Are you from Windham, New York, or are you just visiting and looking for fun things to do? Don’t look any further! You’re in the right spot. This guide will show you 19 of the best and most fun things to do in Windham, NY, so you can get the most out of your time in this beautiful part of Greene County.
The cute town of Windham, New York, is tucked away in the beautiful Catskill Mountains. This area is known as the “Gem of the Catskills” because it has a lot of history, beautiful nature, and fun things to do all year long.
In the winter, Windham is a great place to ski and snowboard. During the warmer months, the resort turns into a paradise for mountain bikers and hikers, with beautiful trails and difficult terrain.
This charming city is one of the fastest-growing in Greene County, New York. From the Windham Mountain Resort, there are many fun, educational, and entertaining things to do, so everyone can have a memorable experience during their time in Windham.
19 Best And Fun Things To Do In Windham, NY (2024)
1. Windham Mountain Resort
Windham Mountain Resort is in the heart of New York’s Catskill Mountains and is open all year for outdoor lovers and people who want to get away to a beautiful place.
Windham Mountain is great for skiers and snowboarders of all skill levels. It has 54 trails that go through a variety of terrain and a steep drop of over 1,600 feet. The resort is a thrilling place to be, whether you’re cutting through fresh powder or cruising down gentle slopes.
The Windham Mountain Bike Park has more than 50 miles of tracks for mountain bikers of all skill levels. The park has a wide range of trails for all types of riders, from fun downhill tracks to beautiful cross-country routes.
Other fun things to do at Windham Mountain Resort include golfing and skiing at night. This resort has a range of places to stay, from hotels and condos right on the slopes for easy access to the action to cozy cabins great for a more rustic getaway.
2. The Windham Path
You can walk or ride a bike along the Windham Path if you want to take it easy and enjoy the view in Windham, NY. The Windham Path is a great path for a family trip because it is easy and mostly flat.
Windham Path has two loops: a 1.5-mile loop and a 0.5-mile loop that link Route 296 to the South Street business area. One lap is fine, but you can do both for a longer walk or ride.
Take a walk with your pet friend, but make sure they stay on a leash for everyone’s safety. Since the road is mostly flat and well-kept, people of all ages and abilities can use it.
Address: 4982 NY-23, Windham, NY 12496, United States.
3. Five-State Lookout
Explore the Five-State Lookout with your friends to enjoy the beauty of nature. If the weather is clear, the lookout gives you a stunning view of New York, Vermont, Massachusetts, Connecticut, and New Hampshire.
Five-State Lookout is a simple place to watch the scenery. It has a parking lot and not many other services. It’s possible that this lookout is most enjoyable when the weather is clear, especially in the fall when the leaves are so colorful.
You might want to visit the Five-State Lookout along with other nearby sights, such as hiking trails, historical places, or cute towns. When you go to Windham, you should check out Acra and the Five-State Lookout in New York.
Address: 7604 NY-23, Acra, NY, 12405, United States.
4. Escarpment Trail
The Catskill Mountains are home to the Escarpment Trail, a difficult but rewarding hike. It is found near Windham, New York. This park is a famous place for experienced hikers to go because it has beautiful views of the mountains and countryside nearby.
With an elevation gain of over 3,000 feet, the Escarpment Trail is thought to be a difficult walk. The trail is mostly narrow and rocky, but there are some steep parts. Hikers should be in good shape and have done this before on difficult trails.
A shorter stretch of the trail can be used to go out and back, and hikers can turn around at any point. A popular choice is to walk to the top of Blackhead Mountain, which takes about 6.7 miles round-trip from the beginning of the Windham Trail.
Address: 3 Cross Road, Windham, NY 12439, United States. ( Windham, entrance)
5. Main Street Community Center
The Main Street Community Center is one of the coolest places in Windham. With its many programs and services, this must-see attraction is a great asset to the city.
This center is the hub of the Windham community. It has events, programs, and tools for people of all ages. The goal of this center is to create a place where everyone in the community feels welcome.
The Main Street Community Center has many different kinds of programs, such as fitness classes, support groups, community events, and things for kids to do after school.
Address: 5494 NY-23, Windham, NY, 12496, United States.
6. Windham Fine Arts
We are a modern art store called Windham Fine Arts. It is in the Catskill Mountains, at the base of Windham Mountain Resort. They’ve been around for more than 20 years and work with a wide range of artists.
Contemporary art in a range of types and mediums is shown at Windham Fine Arts.There will be a wide range of art to choose from, including paintings, photos, sculptures, mixed-media works, and more.
In addition, this gallery shows works by well-known artists from both locally and abroad, giving visitors a complete picture of the modern art scene.
Address: 5638 Route 23, Windham, NY, 12496, United States.
7. The Vineyard At Windham
At The Vineyard at Windham in Windham, NY, you and your friends can make a toss with some of New York’s best wines. The Vineyard at Windham is tucked away in the Castle Mountains and offers a beautiful view.
This wine bar honors New York State’s wine industry by serving wines made from grapes grown in the Finger Lakes, the Hudson Valley, the North Fork, and the South Fork of Long Island, among other places.
The Vineyard at Windham has a cozy and welcoming setting that is great for taking it easy and enjoying the wines. The staff at the vineyard knows a lot about wines and loves them, so they can help you choose while you look through the range.
Address: 11 Mount View Estates Road, Windham, NY 12496, United States.
8. Bailiwick Animal Park & Riding Stables
One of the best things for animal lovers to do near Windham, NY is to check out Bailiwick Animal Park & Riding Stables. Animal encounters and horseback rides are both fun things to do at this family-friendly park.
There is a small zoo at Bailiwick Animal Park with sheep, pigs, llamas, bears, alligators, tigers, and other farm and foreign animals. There is a specific petting area in this park where you can get close to friendly animals.
Also, Bailiwick Animal Park & Riding Stables has horseback riding lessons and trail rides for riders of all kinds, from those who have never been on a horse before to those who have done it many times. Young guests can take pony rides, which are a fun and safe way to start horseback riding.
Address: 118 Castle Road, Catskill, NY, 12414, United States.
9. European Craft Store
Are you looking for one-of-a-kind items that were made by hand? In that case, one of the coolest things to do in Windham, NY is to go into the European Craft Store.
When compared to other craft shops, the European Craft Store has a unique selection of handmade items with a European flair. There will be a lot of different things for sale, such as amber jewelry, Polish pottery, wood carvings, chess sets, nesting toys, and more.
This craft mall gets its goods from local artists and workshops, which supports the community and promotes handmade goods.People say that the store has a warm and friendly vibe, which makes it a nice spot to look around and shop.
Address: 11111 State Route 23, Windham, NY, 12496, United States. 88
10. Windham Public Library
One of the coolest things to do in Windham, NY. for book lovers is to check out the Windham Public Library. This library is the center of the community and is a friendly place to read, relax, go to events, or meet new people.
There are many books, audiobooks, ebooks, DVDs, and other items you can borrow for people of all ages and hobbies. This bookstore has a lot of different events, such as author talks, book parties, story times for kids, and educational workshops.
One cool thing about the Windham Public Library is that it has public computers that can connect to the internet so that people can browse, do research, or use digital tools.
Address: 5379 NY-23, Windham, NY, 12496, United States.
11. Magic On Main
Going to a magic show in Windham, NY with your partner can be a fun way to strengthen your relationship. Main has magic. A small-scale magic show in a living room, put on by magician Sean Doolan.
People can get close to the performers and the show because it takes place in Sean Doolan’s private library. Sean’s show is interactive and interesting because he tells his own story of how he went from being a trial lawyer to a magician.
Sean is very good at sleight of hand and tricks that will make you question what is real.Because it’s a small space, only 10 people can sit down at a time.
Address: 5428 NY-23, Windham, NY, 12496, United States.
12. Christman’s Windham House
Christman’s Windham House, which was built in 1805, is one of the most interesting things for guests to do in Windham, NY. Christman’s Windham is a historic icon that offers a unique mix of places to stay, eat, and fun things to do.
The architecture and atmosphere of Christman’s Windham House are reminiscent of the colonial era, creating a charming and historic atmosphere. There are different types of rooms at this ancient hotel to meet different needs. There are cozy guest rooms, large suites, and efficiency apartments.
This property has a restaurant so you don’t have to go anywhere else to eat. It also has a bar or lounge area where you can relax with a drink and talk to other people. There are golf courses, an outdoor pool, a tennis court, and a game room at Christman’s Windham House.
Address: 5742 Main Street, Windham, NY, 12496, United States.
13. Millrock Restaurant & Bar Room
In Windham, NY, the Millrock Restaurant & Bar Room is a great place to hang out with friends and enjoy a tasty Italian meal and drinks in the evening.
The Millrock Restaurant & Bar Room serves traditional Italian food like pizza, pasta, and fresh fish.Their menu has big amounts that will make you happy when you leave.
People say that the dining room has a warm and welcoming feel that makes it great for a relaxing and enjoyable meal. You can enjoy your meal at this diner while taking in the beautiful views of Windham Mountain.
You can also spend time with your partner on the deck of the Millrock Restaurant & Bar Room and enjoy the fresh mountain air, especially when the weather is nice. During the busy season, they also have live music on their deck or porch on the weekends. This is one of the most romantic things to do in Windham.
Address: 5398 NY-23, Windham, NY, 12496, United States.
14. Windham Theatre And Vacation Rentals
A place to stay is The Windham Theatre and Vacation Rentals. They are experts at renting out high-end vacation houses in the Windham area.
Windham Theatre and Vacation Rentals has a range of renting homes, from cozy cabins to large houses, to suit the needs of groups of all sizes and tastes.
Windham Theatre and Vacation Rentals may also offer extras like hot tubs, saunas, decks, fires, and other things to make your stay more enjoyable.
Address: 11 Vets Road, Windham, NY, 12496, United States.
15. The Knitting Room, NY
For people who love yarn, the Knitting Room in Windham, New York, is one of the best places to buy craft supplies. The Knitting Room is more than just a shop; it’s a place where crafters can meet and talk.
Finding good yarns and craft materials is important to The Knitting Room, NY.They especially look for products that are made in a way that is good for the environment and people.
The yarns in this creative store have been carefully chosen so that you can find the right type and color for your project. Needles, hooks, buttons, and other craft items are likely to be there. It’s a nice place to look at their selection, get ideas for new projects, and meet other fiber artists because it’s warm and friendly.
Address: 11111 State Route 23, Windham, NY, 12496, United States.
16. New York Zipline Canopy Tours
The New York Zipline Canopy Tours, which is sometimes called Hunter Mountain Zipline, is a fun action company in Hunter Mountain, New York.
Zipline walks through the beautiful Hunter Mountain forests are available at this park. These tours give you a new way to see the beauty of the Catskills.
New York Zipline Canopy Tours has a tour called Skyride where you can see how good you are at climbing.Fly through the mountain air on a network of linked ziplines that can reach speeds of up to 50 mph and give you stunning views from almost 600 feet above the ground.
This is also a good choice for families because it has six ziplines and four rope bridges that make the trip through the forest canopy fun and beautiful. You can test your skills and courage on this four-story climbing wall, which has different challenges.
Address: 64 Klein Avenue, Hunter, NY, 12442, United States.
17. Launch Trampoline Park
Launch Trampoline Park is a fun place for an active family vacation that is located in Queens. There is a huge trampoline in this park that people of all kinds can use to bounce around.
There are dodgeball courts with trampolines at Launch Trampoline Park, which make the standard game fun and competitive. There is also a Ninja Warrior course and a climbing wall to test your climbing skills.
Launch has party rooms where you can have birthday parties or other events. Having redemption games in an arcade can give guests more things to do. There is also a cafeteria at this park where you can get drinks and snacks to fuel up after all the jumping fun.
Address: 163-50 Cross Bay Blvd., Queens, NY, 11414, United States.
18. Windham Country Club
One of the best things to do today with your friends in Windham, NY is to check out Windham Country Club. This golf course, which is in the beautiful Catskill Mountains, is a great place to play for golfers of all skill levels.
This 18-hole, 72-par championship course is in a beautiful location and is fun for players of all skill levels because it is both challenging and easy to play. You can look forward to beautiful grounds, greens, and mountain views that make golf more fun.
The green driving range at Windham Country Club lets you practice and warm up your swing before you play on the course.
In addition to the fun of golf, this gold course has a clubhouse with a pro shop, a banquet room, and a diner where you can eat or drink something delicious before or after your round.
Address: One Country Club Road, Windham, NH, 03087, United States.
19. Windham Farmers’ Market
The Windham farmer’s market is one of the best things to do in Windham, NY, on the weekends. It is on the town’s main street, across from the Windham Local Public House.
There is a lot of fresh, high-quality food and goods from local farmers and artists at the Windham Farmers’ Market. Seasonal goods like fruits and veggies, herbs, cheeses, honey, maple syrup, baked goods, meat, eggs, and well-packed local artifacts are what this market is all about.
This market also gives people a chance to support local businesses and farmers and makes for a lively community place where people can meet.
Address: Main Street in Windham, NY, United States.
20. Ze Windham Wine Bar
The Wine Bar is a cute wine bar in Windham, New York. It has a classy feel inside a converted old house and a lovely patio where you can enjoy drinks outside.
The best thing about Ze Windham Wine Bar is the wine and cheese combos. There are almost 40 wines by the glass at this wine shop, so you can try a lot of different ones. They also serve beer and cider, so they can please more people than just wine lovers.
This fun place outside serves a menu of small plates with a focus on German and Swedish restaurant food styles. This is a fun way to try new tastes and tell your friends about them.
Address: 5369 Main Street, Windham, NY, 12496, United States.