18 Top Things To Do in Stephentown in the Fall
Stephentown, New York, a town renowned for its timeless charm and vibrant community spirit, takes on an entirely new persona during this enchanting season.
Stephentown in the fall seamlessly blends the wonders of nature with a huge range of seasonal activities that cater to everyone.
Whether you’re a devoted nature enthusiast, a fervent foodie, or simply in search of moments of tranquility, our hospitality experts at Stephentownhotel.com will help turn your autumn visit into a cherished memory.
From exploring scenic trails with vibrant hues of fall foliage to the simple joys of apple picking and pumpkin carving, Stephentown has something to captivate every heart.
Let’s dive straight in and discover more about the top things to do in Stephentown during the fall.
1. Explore Nature’s Canvas
Embark on a leisurely stroll or invigorating hike along Stephentown’s scenic trails such as The Corkscrew Rail Trail and immerse yourself in the breathtaking beauty of the changing leaves.
Don’t forget to bring your camera to capture the vibrant palette of colors.
2. Apple Picking Delight
Visit a local orchard such as the ever popular Bartlett’s Orchard and indulge in the quintessential fall activity of apple picking.
Feel the satisfying snap as you pluck ripe apples from the branches and savor the taste of freshly picked fruit. A wonderful activity for all ages.
3. Pumpkin Patch Adventure
Get lost in the fun of navigating through a pumpkin patch, selecting the perfect gourd for carving or decoration!
Take a visit to The Berry Patch to find pumpkins, berries, and many other types of high-quality produce. This thriving family farm has been supplying some of the area’s best restaurants since 1996.
4. Fall Festivals and Fairs
Experience the heartwarming fun of local fall festivals in Stephentown.
Enjoy live music, artisanal craft fairs, and mouthwatering treats as you immerse yourself in the atmosphere of this vibrant community.
5. Winery Tours and Tastings
Stephentown and the surrounding area offers a delightful experience for wine enthusiasts.
With its picturesque landscapes and fertile soils, the region boasts several charming wineries and vineyards that invite visitors to indulge in a unique wine-tasting adventure.
The Hudson-Chatham Winery Known for its exceptional selection of handcrafted wines, offers a welcoming atmosphere and picturesque views.
Home Range Winery offers a series of monthly events including BYO picnics or choose from their amazing charcuterie range.
Sabba Estate Vineyard – a small family-run vineyard in New York State’s Hudson Valley. We are both sculptors and winemakers.
6. Farmers’ Market Harvest
Sample the bounties of fall at local farmers’ markets in Stephentown. From farm-fresh produce to artisanal goods, these markets offer a delightful array of seasonal treats and treasures.
The New Lebanon Farmers Market and Grocery offer a delicious range of local produce including fruit, cheese, meat, and baked goods.
Head over to Woodlife Farm Market to enjoy deli delights, autumn orchards, and other seasonal events.
The Lenox Farmer’s Market is open from May 26 through September 15, 2023 @ 80 Church Street, Lenox, MA. Featuring local vendors and farmers!
7. Cozy Café Retreats
Warm up with a visit to charming cafés that offer pumpkin-spiced lattes, apple pastries, and other fall-inspired delights. Unwind in a cozy atmosphere and savor the flavors of the season.
Head over to Gardener’s Coffee Shoppe For breakfast, lunch, or ice cream. Plus, their beef is raised right on their land!
Blueberry Hill Market Cafe offers locally roasted coffee, regional craft beers, locally grown produce, dairy, and other food products. Get cozy in the fall and enjoy its barista station, bakery, and mini market.
8. Fall Photography Expedition
Capture the essence of fall through the lens of your camera. From sun-kissed leaves to misty mornings, Stephentown’s beauty becomes a photographer’s paradise during this season.
Visit Kinderhook Creek Nature Preserve Loop to capture spectacular fall scenery and wildlife.
9. Arts and Culture Exploration
Engage your artistic side by visiting local art galleries and museums that showcase fall-themed exhibitions.
Immerse yourself in the world of creativity as you admire unique artworks that capture the spirit of autumn.
Visit the Braveheart Books located in a cozy and quaint Civil War era general store and post office. Home to hundreds of gently used books, vinyl records and a bazaar featuring 20 local vendors/artists.
A short drive across the state line, you’ll find yourself in Massachusetts with an excellent selection of museums such as: Berkshire Museum, Berkshire Art Museum, Mass Moca a/k/a Massachusetts Museum of Contemporary Art and Norman Rockwell Museum.
The Veterans Memorial Park museum is a perfect way to while away a misty autumn day or discover more about your family with the Stephentown Historical Society
10. Scenic Drives Amidst Fall Foliage
Take to the open road and embark on a scenic drive through Stephentown’s countryside. Witness the landscape transform into a kaleidoscope of red, orange, and gold as you wind your way through picturesque routes. Head out on the open road and drop in at Zema’s Nursery to pick up some seasonal vegetables, herbs and plants for your cozy fall batch cooking.
11. Horseback Riding Adventures
Experience the beauty of fall from a different perspective as you embark on horseback riding adventures through scenic trails.
Try Cinch ‘em Up Stables and enjoy the fall scenery and views of the stunning Berkshire mountains. Why not take home some of their grass-fed Hereford cattle steak for your autumn BBQ?
12. Craft Beer tasting
Enjoy specialist Beer created from local hops and barley.
S&S Farm Brewery continues to grow its farm operation, increasingly incorporating organic local produce and supporting New York State farm businesses.
Why not visit another of the area’s farm breweries and enjoy live music every Saturday at The Beer Diviner.
Another fan favorite is the Roaring 20s Brewery & Taphouse located in a Prohibition-flavored 150-year-old building in New Lebanon, NY.
A local specialty is Chatham Brewing. Open for indoor and outdoor seating. Well behaved pets are welcome on the patio!
13. Local events
From cupcake throw-downs to car shows and garage sales, there’s always an event taking place in the Autumn months in Stephentown.
Whether you prefer browsing your holiday gift list at early holiday markets or love the drama of a circus performance, there’s something for everyone.
Don’t forget to visit Tanglewood – Boston Symphony Orchestra in Lenox, Mass. The Tanglewood Music Center Fellowship Program is the Boston Symphony Orchestra’s summer academy for advanced musical study.
14. Nature Retreats and Local Adventures
Find tranquility amidst the fall beauty with yoga retreats set against the backdrop of vibrant foliage. Engage in mindful practices that allow you to fully appreciate the serenity and rejuvenation of the season. Visit Grafton Peace Pagoda – many people ask the question, “what is inside the Peace Pagoda?” The answer is, “nothing but empty space.”
Stop into Stephentown’s Heather’s Heart Forge Blacksmith – they offer basic blacksmithing, blade smithing and more! Welcome to the Forge! “Where we work to help a new generation of bladesmiths/ blacksmiths to forge their own path.” Heather’s Heart Forge and The Blacksmiths Wife are here to teach you how!
Another amazing destination to stop into is Ioka Valley Farm where they proudly produce high quality hormone free beef, pumpkins & squash, real Christmas trees, pure maple syrup and specialty maple products. Ioka Valley Farm is a diversified, family owned and operated working farm dedicated to providing high quality locally grown products as well as enjoyment for all ages. Since we are open seasonally, please call ahead for hours & activities (413-441-5147).
15. Hiking and Walking Trails
Stephentown in autumn is a nature-lovers paradise, where the beauty of the season converges harmoniously with the joys of camping. Hiking in Stephentown during autumn offers a wonderful experience with a backdrop of stunning scenery.
Try nearby Wyomanock Farm and explore the nearby trails and breathtaking vistas of the surrounding countryside.
Don’t forget to check out: Sand Lake Walking Trail, Grafton Lakes State Park, Cherry Plain State Park, Mount Greylock State Reservation and Hand Hollow Conservation Area.
16. Fall Astronomy Observations
Explore the cosmos with fall astronomy sessions in Stephentown. Attend local stargazing events to observe celestial wonders and learn about the fascinating world beyond our planet.
Head out to Cherry Plain State Park for glimpses of the Milky Way.
17. Local restaurants
Stephentown boasts a charming selection of restaurants that cater to a wealth of tastes and preferences.
From cozy family-owned diners serving hearty American fare to trendy cafes offering artisanal coffee and pastries, Stephentown’s culinary scene has something for everyone.
Visitors can savor farm-to-table dishes featuring locally sourced ingredients at upscale eateries or indulge in classic comfort foods.
With its picturesque surroundings and a mix of culinary offerings, Stephentown’s restaurants provide a delightful fall dining experience that captures the essence of the region’s charm.
Stop into Gardner’s café on Route 22 for breakfast, lunch, ice cream, mini golf and locally grown beef.
A classic is Norte Azul Cantina & Bandita Bar also located on Route 22. Norte is not your average Mexican spot. Their Tex-Mex inspired food is carefully crafted and homemade. Try an authentic chorizo Burrito at Tacos Diablo or a full fine dining experience at La Perla.
18. Book a Stay at the Historic Stephentown Hotel
Booking a hotel in Stephentown during the fall offers a picturesque retreat.
As we’ve discovered, this charming town comes alive with the vibrant hues of autumn foliage, providing a stunning backdrop for outdoor activities like hiking and exploring nearby parks.
The cooler weather is perfect for leisurely walks and enjoying the local charm. The fall season often brings fewer crowds, allowing for a more tranquil and immersive experience. Visitors can savor the local flavors at harvest festivals and enjoy cozy evenings by the fireplace, making it an ideal time to unwind and relax.
The historic Stephentown Hotel, located at 10 Hotel Road, Stephentown, New York, reopened in 2023 after a 2.5-year gut remodel. The Hotel has been continually operated since the 1860’s. Most recently known as Emily’s from the 1940’s to closing its door in the 2000’s. The Stephentown Hotel boasts four apartments for short term visits and lodging; there is (x2) two-bedroom apartments, a studio and a triplex 5 bedroom apartment!
Top Things To Do Stephentown in the Fall – To end
Book a room with us and embrace the glorious scenery and the enchanting allure of autumn in Stephentown by reserving your stay at our hotel.
Four apartments offering amenities to ensure your trip is successful. Relax in the comfort of private outdoor area adorned with Adirondack chairs, a crackling fire pit with complimentary firewood, and a BBQ area to savor seasonal flavors.
Inside, bask in the coziness of the apartments. Apartment # 1 – featuring two inviting Queen bedrooms, a capacious living room with sleeper sofas, and an eat-in kitchen to cook all your seasonally picked produce. Indulge in relaxation with a state-of-the-art rain head faucet shower for a touch of luxury after a day of enjoying the outdoors. Your autumn haven beckons – reserve now for an extraordinary fall rendezvous!
For more information and reservations, call the Stephentown Hotel.
Dillon Nash, Proprietor
The Stephentown Hotel
518-279-6791
