7 Bike-Friendly Resorts to Explore on Two Wheels

Extensive wellness offerings, two US Open tennis courts, heated outdoor pool, spa, award-winning restaurant  

A storied estate hotel, Troutbeck sits on 250 acres of pastoral Hudson Valley landscape, manicured and cut with countless nature trails that are best explored on two wheels. Fortunately, complimentary bikes of all sizes are available to guests along with curated self-guided routes. The nearby towns of Millerton and Wassaic make fun family jaunts, though the pet-friendly property itself provides equal fun, with a place to spend full days playing at the heated pool or cozied up by the fireplace. The restaurant’s farm-to-table meals, conceived by Michelin-starred chef Gabe McMackin, are another reason for repeat patrons, and, coincidentally, he’s an avid cyclist, too. 

On-site cycling center with state-of-the-art bicycles, three restaurants and bars, a top-rated spa, vineyard

Provence—specifically the Luberon Valley and Mont Ventoux—is at your fingertips from this hillside resort with a cycling program so robust it attracts Tour de France types but also equally attracts casual biking hobbyists. The on-site BMC Cycling Center offers an impressive array of Swiss BMC bikes, including road, mountain, and e-bike rentals, plus two kids’ sizes and an option for a child seat or duo baby trailer for a full family ride together. Cycling coaches and local guides also offer next-level experiences around the breathtaking region and a massive wellness center with an après-cycle spa treatment. Three restaurants ensure you’re always fueled up for the next adventure or able to relax from the day’s journey with some estate-produced wine.

Three restaurants plus two cafes, Lakeside spa, movie theater, putt-putt, kids’ club

Michigan’s quaint Mackinac Island in Lake Huron famously has a ban on motorized vehicles, which makes it a dream of a place to ride bikes—the other options are walking and horse and buggy. With 241 rooms and 18 acres of lakefront sprawl, this family-owned resort has a fleet of cute wicker baskets–accessorized adult and kids bikes, including tricycles, tandem bicycles, and tagalong attachments available for rent. At 3.8 square miles with 80 percent of the land protected as a state park, there are endless winding trails to cycle along historic downtown streets, rocky shores, and verdant forests. You’ll work up an appetite that can be sated at one of three restaurants, including the farm-to-ferry Chianti, serving regionally sourced prix-fixe menus.

Four restaurants, Spa Botanico, a water park, Ambassadors of the Environment program, house-made bath amenities 

Forty-five minutes west of San Juan is a 1,400-acre refuge of paths and trails winding through Laurance Rockefeller’s former 1905 estate with Taíno- and Spanish-inflected architecture and two beaches. Every guest—little to big—gets a complimentary bicycle upon arrival (with clamp-on carriages for the littlest), with a wooden nameplate on the back, and cruising around is fairly approachable with some hills that might work up a sweat. Book a ground-floor room for the quickest access to the sand and two swimming pools, plus a children’s pool. Jean-Michel Costeau’s Ambassadors of the Environment highlights daily included experiences for all ages, such as a bicycle journey and a tour of the endangered Pterocarpus wetland ecosystem with a naturalist guide. Tennis, SUP, golf, and more active pursuits are available, with a requisite visit to the award-winning spa recommended. 

100+ horses, two pools, kids’ club, saloon, cowboy cookout, spa

Across 60,000 acres of wild desert landscapes, the Rincon Mountains, and two national parks sits a historic Old West cattle and guest ranch with definite allure for all ages. The requisite activities (horseback riding, fishing, and hiking) along with memorable cowboy-worthy meals and world-class spa services make it a great ranch, but a surprising fact may be that it’s a destination for true mountain bike enthusiasts, too. The award-winning ranch is home to more than 600 acres of mesmerizing Sonoran desert with single-track mountain biking trails woven through, catering to all levels of riders. Finely tuned bicycles equipped with disc brakes plus helmets and gloves are provided complimentary to all-inclusive guests over the age of 7. When it’s time to rest, there are two pools, a kids’ club, and dozens of weekly activities.

Five championship golf courses, three outdoor pools, renowned spa, lakeside cottages and suites, Frette linens

As a quintessential multigenerational getaway destination, this resort ticks all the boxes, including large lakeside cottages to fit entire families. There are bourbon tastings and family scavenger hunts, s’mores around a fire pit, and sunsets (or swims) from the dock. For growling tummies, there are three restaurants, along with a bar and coffee shop, all of which source their ingredients from local Georgia farmers. A comprehensive spa speaks to some, while the five championship golf courses appeal to others. Then there’s the biking. Guests get mountain bikes and children’s bikes (and baby seats or trailers) to take out on fully paved trails with moderate to extreme elevation changes. Guide yourself using the trail map, which also notes scenic views and difficulty levels.

Nine diverse restaurants including underwater fine dining, Scott Dunn Explorers kids’ club, private surfing wave, spa, dolphin cruises