Hotels in Windham

Whispers of the Windham Mountains: Nature's Hidden Gem Awaits

Nestled in the heart of the Hudson Valley, Windham, New York, is a captivating mountain retreat that seamlessly blends natural beauty with rich history. Surrounded by the stunning Adirondack Mountains, this charming town boasts Victorian buildings that whisper tales of yesteryear. Outdoor enthusiasts will revel in hiking, skiing, and exploring pristine landscapes, while the Vineyard at Windham offers delightful local wines for a taste of the region's bounty. Whether you seek adventure or a peaceful escape, Windham's enchanting atmosphere and breathtaking vistas make it a perfect destination for nature lovers and cultural explorers alike. For the best hotel rates in Windham, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Windham

Some of the best places to stay in Windham are Kingston, Woodstock and Lake Hill. Kingston, Woodstock, and Lake Hill each offer unique experiences for travelers. Kingston boasts rich history and waterfront views, making it perfect for exploring local culture. Woodstock is famous for its arts and music scene, appealing to creative souls. Lake Hill provides a serene retreat surrounded by nature, ideal for relaxation. Accommodations range from historic lodges to charming inns, often featuring cozy amenities and scenic views. For first-time visitors, Woodstock is the best choice, blending culture and vibrant energy. These are some of the hotels preferred by our travelers in Windham:

1. KingstonOpens in a new window: Kingston is a vibrant destination with a mix of outdoor activities and rich cultural experiences. It features attractions like the Dutchess County Fairgrounds for family fun, the Ulster Performing Arts Center for cultural events, and Bard College for a glimpse into history. For accommodations, consider Mirbeau Inn & SpaOpens in a new window, a 4.0-star hotel offering a full spa experience perfect for relaxation. If adventure is your aim, Journey Inn Bed & BreakfastOpens in a new window offers an exciting Bed & Breakfast experience with various outdoor activities nearby. Another option is Millbrook Country House Bed & BreakfastOpens in a new window, also a Bed & Breakfast, featuring complimentary breakfasts and nearby hiking opportunities.
2. WoodstockOpens in a new window: Known for its artistic vibe and stunning outdoor scenery, Woodstock is a fantastic spot for adventure seekers and families alike. With attractions like Hunter Mountain and the Catskill Mountains, there's no shortage of outdoor fun. The Herwood InnOpens in a new window is a luxurious 4.5-star guesthouse, ideal for families and outdoor enthusiasts, with nearby skiing and hiking options. For a more budget-friendly option, The Lodge WoodstockOpens in a new window is a charming 3.5-star hotel that welcomes pets, while The Woodstock Inn on the MillstreamOpens in a new window offers a comfortable stay with free breakfast and nearby shopping.
3. Lake HillOpens in a new window: Lake Hill is a picturesque destination surrounded by the Catskill Mountains, perfect for outdoor adventures such as skiing and hiking. The area is rich in natural beauty and adventure sports. Hotel Mountain BrookOpens in a new window is a 4.0-star hotel that caters to both adventure and pet lovers, featuring a variety of outdoor activities. Another option is Gateway Lodge Bed & BreakfastOpens in a new window, a cozy 3.5-star guesthouse that also welcomes pets, making it a great choice for travelers with furry friends. For those seeking relaxation, Emerson Resort & SpaOpens in a new window offers both adventure and a full spa experience, ensuring a rejuvenating stay.

Things to do in Windham for first time

Three days in Windham offers the perfect escape into breathtaking mountain landscapes and lush forests. Visitors can enjoy skiing in the winter, hiking scenic trails, and golfing in the warmer months. With its serene lakes and vibrant natural beauty, Windham is an ideal destination for outdoor enthusiasts. Here's a quick itinerary to make the most of your trip to Windham:

• Day 1: Kick off your adventure in Windham with a visit to Kaaterskill Falls, a stunning two-tiered waterfall that offers breathtaking views and photo opportunities. After soaking in the beauty of the falls, head to Indian Head Mountain for a rewarding hike that showcases the natural splendor of the Catskills. Conclude your day at the Platte Clove Preserve, where you can explore the lush trails and unique rock formations, immersing yourself in the serene atmosphere of this protected area.
• Day 2: Begin your day amidst the majestic Catskill Mountains, where you can enjoy hiking, picnicking, or simply taking in the panoramic views. Afterward, visit the Emerson Place Kaleidoscope, an artistic marvel that captivates visitors with its vibrant colors and creative displays. Wrap up your explorations by tackling Slide Mountain, the highest peak in the Catskills, which offers invigorating trails and stunning vistas at the summit. Don’t forget to pack a hearty lunch and plenty of water!
• Day 3: Start your day at the Mountain Top Arboretum, a gorgeous space that showcases a diverse collection of trees and plants, perfect for a leisurely stroll. Next, head to the nearby pond for some peaceful moments in nature, where you can relax or enjoy a small picnic. Conclude your Windham experience by visiting Ashland Town Hall, a charming historical building that reflects the rich heritage of the area, providing insight into local culture and community events.

5 tips to find a great Windham hotel deal

1. Book for the cheapest times: The most affordable time to visit Windham is during March, November, and December, when hotel rates drop significantly. For a budget-friendly getaway, it's recommended to stay for at least 2-3 days to fully appreciate the beautiful mountain landscapes and natural scenery the area has to offer. This allows you to experience great value for money while exploring the main attractions in Windham.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Windham, you might want to check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com. You could find great discounts on hotels as your travel date approaches. To enhance your chances of snagging a bargain, consider enabling email alerts or push notifications from Hotels.com. This way, you can stay informed about flash sales and special promotions, ensuring you’re more likely to catch a great deal before it's gone.
3. Be flexible with dates: Hotel prices can fluctuate depending on various factors, including the hotel's location, star rating, and the time of year. As a result, if you're flexible with your travel dates, you may save on hotel expenses in Windham.
4. Consider your location: When booking on Hotels.com for your holiday, take your location into account. Staying near major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. For more affordable options, consider hotels in less central areas or neighborhoods, striking a balance between cost and easy access to the sights you want to visit.
5. Upgrade with One Key: Become a member of Hotels.com's free One Key rewards program when booking your stay in Windham. Earn points for your hotel bookings and progress through Blue, Silver, Gold and Platinum tiers. Unlock a range of exclusive rewards, including room upgrades when available, discounted rates, and member-only offers. Join today.

Best time to go to Windham

Windham experiences its lowest average temperature in January, at 22.1°F (-5.5°C), while July is the hottest month, with an average temperature of 68.7°F (20.4°C). July tends to be the wettest month. The peak travel months to visit Windham are January, February, and December, which see a higher number of tourists. During this peak period, the weather is mostly cloudy, accompanied by light rainfall. In contrast, May, June, and October are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

Windham Travel Information