Sensational Labor Day Weekend Getaways for Families

Sensational Labor Day Weekend Getaways for Families

Colonial Williamsburg with Kids
  • 01 of 21

    Orlando, FL

    Cinderella's castle

    As the unofficial end to summer, Labor Day weekend falls after many kids have already returned to school and yet it offers one last opportunity to end the season on a high note. Here are fantastic places where you can get away in end-of-summer style.

    Our first recommendation is the theme park capital of the world, which not only gets less crowded come September, it also gets cheaper. Find out why September is the Best Month to Visit Orlando.

    Explore hotel options in Orlando

  • 02 of 21

    Tyler Place Family Resort: Highgate Springs, VT


    Nestled on the shores of Lake Champlain in northwestern Vermont, the 165-acre Tyler Place Family Resort has been welcoming families since 1933. With nine age-staggered groups from babies through teens, the children’s program is simply unbeatable.

    Other highlights include a spectacular lakeside setting, raft of adult-only activities and classes, delicious farm-to-table meals, and the perfect mix of family time, me time, and couples time. (Pre-dinner cocktail hour? Yes, please.)

    • Labor Day weekend marks the end of the summer season, with food-wine-and-brew tastings and rates up to 40 percent lower than in the peak of summer.

    Read reviews of Tyler Place Family Resort

  • 03 of 21

    Resort at Squaw Creek: Lake Tahoe, CA


    The Resort at Squaw Creek offers a ton of family fun, beginning with its four pools, 120-foot waterslide, and three all-season whirlpools. Other activities include hiking, mountain biking, horseback riding, tennis, and fly fishing. Kids ages 4 to 12 can attend the Mountain Buddies program, which offers a variety of activities, including biking, hiking, tennis, swimming, arts and crafts, and more. Plus, golf-loving families can play a quick and easy round on the front nine holes from family tees.​

    Check rates at Resort at Squaw Creek

  • 04 of 21

    The Otesaga Resort: Cooperstown, NY

    Otesaga Resort Hotel Cooperstown

    Heads up, baseball fans! You can combine a visit to the National Baseball Hall of Fame in Cooperstown, New York, with a long-weekend stay at the grand Otesaga Resort. The elegant-but-unstuffy hotel is offering a special package for Labor Day weekend that kicks off on Friday evening with a cocktail reception and also includes accommodations; daily breakfast; family activities such as kid-friendly movies, family bingo, lawn games, and ghost stories by the lake; plus live music and dancing on Friday and Saturday nights.

    Check rates at the Otesaga Resort

  • 05 of 21

    TradeWinds Island Grand Beach Resort: St Pete Beach, FL


    Hang on to summer with one last trip to the beach. A family favorite on Florida’s gorgeous St. Pete Beach, TradeWinds Island Grand Resort is offering an Endless Summer package over the Labor Day weekend. Families get a three-night stay in a deluxe guestroom, free use of a beach cabana, and two tickets to the resort’s Sunday beach party with fireworks. In addition, there are fun activities all weekend long, from carnival games and music to bingo and other fun contests.

    ​Check rates at the TradeWinds Island Grand Resort

  • 06 of 21

    Hyatt Regency Lost Pines Resort & Spa: Austin, TX

    Hyatt Regency Lost Pines with Kids

    Looking for an upscale place to say adios to summer? Located just outside of Austin, this luxurious Hyatt Regency resort is a wilderness retreat with direct access to the Colorado River. Hyatt Regency Lost Pines offers several water activities, making it a great place to celebrate the end of summer.  On the river, guests can take kayaking or rafting excursions, enjoy air boat rides, or float down the river on inner tubes. The resort is also home to the Crooked River Water Park featuring a lazy river, water slide, sand beach pool, and an adults-only section with a relaxing pool and whirlpool.

    The vast 400-acre property offers more than 18 miles of hiking and biking trails as well as zip lining, horseback rides through the McKinney Roughs Nature Park, and even the chance to meet and interact with the property’s Texas longhorn mascots, T-Bone and Ribeye. Finally, Hyatt Regency Lost Pines also features world-class golf at Wolfdancer Golf Club and award-winning spa services at Spa Django.


  • 07 of 21

    The Broadmoor: Colorado Springs, CO

    The Broadmoor

    Cap off summer in the Rocky Mountains at The Broadmoor, a historic and oh-so-grand property that really delivers for families. The Labor Day Family Celebration package includes a weekend stay, dining credit, bike rental, horseback riding or a Jeep tour, plus access to the resort’s movie theater and more.

    Check rates at The Broadmoor

  • 08 of 21

    Skytop Lodge: Skytop, PA


    One of our favorite all-inclusive resorts, the oh-so-grand Skytop Lodge in Pennsylvania’s Pocono Mountains has been welcoming families since 1928. The resort offers a huge choice of activities over the Labor Day weekend, including zip-lining, kayaking, archery, tennis, boating, biking, rock climbing, and hiking. There’s also an excellent supervised children’s program, and golfers get a bonus that’s virtually unheard of: unlimited greens fees.

    ​Check rates at Skytop Lodge

  • 09 of 21

    Grand Hotel: Mackinac Island, MI

    Grand Hotel Mackinac Island

    An iconic summer resort since 1887, Grand Hotel boasts the longest front porch in the world. Set on storybook Mackinac Island—where motorized vehicles are prohibited and folks get around on bikes and horse-drawn carriages—the hotel is a step back in time and offers myriad ways for families to enjoy the resort and island together, from biking to horseback riding to swimming in the 220-foot pool. The Grand’s annual Labor Day jazz weekend is a wildly popular musical event, featuring an impressive line-up of jazz and gospel artists.

    Check rates at the Grand Hotel

  • 10 of 21

    Myrtle Beach, SC

    Myrtle Beach for Family Vacations

    Named one of America’s favorite beach towns by Travel + Leisure, Myrtle Beach fun continues during Labor Day weekend and well into fall. In what Myrtle Beach calls “60 More Days of Summer,” this is arguably the best time to visit this friendly Southern beach town, not only for the temperatures but to score amazing deals at popular seaside resorts.

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