Annual Outdoor Event
New York Renaissance Faire, Tuxedo
Arcade
Arts and Crafts Fair
Bed & Breakfast
The Bird & Bottle Inn, Garrison
Bowling Alley
Christmas Attraction
ERDAJT’s Christmas Light Display, Lagrangeville
Comedy Club
County Fair
Dutchess County Fair, Rhinebeck
Drag Show
Sunday Drag Brunch at Mama Roux, Newburgh
Drive-In Theater
Warwick Drive-In Theater, Warwick
Food Festival
Golf Course (Private)
West Hills Country Club, Middletown
Halloween Attraction
Headless Horseman, Ulster Park
Horseback Riding Stable/Ranch
Hotel
The Thayer Hotel at West Point, West Point
Hudson River Cruise
Hudson River Cruises, Kingston
Ice Skating Rink
Bear Mountain Ice Rink, Tompkins Cove
Indoor Music Venue
Jazz Club
Karaoke
Mahoney’s Irish Pub & Steakhouse, Poughkeepsie
Kayak or Paddlesport Rental
Hudson River Expeditions, Cold Spring
Landmark
Walkway Over the Hudson, Poughkeepsie
Mini Golf
Movie Theater
Museum
Music Festival
Hudson Valley Jazz Fest, multiple locations
Neighborhood/City to Explore
Beacon
Outdoor Music Venue
Bethel Woods Center for the Arts, Bethel
Picnic Spot
Pop-Up Market
Stormville Airport Antique Show and Flea Market
Resort
Mohonk Mountain House, New Paltz
Rollerskating Rink
Hyde Park Roller Magic, Hyde Park
Sculpture Garden
Storm King Art Center, New Windsor
Sip and Paint
Trivia Night
Walking/Hiking Trail
Lake Minnewaska Loop, Minnewaska State Park
-Editor’s Pick-
Biannual Arts and Crafts Fair
Woodstock–New Paltz Art & Crafts Fair, Ulster County Fairgrounds
With dozens of makers showing off beautiful handmade clothing, furniture, jewelry, and home décor, this fair has something for everyone—seriously, you won’t leave empty-handed. Food vendors, live entertainment, and a craft tent for kids make this an all-day event.
-Reader’s Pick-
Bike Trail
Cycle 13 miles of hamlets and towns like Hopewell Junction, East Fishkill, Wappinger, LaGrange, and Poughkeepsie. The paved path is a part of the 750-mile Empire State Trail and traverses along an abandoned railroad. The picturesque route eventually connects to the Walkway Over the Hudson, with stunning river views.
-Reader’s Pick-
Waterpark
Dive into “America’s biggest little waterpark” where kids go nuts for 14 thrilling attractions. From Cowabunga Falls and Croc Creek Wavy Lazy River to the Arctic Mammoth and the Pirate Plunge, guests are sure to smile and get their fill of aquatic fun.
-Reader’s Pick-
Cooking Class
The Culinary Institute of America, Hyde Park
What better place to polish your cooking skills than at this world-renowned culinary school? The CIA’s public offerings range from courses in basic cooking and plating techniques to intensive workshops for international cuisines—like Mediterranean or Hawaiian. If you see a class that interests you, book early—spots go fast.
-Reader’s Pick-
Golf Course (Public)
Winding Hills Golf Club, Montgomery
Set in rural Orange County, this lightly challenging, 18-hole public course is surrounded by beautiful forests and rolling slopes. Modeled after famous course designer Geoffrey Cornish’s award-winning Blue Rock on Cape Cod, you can play like a pro close to home.
Related: Where to Go and What to Bring for a Perfect Picnic in the Hudson Valley
