Crisp air, golden leaves, and cozy nights by the fire—fall is one of the best times to plan a getaway. Whether you’re looking for a family-friendly escape filled with pumpkin patches and hayrides or a romantic retreat where you can sip wine among the vines, these destinations deliver unforgettable autumn magic. Below, I’ve rounded up a list of properties that truly shine in the fall season—but there are many more I can suggest depending on what kind of getaway you’re dreaming of.
🍁 BlackBerry Farm – Walland, Tennessee
Tucked into the foothills of the Great Smoky Mountains, BlackBerry Farm is a dream destination for families who love nature and good food. Kids can explore the working farm, help feed animals, and take part in seasonal fall festivals complete with apple cider and pumpkin carving. Parents will appreciate the award-winning farm-to-table dinners and peaceful mountain scenery. Bonus: guided hikes let the whole family take in the brilliant fall foliage.
🍁 Montage Palmetto Bluff – Bluffton, South Carolina
Surrounded by oak trees draped in Spanish moss, Montage Palmetto Bluff is as charming as autumn in the Lowcountry gets. Families can bike through nature trails, paddle down the May River in canoes, or take a guided wildlife tour to spot egrets and dolphins. As evening falls, cozy up by the fire pits with hot cocoa or marshmallows while parents enjoy a glass of bourbon or local wine.
🍁 The Lodge at Spruce Peak – Stowe, Vermont
Nestled in the heart of Vermont’s famous foliage country, The Lodge at Spruce Peak is a fall playground. Kids will love autumn-themed scavenger hunts, outdoor play areas, and family movie nights. Adults can unwind with spa treatments, golf, or simply take in the fiery colors of the Green Mountains. Don’t miss a gondola ride for sweeping views of the season’s most vibrant leaves.
🍁 Omni Homestead Resort – Hot Springs, Virginia
A true classic, The Omni Homestead blends adventure with relaxation. Families can join hayrides, archery lessons, and horseback rides along colorful trails. While the kids are busy with activities, parents can soak in the historic hot springs or book a couples’ spa treatment. In the evenings, gather for s’mores under the stars.
🍁 Auberge du Soleil – Napa Valley, California
For couples seeking a fall retreat, Auberge du Soleil is a romantic escape. Set among Napa’s rolling vineyards, guests can enjoy wine tastings, cooking classes, and long walks through golden-hued vines. Families will also find nearby pumpkin patches and nature trails for crisp autumn strolls. A sunset dinner overlooking the valley is the perfect way to end the day.
🍁 The Lodge at Pebble Beach – Pebble Beach, California
Autumn by the coast has its own kind of magic. The Lodge at Pebble Beach offers family fun with beachcombing, tide pooling, and scenic coastal walks. Parents can tee off at world-renowned golf courses or sip cocktails overlooking the Pacific. Fall is also a quieter season here, making it perfect for a relaxed getaway.
🍁 Chatham Bars Inn – Cape Cod, Massachusetts
Cape Cod in fall is peaceful and picturesque, and Chatham Bars Inn makes it even more special. Families can enjoy beach games, bike rentals, and cozy evenings by the fireplace after a day of exploring. The inn also offers seasonal culinary events featuring local seafood and autumn flavors. Whale-watching tours are another must for adventurous families.
🍁 Salamander Middleburg – Middleburg, Virginia
Surrounded by horse country and vineyards, Salamander Middleburg shines in autumn. Families can pick apples, enjoy pony rides, and join outdoor games on the expansive grounds. Parents will love the wine tastings from nearby vineyards, spa treatments, and live music under the stars. It’s a perfect blend of countryside fun and refined relaxation.
✨ Whether you’re planning a family adventure filled with hayrides and apple picking or a romantic escape among the vines, these destinations offer the best of fall. Pack a sweater, grab your favorite boots, and get ready to make autumn memories that last a lifetime. Contact me to discuss a fall getaway with or without kids!
