If you’re anything like me, you want your Labor Day weekend to feel like a real break—and I’ve found these spots to be the perfect mix of fun, rest, and a little late-summer magic. Whether you’re in the mood to relax or head out on one last adventure, I think you’ll find something you’ll love here.
Highlights:
- Relax on the beaches of Cape Cod—I always try to get in one last seaside afternoon before the season winds down.
- Explore mountain trails and festivals in Asheville, North Carolina—you’ll love the energy and views as much as I do.
- Join parades and fireworks in Chicago’s vibrant neighborhoods—I’ve spent Labor Day here, and the celebrations are unforgettable.
- Escape to Lake Tahoe for boating, hiking, and cool alpine air—when I need a reset, this is where I go.
- Enjoy wine tastings and scenic drives in Napa Valley—trust me, a glass of wine with a vineyard view feels like the best kind of reward.
Unique Labor Day Vacations:
Embrace the Wild Beauty of Northern California - Towering redwoods, rugged coastlines, and vineyard views make every road trip a revelation
Make It a Sun-Soaked Escape on Labor Day Weekend in Florida - Celebrate summer’s sendoff with beach breezes, poolside cocktails, and endless sunshine
Feel the Aloha in Every Moment in Hawaii - Volcanic wonders, golden beaches, and island rhythm create the ultimate tropical dream
Stay Waterfront Chic at Parrot Key Hotel and Villas - Tropical gardens, Key West flair, and spacious villas perfect for unwinding in style
Soak in Southern Grandeur at The Greenbrier Resort - Historic opulence, healing springs, and timeless charm await in West Virginia’s mountains
Catch Coastal Cool at Pasea Hotel and Spa, California - Oceanfront vibes, surf-inspired luxury, and modern wellness steps from Huntington Beach
Connect with Nature at The Lodge at Gulf State Park - Eco-friendly design and beachside serenity meet in this sustainable Alabama retreat
Experience New England Elegance at The Equinox in Vermont - Mountain air, cozy firepits, and classic resort luxury in a four-season setting
Escape to Oceanside Bliss at Esperanza Resort, Mexico - Cliffside views, infinity pools, and barefoot luxury define Cabo’s most romantic retreat
Stay Steps from Power and Prestige at The St. Regis Washington, D.C. - Presidential luxury, butler service, and refined style in the capital’s iconic heart
In Summary...
(and if you want to revisit my photo journey)- • Embrace the Wild Beauty of Northern California
- • Make It a Sun-Soaked Escape on Labor Day Weekend in Florida
- • Feel the Aloha in Every Moment in Hawaii
- • Stay Waterfront Chic at Parrot Key Hotel and Villas
- • Soak in Southern Grandeur at The Greenbrier Resort
- • Catch Coastal Cool at Pasea Hotel and Spa, California
- • Connect with Nature at The Lodge at Gulf State Park
- • Experience New England Elegance at The Equinox in Vermont
- • Escape to Oceanside Bliss at Esperanza Resort, Mexico
- • Stay Steps from Power and Prestige at The St. Regis Washington, D.C.