Windham, New York: Best Things to Do – Top Picks

Ever wondered why the Catskills in New York are a top spot for outdoor lovers and adventure seekers? It’s all thanks to the town of Windham, known as the “Gem of the Catskills.” Since 1798, this historic spot has drawn people in with its breathtaking views, loads of outdoor adventures, great dining, and many lodging choices.

• Windham, New York is a historic town established in 1798, offering a wealth of outdoor recreation and attractions.
• The town boasts a variety of lodging options, from charming inns to modern glamping sites, catering to diverse traveler preferences.
• Windham’s dining scene features exceptional restaurants and locally-sourced cuisine, making it a culinary destination.
• Outdoor enthusiasts can enjoy year-round activities, including skiing at Windham Mountain, golfing at the Windham Golf Club, and exploring the Windham Path.
• Windham hosts a variety of festivals and events, creating a vibrant community and cultural experience for visitors.

Windham, known as the “Gem of the Catskills,” is a historic small town with a lively present. It has a beautiful Main Street filled with unique shops and great restaurants. This makes it perfect for a family trip or outdoor adventure in the Catskills.

Windham’s historic buildings and friendly vibe make it welcoming. You can find everything from cozy inns to modern glamping spots here. No matter what kind of trip you want, Windham has it all.

Windham’s restaurants offer a wide range of food, from fancy to casual. You can find something delicious no matter what you’re craving.

“Windham is a true gem in the Catskills, offering a perfect blend of historic charm, outdoor adventure, and exceptional dining experiences. It’s the ideal destination for a family vacation or a weekend getaway.”

Windham, New York, is perfect for all seasons. The Windham Mountain Club offers fun and relaxation all year. In summer, golfers can play on the 18-hole Windham Golf Club with beautiful views.

When it snows, the Windham Mountain Resort turns into a winter wonderland. It has 1,600 vertical feet of skiing on 54 trails and six terrain parks across two peaks.

Guests can stay in cozy spots like The Winwood Inn & Condominiums, a mile from the mountain. Or, they can choose the charming Albergo Allegria, over a mile away. These places are great for exploring Windham’s outdoor adventures and tasty food.

• Tee off at the Windham Golf Club, with its 18 holes and breathtaking mountain backdrops
• Carve turns on 54 trails and six terrain parks at the Windham Mountain Resort, offering 1,600 vertical feet of skiing
• Relax in the cozy accommodations of The Winwood Inn & Condominiums or the Albergo Allegria, both located just minutes from the mountain

Looking for a golfing trip or a winter adventure? The Windham Mountain Club has it all. Enjoy the mountain town life and discover the fun and relaxation Windham offers all year.

Food lovers will find Windham, New York, a culinary paradise. The town boasts top-notch dining spots that highlight local tastes and ingredients. It’s a place where foodies can truly enjoy the best of the Catskills.

At the Windham Local Public House, you get a real taste of Windham. This restaurant prides itself on using ingredients from nearby farms. Their menu features dishes that celebrate the Catskills’ rich soil and climate. Try their signature black Angus beef burgers or seasonal produce plates for a taste of the area’s farming tradition.

For a fancy meal, don’t miss the Millrock Restaurant. It’s known for its wide wine selection and small plates perfect for sharing. The chefs focus on seasonal ingredients, making each dish a celebration of the Catskills’ best.

Start your day at Day June, a favorite spot for breakfast. They serve classic dishes like fluffy pancakes and hearty omelets. Every meal is made with care, ensuring top quality and taste.

Windham offers dining options for every taste, from casual to fine dining. Enjoy the unique flavors of the Catskills and dive into the town’s culinary heritage.

Windham is in the heart of the Catskills, offering a mix of unique experiences. You can enjoy leisurely walks on the Windham Path or join thrilling cycling events. This mountain town has something for everyone.

The Windham Path is a 2.5-mile trail that takes you through the town. It links beautiful views, shops, and places to eat. Walking or jogging here, you’ll see the Catskills’ natural beauty.

If you love cycling, don’t miss the Tour of the Catskills Pro-Am Bicycle Road Race. It’s an annual event for pros and amateurs. They race on the tough Catskills roads. Spectators can watch the riders go by through beautiful landscapes.

The Windham Fine Arts Gallery is in Windham’s center. It’s perfect for art lovers. Here, you’ll see art from local and regional artists. The gallery offers a special experience with its paintings, sculptures, and photography.

Windham has many Windham unique activities for all kinds of travelers. Whether you want adventure, culture, or a quiet break, Windham has something for you.

Windham, in the Catskills, is a charming town with lots to offer. It has attractions and activities for everyone. Whether you like outdoor adventures, family fun, or trying new foods, Windham has it all.

Outdoor lovers will find plenty to do in Windham. There are hiking trails, ski slopes, and water sports. You can hike in the Elm Ridge Wild Forest or ski at Windham Mountain. For something different, paddle on the rivers or fish in the lakes.

Families will love Windham’s attractions and events. The Zoom Flume Water Park is great for fun in the water. You can also go horseback riding at K&K Equestrian Center or see a show at the Windham Theatre. Don’t miss the Greenville Drive-in and the Grey Fox Bluegrass Festival.

Windham’s food scene is exciting, with local and global flavors. Try the Irish Eggs Benedict at Angel’s East Café or the Goulash and Fondue Chinoise at Chalet Fondue. For a taste of the local farms, visit East Durham Farms and Lazy Day Farm. Windham’s restaurants and markets will delight your taste buds.

Windham has more than just the usual attractions. It’s full of unique experiences that show off its artistic and cultural side. Check out the Windham Fine Arts Gallery, take a yoga class at Mountain Breeze Yoga, or get a haircut at Robert James’ Aveda Salon. The town’s arts and wellness scene adds to its charm.

Windham, New York, captures the Catskills’ spirit with its wide range of activities. It has something for everyone, from outdoor adventures and family fun to delicious food and cultural experiences. It’s the perfect place for a memorable trip.

Windham, New York, has many unique places to stay for every traveler. You can find everything from modern glamping sites to cozy inns. After exploring the town, you can relax in style.

The Wylder Windham offers adventure right on site. Guests can enjoy stand-up paddleboarding, fly fishing, and hiking trails. For a Scandinavian-inspired glamping, Eastwind in Oliverea Valley is a peaceful spot surrounded by nature.

Looking for a cozy retreat? Union + Post is a charming inn that promises a peaceful stay. Albergo Allegria, known as the “Inn of Happiness,” has beautiful rooms and a great breakfast restaurant. It’s perfect for a quiet getaway.

Windham’s lodging scene is always changing. New inns like Scribner’s Catskill Lodge attract a younger crowd with their modern look and special travel experiences. These places offer a memorable stay that matches the town’s history and outdoor fun.

“The new hotels in the Catskills offer a variety of games from Scrabble to shuffleboard, in addition to activities such as fly fishing, rock climbing, and hiking that the region is known for.”

Looking for a modern glamping, a cozy inn, or a stylish hotel? Windham has many unique places for a memorable and special trip.

Windham is in the Catskills’ heart, full of fun for families. It has activities for kids and adults alike. You’ll find everything from exciting outdoor adventures to cozy indoor activities.

At Windham Mountain, skiing, snowboarding, or tubing is a top choice. With 54 trails over 285 acres, there’s lots to do. On clear days, you can see the beautiful mountains around you.

The Windham Path offers a 1 1/2-mile loop hike. It’s perfect for families and shows off the Catskills’ beauty. You might even see deer or other wildlife.

For horse lovers, Mountain Brook Farm is a must-visit. Here, you can go on pony or trail rides in the Northern Catskill Mountains. It’s a special experience your family will remember.

On rainy days, Windham kid-friendly spots like Briars and Brambles Books are great. You can look through books, read together, or join in on events like author readings.

Windham is a top spot for family fun with lots of activities for kids. It’s perfect for both exciting adventures and quiet times. This mountain place has something for everyone in your family.

Windham is in the beautiful Catskills region, perfect for those who love adventure and nature. It’s great for hikers, mountain bikers, and skiers. There are many fun things to do outside.

Put on your hiking boots and check out the Windham Path. It’s a beautiful trail that goes right through town. You’ll see lots of plants and animals, and the views are amazing.

For those who like a little excitement, Windham Mountain has a bike park. It has trails for everyone, from beginners to experts.

In winter, Windham Mountain turns into a top spot for skiing. It uses 500 million gallons of water to make the snow perfect for everyone. Skiers and snowboarders of all levels will love it here.

It’s not just about the skiing. The views are stunning, making it a day you won’t forget.

Windham is great for outdoor fun all year round. You can hike, bike, or ski here. It’s a beautiful place to get back to nature and have an adventure.

Windham, New York, is a true gem in the Catskills. It offers a mix of historic charm, outdoor adventure, great dining, and unique places to stay. Whether you want a family vacation, a ski trip, or a relaxing mountain break, Windham has it all.

Enjoy scenic hiking trails and top-notch skiing at Windham Mountain. Try the local food and see the unique places to stay. Windham promises to make a lasting impression on you.

Live the mountain town life in Windham, where fun and relaxation are always available at the Windham Mountain Club. Taste the local food, explore the Windham Path, and see the historic buildings. Windham is full of activities and sights, making it the ideal place to explore the Catskills.

So, pack your bags and get ready to find out what Windham, New York, has to offer. It’s perfect for outdoor lovers, food enthusiasts, and those looking for a peaceful mountain getaway. Whether you’re with family or by yourself, Windham will exceed your expectations and make you want to come back.