10 Perfect Fall Weekend Getaways Near NYC for Families

Family-Friendly Weekend Trips for NYC Kids | Northhampton, the Catskills, the Adirondacks, Southport and More

Fall in the Northeast is a lovely time of year as the trees explode in a kaleidoscope of red, orange, and gold. The crisp air and outdoor activities are hard to resist for most kids (and grown-ups). New Yorkers can experience that magic right in the city's gorgeous parks, some of which feel almost like a countryside retreat during a foliage walk. But for a weekend away, perhaps over those fall school holidays, consider a trip north to full immerse the family in falltime fun.

We’ve rounded up 10 options, from a luxury retreat in Connecticut to glamping in New Hampshire to an Adirondack wilderness retreat where you can really unplug. 

Enjoy an Adirondacks hideout at Elk Lake. Photo by Michael Martineau courtesy of Elk Lake Lodge

Elk Lake Lodge — North Hudson, New York
If you're seeking a digital detox, Elk Lake Lodge should be on your radar. This family-owned lodge is immersed in a 12,000- acre forest high in the Adirondacks. The lodge offers six small rooms and eight individual cabins of varying sizes. It presents a timeless retreat and communion with nature with no televisions or cell phones to distract.

Many activities revolve around pristine Elk Lake with its 30 scattered islands and many coves and inlets to explore. Grab a kayak or canoe, jump in for a late-season swim, or fish for speckled trout. There are scores of hiking trials fringed with a rainbow assortment of leaves. Low-key activities include listening to the call of the loons, watching the leaves change colors next to the sparkling water, catching frogs, and helping to ring the dinner bell at 6pm.

Rates include a hearty breakfast and dinner plus a packed lunch. Local ingredients are featured and the fresh tastes should appeal to kids. Meals are served in the lodge overlooking Elk Lake, so you’ll dine with a view. Open seasonally thru mid-October.

The Roxbury — Roxbury, New York
The Catskill Mountains offer fall outdoor options like biking, hiking, fishing, kayaking and zip-lining, with phenomenal leaf-peeping to sweeten the deal. The Roxbury is a funky, design-forward boutique motel in the village of Roxbury. Each room is individually appointed in a thematic and whimsical way. There 19 rooms, many with double beds or sofa beds, and nine spacious suites. The attention to detail will knock your socks off. Book "Genie’s Bottle," inspired by the television show I Dream of Jeannie and enjoy the spherical bathroom with its Japanese soaking tub. If you like red velvet, Miss Kitty’s Saloon is for you. For the Trekkie that lurks in you, The Final Frontier is a nod to Star Trek.

The historic town is fun to walk, or head out for one of the aforementioned outdoor activities. Or take in the foliage on a train ride with the Delaware and Ulster Railroad, which departs from a historic depot in Roxbury. Mini day trips from the area include Cooperstown and the Baseball Hall of Fame (an hour away).

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The Inn by the Sea sits just a short walk from Maine's coastline. Photo courtesy the inn. 

Inn by the Sea — Cape Elizabeth, Maine
Coastal Maine is peaceful in the fall as the majority of tourists have packed up and headed home. If you’re considering a long weekend getaway that combines the best of town and country, add the Inn by the Sea to your list.

This Cape Elizabeth hotel looks like a peaceful painting, yet it’s only a 15-minute drive from hipster-haven Portland that's brimming with top restaurants, a children's museum, shops, and more family activities. The hotel’s privileged location on Crescent Beach provides a private boardwalk that leads through a wildlife sanctuary to a mile of unspoiled sand where kids can build sand castles and might even glimpse a seal or two. The view is enchanting in fall, with subtle touches of color blending with the seascape. The 61 contemporary rooms include spacious one-and-two-bedroom suites and traditional rooms with fireplaces. Suites have fully equipped kitchens and sofa beds.

The inn offers experiential programs to connect visitors with the surroundings. Venture out onto Casco Bay on a working lobster boat, participate in a garden tour, take a guided nature hike, or visit the historic Portland Head Light, the oldest lighthouse in Maine, surrounded by space for kids to run and explore. The Inn’s Sea Glass restaurant offers a dining experience with an eco-emphasis on serving underutilized yet delectable Gulf of Maine seafood. If your children don’t care for fish, there’s a standard kids' menu. The inn is also one of the most pet-friendly hotels anywhere, so bring the pooch for some canine pampering.

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Stay at the Woodstock Inn, but tour the area for farm fun, foliage, and wildlife. Photo by Sultry/Sulky/Silly/CC BY 2.0

Woodstock Inn — Woodstock, Vermont
Vermont is loaded with whimsical villages and covered bridges, but even in state that’s chock-full of quaint, Woodstock stands tall. Nestled in majestic mountains, it’s a top spot to view the fall foliage, which will greet you around every bend.

The Woodstock Inn is the essence of New England hospitality, and a great jumping off point for family fun in the area. The 142 spacious rooms and common areas are loaded with cozy touches like home-baked cookies served each afternoon. Complimentary bikes, large indoor and outdoor pools, and hiking trails provide hours of fun. Kelly Way Gardens, the resort’s onsite garden, provides a holistic food supply to the resort’s restaurants.

He'll be the judge of how cool the Quechee Gorge is. Photo by Josue Mendivil/CC BY 2.0

Don’t miss a visit to the Billings Farm & Museum. It’s a fully operating Jersey dairy farm where you can get up close with the cows at the milking barn and explore the 19th century farmhouse and creamery. Educational programming is excellent and hotel guests enjoy free visits. F.H. Gillingham & Sons is Woodstock’s general store, owned and operated by the same family since 1866. They sell an eclectic range of goods, many produced locally, but quality is the unifying factor. Kids will also enjoy a trip to VINS Nature Center, a rehabilitation center for birds of prey, many of which are on display, that offers educational activities and even shows for kids, plus nature trails. On your way, stop to gawk at the majestic Quechee Gorge, which is sure to stun the whole family into silence (for a moment or two).

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Bke along the Norwottuck Rail Trail in Northampton, Massachusetts. Photo by Rusty Clark/CC BY 2.0

The Hotel Northampton — Northampton, Massachusetts
Hampshire County in Massachusetts is blend of artsy villages, progressive college towns, and agricultural landscapes. Northampton is home to Smith College, where the garden-filled campus is great for a stroll and a visit to the Smith College Museum of Art is worthwhile. The small art collection is impressive but just as memorable is the museum’s decorative public bathrooms. Even if nature doesn’t call, don’t miss these bold and creative functional works of art.

The historic Hotel Northampton offers 106 guestrooms, gracious public spaces, and friendly service, all walking distance from everything. Rent bikes at Northampton Bicycle and cycle the flat, 11-mile car-free Norwottuck Rail Trail to Amherst. It's fringed with a canopy of colorful fall leaves and is just right for most school-aged kids to handle (at least a section). The trail offers lots of snack options along the way, including luscious ice cream at Maple Valley Milk Company and Farm Store.

Chasing those warmer temps? Retreat to the Embassy Row Hotel in Washington. Photo courtesy of the hotel.

The Embassy Row Hotel — Washington, D.C.
Autumn is a fine time to travel to Washington if you're looking to make summer linger a little longer. It, of course, plays host to a wealth of cultural treasures and parks, though less foliage. Stay in Dupont Circle and live like locals at the boutique Embassy Row Hotel. Its location puts you in the heart of the area's museums, eateries, and people watching. At the Sunday farmers' market, dozens of vendors sell fresh fruit, veggies, meats, artisan cheeses, and baked goods, so plan on a picnic.

Smithsonian Institution, National Museum of African American History and Culture. Photo by Alan Karchmer/NMAAHC

Other Dupont Circle gems include neighborhood institution Kramerbooks and the modern art collection at the Phillips Collection. Venture out of the neighborhood to explore the phenomenal National Museum of African American History and Culture. The Embassy Row Hotel is a magnet for locals thanks to its rooftop yoga classes (open to the public) and casual eatery, Station Kitchen & Cocktails. Kids should enjoy a dip in the rooftop pool, open through September, weather permitting. Rooms are colorful and comfortable. Rollaway beds and cribs are available on request. The hotel’s Underground Playground is a fun spot for families to spend time playing foosball, ping-pong, air hockey and other games.

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Glamp in the White Mountains for New Hampshire for the full fall effect. Photo courtesy of Huttopia Camping

Huttopia Camping — Albany, New Hampshire
Camp without sacrificing comfort in the White Mountains when you stay in glamping-style tents that are loaded with homey amenities. Huttopia is ideal if you want a low-stress camping experience. They provide kitchen supplies, bedding, and more. The Trapper’s Tent sleeps up to five on real mattresses and includes a bathroom. Book the Chalet and you’ll stay in a two-bedroom wooden cabin that sleeps up to six and includes a kitchen and bath. Fish in the lake or take a nature hike. There are low-key organized activities for kids in summer, and a few sporadic ones continue into the fall. If you crave the 21st century, head to North Conway, just 10 miles away. Open seasonally until October 15, 2017.

Looking for more local camping spots? Try Tentrr.com, a glamping alternative that supplies the tent, bed, and more for you, or one of these campgrounds with extra perks for kids.

For a quick New England getaway, consider a stay in Southport, Connecticut's Delamar. Photo by Julie Bidwell/courtesy the hotel.

Delamar — Southport, Connecticut
Southport is the sort of all-American town that brings to mind parades and ice-cream cones. The cobblestone streets are lined with stately homes and charming shops, giving it a Norman Rockwell feel. It’s located on a swath of Connecticut shoreline around 90 minutes from Manhattan. The Long Island Sound’s water usually stays warm enough for a dip into early October and the coastal influence means leaves usually change a bit later in the season than they do inland.

The Delamar Southport is just minutes from the beach. It offers 44 rooms that are loaded with luxuries. A complimentary gourmet buffet breakfast and bubbly drinks at check-in are a few of the perfect perks. The onsite Artisan Restaurant, Tavern & Garden features New England-inspired farm-to-table dining. The spa is top-notch, so try to sneak in a treatment. It’s pet friendly, too. The hotel is just a short distance from the Maritime Aquarium in Norwalk and the Beardsley Zoo in Bridgeport.

Perry Family Farm — Northfield, Vermont
This farm overlooks bucolic meadows and the Green Mountains. If you want to get acquainted with rural farm life and get up-close to seasonal changes, this is a good bet. Families can rent a large suite, consisting of a bedroom with a queen bed, living room, kitchen, and bathroom. Arrange for bunk beds in the living area, or rent two private rooms, one with a queen bed and one with a full-sized bed. Sustainable practices are the rule at Perry Family Farm. All electricity is solar and they have an electric vehicle charging station.

Camel’s Hump State Park has some nice views. Photo by Elias Guerra/CC BY 2.0

Explore the small towns near the farm and hike at nearby Camel’s Hump State Park for impressive views.

Winvian Farm — Morris, Connecticut
This exclusive resort in the Litchfield Hills is a paradise for nature seekers who don’t want to give up an ounce of luxury. Set on 113 acres bordering extensive woods, meadows, and lakes, the grounds are incredibly beautiful all year but really shine in fall. Private cottages are individual worlds unto themselves offering peaceful sanctuaries. Winvian is adults-only for most of the year, but it offers select weeks for families several times per year, including Columbus Day weekend.

Activities include exploring the three acres of organic gardens, swimming in the on-site pool, family cooking classes, roasting s’mores around the fire pit, hiking, and mountain biking. All the cottages are special, but kids will get a kick out of sleeping in the Treehouse, suspended 35 feet above the forest floor. The Helicopter has a 1968 Sea King Pelican Coast Guard chopper inside and the lounge area and TV are in the fuselage. Adults will enjoy the fine spa and delectable dining. A worthy splurge.