Looking for romantic things to do for a long weekend trip in Windham, NY? Nestled at the base of the picturesque Catskills Mountains, and offering bountiful opportunities for outdoor activities, Windham is the perfect weekend destination for those looking to reconnect with nature.
From rugged hiking on The Windham Path to hitting snow-covered slopes at Windham Ski Resort, and horseback riding at Mountain Brook Farm, outdoor lovers will never run out of exciting things to do in the area.
Here’s our top recommendations of things to do for couples who don’t mind roughin’ it and getting some direct underneath their nails
Get your adrenaline pumping with a day spent exploring powdered slopes at the stunning Windham Mountain Ski Resort, just two hours from New York City. Offering over one thousand five hundred feet of vertical gain and fifty-four groomed trails alone, you’ll find plenty of routes to test your skills and private ski instruction to improve your physical and mental game.
Looking to take your thrill to the next level? Take a lift up to six terrain parks, reeling in over eighty features to practice freestyle skiing to your heart’s content. Seasonal Ikon and Day Passes are accepted.
Looking for the perfect hike in Windham? Located just minutes from the heart of town, the Windham Path is a local’s favorite for walking and biking with expansive views of the rolling Catskills Mountains.
Offering over two miles of paved pathway, you’ll cross charming wooden bridges over the famed Batavia River, explore secluded wooded areas, and journey through open meadows blazing with wildflowers in the Spring.
Open all four seasons, you can even snowshoe this path to get in the holiday spirit when it becomes a winter wonderland!
Who says you can’t sum up an adventurous mountain day with some wine tasting? Spanning four acres, The Vineyard at Windham is a magical place to discover your new favorite wine, house-produced, plus top-rated locally-produced bottles, and a stunning outdoor patio to take in the views in the warmer months.
For a truly romantic dinner, head to Union + Post (just a 5-minute drive from Wylder), where the intimate ambiance and wood-fired cooking make for a perfect evening. The menu features locally sourced ingredients, and their rustic-chic setting, complete with a fireplace and dim lighting, will add to the experience
Just a short drive from Wylder Windham, Sunset Rock offers one of the most iconic and romantic views in the Catskills. This easily accessible hike or drive (depending on your preference) leads you to a breathtaking overlook with panoramic views of the surrounding valleys and mountains. Whether you’re an avid hiker or someone who enjoys a leisurely walk, this spot offers a serene escape into nature.
