10 of the Best Small Towns in the U.S. for a Summer Getaway, According to Travel Experts

Jackson, Wyoming

“What I love about Jackson Hole, and what I think makes it so distinctive, is its unique juxtaposition. You can spend all day outdoors—fly fishing, searching for elk, moose, or bears, or taking a scenic float down the Snake River,” says Mary Cropper, a T+L A-list advisor and travel expert at Black Tomato. “Then, when it’s time for dinner, you can dress up and hit the town [of Jackson] for a pre-dinner aperitif to watch the sunset, followed by fine dining. And if you really want to get into the spirit of things, make your way to the Jackson Hole Rodeo, which is about as authentic as it gets.”

Summer is also a wonderful (if crowded) time to explore nearby Grand Teton National Park; Yellowstone National Park is also doable as a day trip with Jackson as your base camp. For a memorable stay in the heart of Jackson, book one of the rooms at The Wort Hotel or The Rusty Parrot Lodge & Spa.

Crested Butte, Colorado

“Crested Butte truly feels like the last best-kept secret in Colorado, untouched and unhurried in ways many mountain towns just can’t replicate,” says A-list travel advisor Kristin Diehl, who recommends staying at Scarp Ridge Lodge, one of the Eleven Experience Lodges. “It’s a restored 19th-century miners’ saloon where they’ve thought of all the details. Their idea of a ‘concierge’ service means crafting your perfect day of guided hikes, mountain biking, fly fishing, or whitewater rafting, followed by wellness treatments and private-chef-prepared meals that feel well-earned following very active days.”

Plus, summer is also peak wildflower season in Crested Butte. Visitors are greeted by columbine, lupine, and mule’s ear sunflowers—and the annual Crested Butte Wildflower Festival takes place in July.

The Kennebunks, Maine

Both Diehl and Cropper have the Kennebunks in Maine on their list—and it’s not hard to see why. “There’s nothing quite like a New England summer, an experience everyone should try at least once in their lives,” says Cropper, who recommends visiting Kennebunkport. “Located between Ogunquit and Portland, this charming seaside town is a perfect place to post up for a New England summer. With the beach just a short walk away and a downtown area perfect for dinner and drinks, it’s a lovely spot to unwind and enjoy the coastal vibes,” says Cropper. “Not to mention, the area serves up some of the best lobster rolls I’ve ever had, putting it on the map as a foodie destination.”

And if you want to elevate the experience, venture to nearby Kennebunk. “Check into the White Barn Inn for a quaint coastal escape, perfectly charming and steeped in history. Spend your days indulging in spa rituals, learning the art of Maine cuisine in a chef-led cooking class, or cruising along the coast on a golden-hour sail,” adds Diehl.

Easton, Maryland

“While everyone knows of St. Michaels when thinking of the Eastern Shore of Maryland—and I still recommend staying at the Inn at Perry Cabin—neighboring Easton, Maryland, is an unassuming, under-the-radar culinary hotbed,” says Diehl. “Fueled by visionaries like Paul Prager and his Bluepoint Hospitality Group, the town is home to haute spots like Bas Rouge, helmed by James Beard Award-winning chef Harley Peet, and The Stewart, a sultry Scotch bar redefining small-town sophistication.” Before tucking into an unforgettable meal, head to the Pickering Creek Audubon Center to hike, bike, or canoe around the marsh, or spend a couple of hours exploring the historic downtown area.

St. Francisville, Louisiana

“While the Deep South may not top your summer travel list, St. Francisville, Louisiana, is a hidden gem of storybook charm and soulful Creole history beneath canopies of Spanish moss,” says Diehl. Before the sun gets too powerful, go horseback riding at the Tunica Hills Wildlife Management Area or tackle the 5.6-mile bike path and trail at West Feliciana Sports Park. Then get a break from the summer heat by popping in and out of the town’s antique shops and boutiques; she recommends Deyo Supply and Sage Hill. “A stay at the St. Francisville Inn is the cherry on top of this getaway teeming with Southern hospitality; the restaurant alone draws diners from all over southeast Louisiana for reservations,” she adds.

Telluride, Colorado

Cropper calls Telluride an “ideal playground for outdoor adventure,” where “summer temperatures stay comfortably cool” and there are endless opportunities to bike, hike, swim, paddleboard, and soak up all of the fresh air. “If you’re planning ahead, consider timing your visit around the Telluride Bluegrass Festival or the Telluride Film Festival—two standout events that showcase the town’s vibrant cultural scene and bring its creative spirit to life,” she says.

St. Simons Island, Georgia

If you want a classic summer beach vacation—the kind where you can spend every day swimming, reading, riding bikes, and taking everything at a slow pace—add St. Simons Island to your shortlist. One of Georgia’s barrier islands and a longtime favorite of mine, St. Simons is just about as family-friendly as it gets. For a resort experience, book a stay at either The King and Prince Beach & Golf Resort or The Inn by Sea Island, which has an outdoor pool and complimentary bicycles for guests. Hungry after a long day at the beach? You’ve got lots of options, but it’s almost criminal to skip the hot chicken at Porch or the brisket at Southern Soul Barbecue.

Ketchum, Idaho

“I’ll take any excuse to visit Ketchum, Idaho; it’s the best home base for exploring all of Sun Valley’s great outdoors,” says Diehl. “Stay at the Limelight or the iconic Sun Valley Resort, then spend your days fly fishing, rafting, biking, or horseback riding before ending the night under a canopy of stars.” If you’re in the area for more than a couple of days, definitely try to see more towns in the area. “I also always love a day trip to Stanley, Idaho. It’s out of a postcard; the tiny downtown is set against the dramatic Sawtooths and wide-open sky,” she adds.

Spring Lake, New Jersey

The small towns along the Jersey Shore are the type of destinations that ooze summertime nostalgia. Think wooden boardwalks, ice cream shops, amusement parks, and miles of gorgeous shoreline. There’s one town in particular that stands out, though. Spring Lake is picturesque in every way—from its grand beachfront homes to its walkable downtown with one-of-a-kind eateries and shops (I always recommend sandwiches from Tom Bailey’s and sweet treats from The Scone Pony). Just know that you will need a badge to access the beach; if you stay somewhere like The Ocean House Bed & Breakfast or the Johnson House Inn, they’ll be able to help you out.

Salida, Colorado

“If you’re looking for a spot similar to Telluride but with a more off-the-beaten-path feel, check out Salida, Colorado,” says Cropper, describing the town as a “hidden gem” and a “little piece of heaven that hasn’t been overrun by tourists.” Located on the Arkansas River, the town embraces both the outdoors and a creative nature. “Salida is brimming with art galleries, live music, and festivals, with artists filling the streets. What really sets Salida apart is the town’s easy-going, no-frills atmosphere. It’s all about good vibes, fun times, and a relaxed pace,” she explains. As far as accommodations, Cropper recommends grabbing a tent or renting a camper—alternatively, you can stay at Salida’s Amigo Motor Lodge or The Inn in nearby Buena Vista.