Crisp air, colorful leaves, and cozy escapes — autumn in the Hudson Valley feels spectacular. If you’re hunting for things to do in the fall, this guide is your new best friend.
The season calls for flannel layers, hand-in-hand walks, and more cinematic moments.
There’s just something about the Hudson Valley this time of year. Maybe it’s the way every road bends toward color. Perhaps it’s the way apples taste sweeter here. Whatever it is, the charm is authentic.
We’re sharing some of the region’s most romantic, cozy, and unforgettable experiences. You won’t find a boring checklist here. Instead, you’ll find genuine inspiration to help you plan the perfect Hudson Valley fall getaway.
Make it a date or a solo getaway. Caldwell House keeps you close to what matters. Now… Let’s map out the moments you didn’t know you were craving.
Stroll an Apple Orchard or Pumpkin Patch
Crisp apples, bright pumpkins, and cozy farm vibes — that’s fall in the Hudson Valley. Jones Farm in Cornwall blends charm and nostalgia. Browse the country store for seasonal produce, local honey, and small-batch jams.
The farm bakery, Grandma Phoebe’s Kitchen, is always stocked. Think fresh pies, cookies, and comforting fall treats. Are your taste buds begging for mercy yet?
And the views from the property stretch over rolling hills. So, you’ll also have a scenic taste of harvest season. Autumn activities are among the most relaxing things to do in the fall near Caldwell House.
Hike for Fall Foliage Views
Imagine the golden leaves crunching underfoot while cool autumn air fills your lungs. This is fall at its best.
Ready to add something memorable to your list of things to do in the fall? Head to Minnewaska State Park Preserve — it’s a top spot for autumn color. The Lake Minnewaska Loop is a local favorite, offering sweeping views and an easygoing pace.
Craving something bolder? Try Gertrude’s Nose for stunning cliffs and a splash of adventure. The trail lights up with red, orange, and gold this time of year. It’s one of the best hiking destinations near Caldwell House during peak fall foliage season.
Sip Local Craft Cider, Spirits, and Wine
Raise a glass to autumn. Autumn tastings are one of the best things to do in the fall. Start at Angry Orchard in Walden. Their tasting room features small-batch ciders you won’t find in stores. Try the crisp apple or a seasonal cinnamon-spiced blend. The orchard views are worth the stop.
Not a cider fan? Check out Brotherhood Winery in Washingtonville. It’s the oldest winery in the country.
Sip bold reds. Try dry whites or their signature spiced holiday wine. These stops are perfect for wine tastings, breweries, and distilleries near Caldwell House.
Take a Romantic Scenic Drive
Cue the playlist, grab a cider, and roll the windows down. Scenic drives are romantic and one of the dreamiest things to do in the fall.
Follow Route 218 along Storm King Mountain for twisting turns and bold color. The views of the Hudson River are unreal. Or head down Route 9W toward Bear Mountain Bridge. Trees blaze orange and gold in every direction. This drive feels like a movie scene.
This quiet date night idea can turn a simple drive into a lasting memory. And after all that beauty? Caldwell House is right where you’ll want to end the day.
Savor Farm-to-Table Flavors
Crisp air calls for cozy meals — one of the most satisfying autumn activities. Around Caldwell House, the menus reflect the season. Chefs cook with ingredients grown just down the road. You’ll taste local apples, just-harvested root vegetables, Hudson Valley cheese, and handmade everything. It’s comforting, colorful, and full of heart.
Ask the innkeepers for their favorite spots. They’ll send you to places locals love. This is farm-to-table dining at its best — fresh, thoughtful, and always in season.
Plan Your Cozy Fall Getaway to the Hudson Valley
Every leaf, trail, and bite in the Hudson Valley has its own rhythm. By now, you’re ready to try a few things to do in the fall. The only thing left? Lock in those plans while the season’s still golden.
Caldwell House Bed & Breakfast is your cozy home base for fall escapes, big or small. So, get ready to sip cider, chase color, and slow down. Everything good about fall comes together at Caldwell House. Book your room now and make this the fall you’ll never forget.
Photo Credit: © rabbit75_cav via canva.com, © Monkey Business Images via canva.com
