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Catskills in the Fall: How to Enjoy the Best of the Season with Kids

Last Updated on September 29, 2025 by Lindsey

The Catskills in fall are pure magic—crisp air, fiery foliage, and endless family-friendly adventures. As a mom who has visited the region with my kids, I can say it’s one of our favorite fall foliage vacations. From apple picking and scenic hikes to quirky festivals and cozy cider mills, the Catskills pack in everything you want for an autumn getaway with children. In this guide, I’ll share the best things to do with kids in the Catskills during fall, based on first-hand experiences and insider tips to help you plan a trip that’s as fun as it is memorable.

What is the Catskills like in the fall?

The Catskills in fall are known for spectacular foliage, family-friendly farms, scenic drives, and outdoor adventures. It’s one of the best times to visit with kids, thanks to cooler weather and seasonal activities.

Table of Contents
  • Best Things to Do in the Catskills in Fall with Kids
  • Hiking and Scenic Drives to enjoy in the Catskills in the Fall
  • Where to Stay for in the Catskills
  • Where to Eat During Fall in the Catskills
  • A New York Fall Road Trip to Remember
  • Looking for More Family Travel Ideas?
  • Pin for Later
A beautiful site when visiting the Catskills in fall - Trees in fall shades of yellow and orange line a river reflecting the clouds

Our adventure begins with the perfect home base – an enchanting A-frame Airbnb nestled in the heart of Roscoe. Surrounded by towering trees dressed in their autumn best, this cozy retreat set the stage for our Catskills escapade.

Best Things to Do in the Catskills in Fall with Kids

The Catskills offer year-round fun for the whole family. Pro tip: This is a weekend destination in the fall, so restaurant options are limited Mondays through Wednesdays. So, you should consider eating at home if your trip has you there mid-week.

Top 10 Things to Do in the Catskills in Fall with Kids (Quick List):

  • Visit Buckbrook Alpacas to meet alpacas and other barnyard friends
  • Sip cider at Wicklow Orchards
  • Pick apples and try cider at Brooklyn Cider House
  • Shop and taste your way through the Callicoon Farmer’s Market
  • Celebrate at Fall Festivals & Events (Oktoberfests, harvest festivals, and more)
  • Hike Alder Lake for kid-friendly trails and foliage views
  • Stroll the Little Pond Loop Trail for another easy family hike
  • Drive the Shawangunk Mountains Scenic Byway for spectacular leaf-peeping
  • Explore the region’s historic covered bridges
  • Catch sweeping fall colors with a scenic gondola or chairlift ride
  • Watch a movie at a drive-in theater
  • Climb a historic fire tower for sweeping foliage views
  • Learn and play at the Catskills Visitor Center

Now let’s dive into all the details—including insider tips from my own family trips—for planning the perfect Catskills in fall getaway.

1. Buckbrook Alpacas: Fuzzy Encounters

Jeff from Adventurous Tastes meets an alpaca at Buckbrook Alpacas in the Catskills in the fall
Buckbrook alpacas is a must-visit when in the the Catskills in fall - a little girl pets one of Buckbrook's resident pigs in his barn.

Buckbrook Alpacas is a heartwarming experience for the whole family. Pay for a tour, and get up close and personal with these gentle creatures plus a few other barnyard friends. My pig-crazy daughter was in hog heaven (see what I did there?!).

2. Wicklow Orchards: Cider Sipping

The Catskills in the fall wouldn’t be complete without a visit to Wicklow Orchards. Sip on crisp, locally crafted cider as you soak in the autumn ambiance.

3. Brooklyn Cider House: Apple Picking and More

Father and daughter from Adventurous Tastes drinking cider in the Catskills in the fall
Little girl from Adventurous Tastes picking apples in the Catskills in the fall

Why stop at just one cidery? For the quintessential fall experience, head to Brooklyn Cider House. Not only can you drink cider here, but you can also pick apples. Pro tip: This place was crowded on the weekend, so plan to wait for your drinks and food.


4. Callicoon Farmer’s Market: Sunday Delights

On a Sunday, take advantage of the Callicoon Farmer’s Market. Stroll through the bustling market and discover artisanal goods, fresh produce, and local crafts. My daughter purchased her adorable pig knit hat pictured above there. There is a movie theater in Callicoon that shows old movies and has fantastic popcorn. Unfortunately, it wasn’t showing a kid-friendly film while we were there, so we didn’t get to check it out.


5. Fall Festivals & Events

Nothing says autumn in the Catskills like a good old-fashioned fall festival. Throughout September and October, the region comes alive with Oktoberfests, harvest fairs, and family-friendly celebrations.

At Hunter Mountain Oktoberfest, you’ll find three weekends of German-inspired fun—live music, hearty food, vendors, and even keg-rolling contests (parents can cheer while kids laugh at the antics). The Belleayre Mountain Fall Festival offers gondola rides with breathtaking foliage views alongside craft beer tastings, a fair-style craft market, and plenty of kid-approved activities like pumpkin decorating.

For something more laid-back, head to the Bethel Woods Harvest Festival, where local farmers and artisans set up shop on the historic Woodstock grounds with live music and delicious food.

Smaller events like the Roscoe Beer Co. Oktoberfest and Cunningham Family Farms in Swan Lake (with a corn maze, hayrides, and pick-your-own pumpkins) round out the season. Whether you’re there for the food, music, or just soaking up the fall atmosphere, these festivals guarantee plenty of family memories.

6. Go Leaf Peeping on a Scenic Drive

Sometimes the best way to soak in the Catskills’ famous foliage is from the comfort of your car. Routes like Route 28 or the Catskill Mountains Scenic Byway offer winding roads lined with blazing reds, oranges, and yellows. Make it fun for kids by turning it into a “leaf-spotting game” (who can find the brightest red tree first?).


12. Visit a Local Cider Mill or Brewery with Family-Friendly Spaces

The Catskills are full of craft cideries and breweries that welcome families. Westwind Orchard in Accord, for example, serves wood-fired pizza along with their cider, and kids can roam the orchard. Parents get to sip while kids play—it’s a win-win.


13. Try a Covered Bridge Walk

Step back in time with a visit to one of the Catskills’ historic covered bridges. Bridges like the Beaverkill Covered Bridge or Halls Mills Bridge are especially beautiful in the fall when surrounded by fiery foliage. Kids love exploring these quaint landmarks, and they’re usually near picnic-worthy spots.


14. Go Horseback Riding Through the Foliage

My family always enjoys horseback riding when we visit a scenic location. Several stables in the Catskills, like Mountain Brook Farm or Rolling Stone Ranch in Bethel, offer guided trail rides. Older kids can ride on their own, while younger ones can sometimes do pony rides. Riding through the colorful woods is a magical way to experience autumn.


15. Visit a Historic Village or Museum

For a mix of fun and learning, check out Hanford Mills Museum, which hosts fall festivals with cider pressing and hands-on crafts, or Roxbury’s Historic Kirkside Park for a picnic surrounded by history. These destinations make history come alive for kids and add variety to your trip.


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Hiking and Scenic Drives to enjoy in the Catskills in the Fall

Little girl laughs on a hike in the Catskills in the fall
Little girl poses with a red leaf over her eye when in the catskills in the fall

For outdoor enthusiasts, the Catskills offer a plethora of options. Hike along the serene Alder Lake, embark on a scenic drive through the Shawangunk Mountains Scenic Byway, or take a leisurely walk along the Little Pond Loop Trail. The Catskills in the fall are a paradise for nature lovers. Alder Lake and Little Pond Loop were both easy for our kids to manage and offered truly stunning foliage. If you only have time for one hike, choose Alder Lake.

In addition, this area is filled with covered bridges, so check out beauties like Springtown Bridge in New Paltz (seen in A Quiet Place!)


Lindsey from Adventurous Tastes walking down Springtown Bridge in New Paltz, NY, in the Catskills.
Springtown Bridge in New Paltz

Where to Stay for in the Catskills

Looking for the perfect home base to enjoy the crisp air, colorful foliage, and small-town charm of the Catskills in the fall? These towns offer great access to outdoor adventures, seasonal events, and cozy family-friendly lodging.

Woodstock

Woodstock blends artsy vibes with gorgeous fall scenery and walkable shops and cafés.

Stay at: Hotel Dylan – This retro-chic boutique hotel offers spacious rooms, a laid-back lawn for kids to run around, and an on-site taco joint (win-win for tired parents). It’s also a short drive to great hikes and fall foliage spots.

Phoenicia

A small town with big Catskills energy—think tubing, hiking, and old-school diners.

Stay at: The Graham & Co. – This stylish yet relaxed hotel has lawn games, a seasonal pool, fire pits, and plenty of outdoor space for kids to play. Families love the easy access to nature and nearby trails.

Windham

Nestled by Windham Mountain, this is a hub for hiking, leaf‑peeping, and mild adventure.

Stay at: Hotel Vienna – Located in Windham, this chalet‑style hotel has indoor & outdoor pools, a sauna, fire pits, and family rooms with two queens or king + daybed. Plus, it offers fresh breakfast, bicycle rentals, and easy access to nature trails and Windham Mountain, making it a great Fall getaway base

Narrowsburg

A charming river town with a thriving arts scene and access to Delaware River views.

Stay at: The Blue Fox Motel – With its family-friendly suites, outdoor firepits, and quiet location, this spot offers a peaceful Catskills retreat. Kids will love the open space, while parents appreciate the cool, curated decor and easy access to town.

Hunter

A go-to destination for year-round outdoor adventure, especially during fall festivals and scenic sky rides.

Stay at: Hunter Lodge, Bluebird – This stylish lodge offers mountain views, comfortable family rooms, and common areas perfect for relaxing with board games after a busy day outdoors.

Roxbury

A quirky hamlet with artistic charm and easy access to waterfalls, hikes, and family-friendly attractions.

Stay at: The Roxbury – Known for its one-of-a-kind themed suites, this whimsical hotel delights kids and adults alike. Families rave about the creativity, comfort, and proximity to local outdoor fun.

No matter which town you choose, you’ll find plenty of fall charm, warm hospitality, and space to relax with the whole family.


Where to Eat During Fall in the Catskills

When you’re exploring the Catskills in the fall, you’ll want to refuel at some local gems that capture the cozy charm of the season. Whether you’re in the mood for something sweet, craving a hearty meal, or need a quick pick-me-up, these spots are perfect for family-friendly stops.

Plate of breakfast food at Conover Club in the Catskills
Breakfast at the Conover Club
Plate of corned beef hash and eggs and toast on a wooden table at the Conover Club in the Catskills

1. Conover Club: A Local Hangout

This local hangout was a perfect option for brunch. While there, I enjoyed a hearty carnitas hash and the kids tucked into light, fluffy pancakes.

2. Northern Farmhouse Pasta: Handcrafted Perfection

This low-key Italian spot was close to our Airbnb and has quality pasta and friendly service. It’s popular, so make a reservation.

3. Ollie’s Pizza: A Slice of Heaven

Who can resist the allure of a delicious pizza? Ollie’s Pizza serves up some of the best pies in the Catskills. With a variety of toppings and crispy crusts, it’s the perfect place to refuel after a day of exploration.

Adventurous Tastes family roasting marshmallows during their Catksills family vacation
Can’t resist ‘smores on a chilly fall night!

4. Kaatskeller: A Hidden Gem

Who says you can only have pizza once on a trip? We enjoyed our wood-fired pizzas and beers on Kaatskeller’s large patio.

5. Neversink General Store: Local Flavor

Neversink General Store serves up surprisingly upscale sandwiches, considering it’s in a gas station. It was a perfect option for picking up takeout on the way back from our scenic drive through Kerhonkson. The chicken parm is gigantic and very filling.

6. The Junction: A Culinary Crossroads

The Junction, a cozy and hip eatery, was one of our favorites. It’s packed with everything from fishermen still in their outdoor gear to starry-eyed hipsters on a date. Start with fried saltines with smoked trout spread, and save room for a burger. Ask about their daily frozen drink specials – I love a frozen beverage any time of year! Be prepared to wait for a table by poking around at one of the nearby shops.

7. Samuel’s Sweet Shop

A visit to the Catskills in the fall wouldn’t be complete without stopping at Samuel’s Sweet Shop, whose co-owners include celebrities. Jeffrey Dean Morgan and Paul Rudd. Nestled in the heart of Rhinebeck, this charming spot has been a local favorite since 1994. Step inside for a nostalgic trip down candy lane—Samuel’s offers everything from handmade chocolates to quirky retro candies.

8. Cherries Ice Cream Parlour

Even as the crisp fall air settles in, there’s always room for ice cream at Cherries Ice Cream in Stone Ridge. This family-run shop serves up homemade ice cream in classic and inventive flavors, making it a perfect pit stop after a day of leaf-peeping. Enjoy a flurry or a float if you’re feeling fancy. They have a full menu of burgers, hot dogs, and fries if you want to make a whole meal of your visit.

9. Rough Cut Brewing

For craft beer lovers, Rough Cut Brewing in Kerhonkson is a must-visit. The laid-back vibe and rustic decor make it a great spot to unwind after a day of hiking or scenic drives. Their rotating selection of house-brewed beers, like a rich autumn ale, pairs perfectly with hearty pub fare such as smashburgers and quesadillas. It’s a perfect mix of local flavor and fall atmosphere.

10. The Laundrette

Located in Narrowsburg, The Laundrette offers more than just pizza—it’s a culinary experience that celebrates local, seasonal ingredients. Enjoy pizzas and salads while sitting along the riverfront, soaking in the stunning Catskills fall views. Whether you’re with family or friends, the cozy, laid-back vibe makes it an ideal spot to share a meal after a day of exploring.

11. Tusten Cup

For a cozy coffee break, head to Tusten Cup in Narrowsburg. This artsy little café is known for its great coffee and baked goods, perfect for grabbing on the go or enjoying as you sit and watch the autumn leaves drift by. They also offer delicious sandwiches and wraps, making it an easy stop for lunch. The warm, welcoming atmosphere is just what you need to recharge before your next Catskills adventure.


Fall break trip to the Catskills - Mother and two daughters from Adventurous Tastes holding hands near Alder Lake in the fall with trees and lake behind them
Alder lake in the Catskills

A New York Fall Road Trip to Remember

Our family visit to the Catskills in the fall was nothing short of magical. From the captivating colors of the foliage to exploring the region’s many restaurants and cideries, it was a trip we can’t wait to repeat.

Best Fall Road Trips from NYC

Autumn in New York is stunning. Consider these destinations for your next fall road trip near NYC.

  • The Catskills
  • The Berkshires
  • The Adirondacks
  • Hudson Valley
  • The Finger Lakes

FAQs About Visiting the Catskills in the Fall

When is peak fall foliage in the Catskills?

Peak foliage in the Catskills typically occurs between late September and mid-October, depending on the year’s weather. The vibrant reds, oranges, and yellows tend to hit their peak around the first or second week of October. However, it’s always a good idea to check local fall foliage reports for up-to-date timing before you go. Here’s my personal favorite foliage tracking site.

What are the best fall activities in the Catskills?

The Catskills offer a wide variety of activities during the fall season, perfect for enjoying the cooler weather and stunning scenery. Popular options include hiking the numerous trails (like Kaaterskill Falls or Overlook Mountain), leaf-peeping scenic drives, visiting apple orchards for picking, and exploring charming small towns like Woodstock and Phoenicia.

Are there any fall festivals in the Catskills?
What should I pack for a fall trip to the Catskills?

Fall weather in the Catskills can be unpredictable, so it’s best to pack in layers. Bring warm clothing like sweaters, jackets, and scarves for cooler mornings and evenings, but be prepared for milder daytime temperatures. Don’t forget sturdy hiking shoes if you plan to explore the trails, and pack a rain jacket in case of fall showers.

Are the Catskills crowded in the fall?

Fall is a popular time to visit the Catskills, especially during peak foliage, so some areas may be busy, particularly on weekends. If you prefer a quieter experience, consider visiting during the week or exploring less-known trails and towns. Early mornings are also a great time to avoid crowds while enjoying the crisp fall air and beautiful views.

Looking for More Family Travel Ideas?

  • The Ultimate Guide to the Best Pumpkin Patches Near DC
  • Spotlight on The Best Things to Do with Teens in NYC
  • 7 Family-Friendly Restaurants in Stowe, VT, Your Kids Will Love
  • 3 Delightful Days to Enjoy the Best of Christmas in New York
  • 5 Fall Break Destinations Your Whole Family Will Love

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Family travel guide to fall in the Catskills | fall foliage by a lake in New York's catskill region
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About Lindsey

About Lindsey

Hi, I’m Lindsey — a longtime world traveler, culinary explorer, and mom of two fearless girls. With years of hands-on experience and personally vetted recommendations, I help families discover memorable, authentic adventures around the world. Join us on our travels — or let me help plan yours with expert guidance you can trust.

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About Me

About Me

Hi, I’m Lindsey

I'm a world traveler, culinary explorer, wife, and mother of two fearless girls. Join us on our adventures around the world and start planning your own family travel!

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