Sensational Labor Day Weekend Getaways for Families

Colonial Williamsburg
••• Colonial Williamsburg. Imagesbybarbara / Getty Images
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    Orlando, FL

    Cinderella's castle
    ••• Testa Images / Getty Images

    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

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    Tyler Place Family Resort: Highgate Springs, VT

    Tyler Place Family Resort
    ••• Activities abound at Tyler Place Family Resort in Vermont. Courtesy of Tyler Place Family Resort

    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

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    Resort at Squaw Creek: Lake Tahoe, CA

    Resort at Squaw Creek
    ••• Courtesy of Destination Hotels

    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

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    The Otesaga Resort: Cooperstown, NY

    Otesaga Resort Hotel Cooperstown
    ••• Caitee Smith / Flickr / CC BY-ND 2.0

    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

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    TradeWinds Island Grand Beach Resort: St Pete Beach, FL

    TradeWinds Grand Beach Resort
    ••• Courtesy of TradeWinds Island Resorts

    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

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    Hyatt Regency Lost Pines Resort & Spa: Austin, TX

    Hyatt Regency Lost Pines
    ••• Courtesy of Hyatt Regency

    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.

    Chec...MOREk rates at Hyatt Regency Lost Pines Resort & Spa


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    The Broadmoor: Colorado Springs, CO

    The Broadmoor
    ••• Courtesy of 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

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    Skytop Lodge: Skytop, PA

    Skytop Lodge
    ••• Courtesy of Skytop Lodge

    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

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    Grand Hotel: Mackinac Island, MI

    Grand Hotel Mackinac Island
    ••• Eli Duke / Wikimedia Commons / CC BY-SA 2.0

    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

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    Myrtle Beach, SC

    Myrtle Beach
    ••• John Coletti/Getty Images

    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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    Smugglers' Notch: Jeffersonville, VT

    Smugglers' Notch Resort
    ••• Mountainside pool at Smugglers' Notch Resort. Courtesy of Smugglers' Notch Resort

    At uber-family-friendly Smugglers' Notch in Jeffersonville, Vermont, the holiday weekend's highlights include a family challenge course race, marionettes show, and birds of prey demonstration. The resort offers a slew of activities, from mountain biking and guided nature walks to disc golf (including an evening glow round) and a Country Fair with games and music, and arts & crafts.

    • Smugglers' summer packages include many of these activities and use of the resort's pools and waterslides, indoor FunZone with inflatables and games, and mini golf. Save 25% on childcare through Labor Day. 

    Check rates at Smugglers' Notch Resort

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    Wintergreen Resort: Wintergreen, VA

    Wintergreen Resort: Wintergreen, VA
    ••• Courtesy of Wintergreen Resort

    High in the Blue Ridge Mountains, the family-friendly Wintergreen Resort will say good-bye to summer with a fun-filled Labor Day weekend in the mountains, featuring bonfire evenings, live music, an arts-and-crafts fair, family movie night, beach Olympics, and more. For the kids, there will be tons of kids' activities at a block party. In addition, the resort offers myriad outdoor recreational opportunities, from biking and ziplining to summer tubing, golf, and kayaking.

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    Colonial Williamsburg, VA

    Colonial Williamsburg
    ••• Courtesy of Colonial Williamsburg

    Get your red, white, and blue on this Labor Day in the Revolutionary City. 

    • Kids Summer Getaway Package: Book the three-night package and get breakfast daily plus two adult and two children (ages 6-12) tickets to Colonial Williamsburg and Busch Gardens Williamsburg.  Complimentary shuttle to Busch Gardens Williamsburg offered daily.
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    Whiteface Lodge: Lake Placid, NY

    Whiteface Lodge
    ••• Courtesy of Whiteface Lodge

    The only all-suite resort in the Adirondacks, Whiteface Lodge offers a fabulously luxurious experience yet in a family-friendly atmosphere that's never stuffy or pretentious. A slew of amenities await including an indoor-outdoor pool, catch-and-release fishing pond, games room, bowling alley, playground, and even a movie theater. There's also a kids' camp for kids up to age 12.

    • Labor Day weekend: Book the 3-night Stay More, Play More Package and receive at least $100 in credit each day that can be redeemed at the lodge's restaurants, spa, and other activities.

    Check rates at Whiteface Lodge

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    Sesame Place: Langhorne, PA

    ••• Courtesy of Sesame Place

    If you have preschoolers, think about celebrating Labor Day with favorite Sesame Street friends at Sesame Place, the only theme park dedicated to the iconic TV program. There will be an open-air, traditional BBQ in Big Bird’s Riverside Pavilion, and a fireworks show on Sunday, accompanied by Sesame Street music, of course.

    Explore hotel options in Langhorne

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    South Seas Island Resort: Captiva Island, FL

    South Seas Island Resort
    ••• Courtesy of South Seas Island Resort

    Bordered by two and a half miles of pristine white-sand beaches at the tip of Captiva Island, South Seas Island Resort offers a fun-filled island getaway this Labor Day with an array of activities for the entire family. Along with swimming, lawn games, water sports, and arts and crafts, complimentary weekend festivities include laser battles, beach pong, a carnival with bounce house and face painting, a family cookout, and a seaside cinema under the stars.

    Check rates at South Seas Island Resort

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    Crystal Mountain: Thompsonville, MI

    Crystal Mountain
    ••• Courtesy of Crystal Mountain

    Crystal Mountain, a family-owned ski resort near Traverse City, will wrap up the summer with chairlift rides, kite building, a stand-up paddleboard tour, family campfires, a pool party with hula hoop and limbo contests, a family golf scramble, and poolside movies. The resort also boasts Michigan’s only alpine slide, a water park, and an adventure zone with tubing, kayaking, and biking.

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    Paradise Point Resort: San Diego, CA

    Paradise Point Resort & Spa
    ••• Courtesy of Destination Hotels

    The plush Paradise Point Resort has an enviable location on Mission Bay right across from SeaWorld. Come for Labor Day and you can take advantage of summer happenings such as  dive-in movies, poolside activities, a Sunday summer concert series, nightly fireworks, and even free water-taxi service to the VIP back entrance of SeaWorld.

    Check rates at Paradise Point Resort

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    Callaway Gardens: Pine Mountain, GA

    Callaway Gardens
    ••• Courtesy of Callaway Gardens

    Callaway Gardens' Sky High Hot Air Balloon Festival is set to take place over Labor Day weekend. Families can watch beautiful balloons in flight and enjoy live music, beach activities, a kids' zone and much more. The festivities include a classic car show, disc dog demonstrations, and a pyrotechnic skydiving demonstration. Atlanta's top-rated food trucks will be on hand to feed festival-goers, and you can cap off the weekend with a final balloon glow Sunday night on Robin Lake Beach.

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    Fairmont Scottsdale Princess: Scottsdale, AZ

    Fairmont Scottsdale Princess
    ••• Fairmont Scottsdale Princess. © Judy Hedding

    As the last days of summer sail into the sunset, this resort transforms into the S.S. Princess for the annual Labor Day Dreamcation weekend with cruise ship-themed activities including zip-lining over the lagoons, watermelon- eating contests, underwater bingo, limbo contests, lei-making and tie-dying t-shirts, afterdark techno glo pool parties, glow-in-the-dark hula hooping, dive-in movies, fire dancers, fireworks, and more.

    Check rates at the Fairmont Scottsdale Princess

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    Mohonk Mountain House: New Paltz, NY

    Mohonk Mountain House
    ••• Fred Hsu/Wikimedia Commons/ CC BY-SA 3.0

    Spend Labor Day Weekend at this Upstate New York all-inclusive resort, where rates include three meals daily, afternoon tea and cookies, the complimentary kids' club, and most resort activities. There will be campfires with s'mores, lake and pool swimming, boating, hiking, tennis, evening entertainment, and much more.

    Check rates at Mohonk Mountain House