10 Underrated Labor Day Weekend Destinations in the U.S.

 

Labor Day is approaching quickly, which means you still have one more chance to plan a weekend getaway before summer comes to a close. Whether you’re hoping for southern shores, midwestern mountains, or city skylines, the U.S. offers endless options for the perfect 3-day vacation! Here are 10 of our favorite underrated Labor Day Weekend destinations in the U.S.

South Lake Tahoe is California’s go-to destination for stunning golf courses, blue-water beaches, and mountain exploration. If you and your crew are looking for fresh air and outdoor activity, our favorite Lake Tahoe stays are Skyland Estate and Glenwood Retreat. Both offer resort-style luxury in a private, tree-top escape.

On a 3-day weekend in Portland, stay at the Press Hotel located in the former Portland Press Herald building. The suites are inspired by 1920’s writers’ offices complete with vintage desks and marble bathrooms. Picture your dream study that just so happens to be walking distance to museums and restaurants, and only three hours from Acadia National Park.

Sedona is the energy reset you’ve been looking for. You can’t beat the other-worldly views, endless spa options, and hiking trails for all levels. Check out our list of luxury resorts and spas in Sedona for your Labor Day Weekend destination. Plus, the Grand Canyon is just a day trip away! 

If your idea of saying goodbye to summer includes the ocean, we’re right there with you. Bungalows Key Largo offers the perfect balance of picturesque and party with floating tiki bars, multiple onsite dining options, daily yoga sessions, and a full-service spa. Check out the Hemingway Bar for an homage to the Keys’ most notable resident.

Add the Finger Lakes, also known as the wine country of the east coast, to your list of Labor Day Weekend destinations. Stay at the Inns of Aurora for a luxury guesthouse experience with two restaurants, a spa, and plenty of wineries nearby. And don’t forget to enjoy the lakes by boat, kayak, or paddle board!

Get your southwest city skyline fix in Austin! It’s impossible to get bored in this city full of music and margaritas. We recommend a stay at the Proper Hotel for a fun and funky interior, incredible rooftop pool, and convenient location to restaurants, bars, and Lady Bird Lake.

Often called the “Palm Springs of the North,” Bend, Oregon offers over 20 golf courses, amazing Cascade Mountain views, and the Pilot Butte hiking trail that leads right up to an extinct volcano. Stay at the Oxford Hotel and take advantage of their complementary cruiser bikes for exploring downtown.

For a weekend on Lake Powell, we recommend renting a luxury houseboat, or staying in safari-inspired tents at Under Canvas (complete with king beds and hot showers that take glamping to a new level!). You and your crew will enjoy sunny skies by day and shooting stars by night.

As America’s first seaside resort town, it doesn’t get more quaint than Cape May. We recommend a stay at the Lokal Hotel or at one of the cape’s iconic Victorian-era cottages. Spend your days at this Labor Day Weekend destination laying in the sun, whale watching on a boat, or exploring the historic district.

A visit to Charleston is the best way to fulfill your seaside romance novel dreams. This charming southern city is full of good food, friendly locals, and beautiful sunsets. Stay at the Dewberry for iconic modern luxury, or choose one of Guesthouse Charleston’s downtown villas for a bigger group.