Travel Ideas for Labor Day Weekend

The final long weekend of the summer is nearly here!

Close out the season on a strong note with the perfect getaway. We’ve gathered a handful of our favorite locations to visit in early September that boast fair weather, exciting activities, and beautiful sights.

New River Gorge, WV

First up is one of our favorite outdoor destinations, New River Gorge, WV. This spot is an ideal long weekend destination, offering a mix of adventure and natural beauty, perfect for families, solo travelers, and groups. You can enjoy world-class whitewater rafting, scenic hikes like the Endless Wall Trail, and guided rock climbing. Be sure to hike along the iconic New River Gorge Bridge - 800+ feet above the river! Early September brings the first signs of fall, enhancing the already stunning landscapes. Local events and festivals in nearby towns add cultural flair, and the area’s accessibility makes it a convenient escape.

Ithaca, NY

ithaca ny farmer's market

Ithaca, NY is a stunning and cozy town with something to satisfy all tastes and interests. Known for its breathtaking gorges and waterfalls like Buttermilk Falls and Taughannock Falls, the area offers several outdoor activities, from hiking and biking to boating on Cayuga Lake. The Ithaca Farmers Market is a highlight, featuring fresh local produce and artisanal crafts. Home to Cornell University, the town has a vibrant cultural scene with museums, live music, and theater. Visitors can also explore the nearby Finger Lakes wine country, enjoying tastings at local wineries and breweries. With its charming downtown, festive atmosphere, and mild end-of-summer weather, Ithaca provides a perfect mix of nature, culture, and relaxation.

Chicago, IL

chicago, IL

Looking for a more metropolitan getaway? Chicago is a great Labor Day weekend destination. In early September, the Windy City enjoys pleasant weather, perfect for outdoor activities along the Lake Michigan shoreline and exploring iconic attractions like Navy Pier and the Art Institute of Chicago. The Chicago Jazz Festival brings free, world-class performances to Millennium Park, adding to the festive atmosphere. The city's varied food scene, vibrant nightlife, and architectural tours provide endless entertainment. Sports fans can catch a baseball game, while the city's rich history and innovative design can be explored through various tours.

San Diego, CA

san diego, CA

If you’re seeking the ideal West Coast adventure to cap off the season, head to San Diego, CA. Enjoy the sunshine and stunning beaches like La Jolla and Coronado, where you can swim, surf, or simply relax. The city comes alive with outdoor concerts, adding excitement to your visit. Iconic attractions like the San Diego Zoo, Balboa Park, and the historic Gaslamp Quarter offer diverse experiences, from nature to nightlife. San Diego’s culinary scene, featuring fresh seafood and authentic Mexican cuisine, is sure to delight foodies! The waterfront area is perfect for harbor cruises and spotting marine life. Whether you're seeking adventure or relaxation, San Diego delivers a memorable holiday weekend.

Jackson Hole, WY

jackson hole, wy

Last but not least, you’ll find adventure abound in Jackson Hole, WY! With stunning views of the Teton Mountain Range and endless outdoor adventures in Grand Teton National Park, you can enjoy hiking, mountain biking, and wildlife watching in the cool late-summer weather, with the first hints of fall colors. The Snake River thrills with activities like whitewater rafting and fly fishing. The town’s Western heritage comes alive with the Jackson Hole Rodeo and the Fall Arts Festival, showcasing local art and culture.

Pack Up + Go has you covered for whatever your Labor Day plans may be. Take the stress off yourself and let us plan a surprise getaway, or pick up our destination guides to ensure your travels go smoothly and you get the most out of the trip. Safe travels!

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