’s in East Liberty). With hot new restaurants popping up regularly, the food scene here is home to the kind of energy that hasn’t been seen in New York or San Francisco in decades. Morcilla, an exemplary tapas joint, serves some of the best pintxos this side of Barcelona, while Smallman Galley offers up-and-coming chefs their own pop-up restaurant, free rein over the menu and a place to build a following. Naturally, an array of excellent local craft brews are on tap. Go soon, before Pittsburgh realizes how cool it is. And for God’s sake, leave the Bengals jersey at home.—Jeremy Freed