Photo by Anna Arsenault

Hotels in Wingdale

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Next weekend
In two weeks

Where to stay in Wingdale?

Create new moments at Wingdale hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in Wingdale

Learn more about Wingdale

Wingdale is well-known for its attractions such as Dover Veterans Memorial Library and Harlem Valley Golf Club.

Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out.

#culture #culturephotocontest
Photo by Anna Arsenault
Open Photo by Anna Arsenault

Check out reviews of Wingdale hotels guests love

Frequently asked questions

How much does a hotel room cost in Wingdale?
You can discover great hotels in Wingdale from $96 with properties to suit all budgets and needs. You can discover great hotels in Wingdale from $96 with properties to suit all budgets and needs. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Wingdale hotels?
Members can save up to 20% on select hotels in Wingdale. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Wingdale hotels with free cancellation?
It's easy to book a refundable Wingdale hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
Are all taxes and fees included in the Wingdale hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Can I book a refundable hotel in Wingdale?
If you're looking for the flexibility to change your plans to Wingdale, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Wingdale be like during my visit?
The warmest months in Wingdale are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are October and July.
Why should I book my Wingdale hotel with Hotels.com?
There are plenty of reasons to book your Wingdale travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Wingdale

Find out more about Wingdale

Embrace the Serenity of Wingdale: Where Mountain Majesty Meets Tranquil Lakes

Nestled in the scenic Hudson Valley, Wingdale, New York, is a hidden gem for nature lovers and adventure seekers. Surrounded by the lush landscapes of state parks and majestic mountains, this quaint destination offers serene lakes perfect for kayaking and fishing, as well as numerous hiking trails that promise breathtaking vistas. Explore the vibrant local culture at charming shops and eateries, or catch a game at the nearby stadium. Whether you're seeking tranquility or outdoor thrills, Wingdale invites you to experience its captivating charm and natural beauty, making it an unforgettable off-the-beaten-path escape.

Discover great hotels in Wingdale

In Wingdale, New York, you'll find a variety of hotel options, from cozy inns to family-friendly accommodations. Enjoy the scenic beauty of the Hudson Valley while staying at places that offer comfortable rooms and convenient access to outdoor activities, making it a great base for your adventures. Here are some of our travelers' favorite hotels in Wingdale:

  1. Station Inn PawlingOpens in a new window: This inviting 3.0-star guesthouse offers a delightful retreat for leisure travelers seeking outdoor adventures and recreational activities. With nearby skiing options and a range of sports facilities, it caters to those looking to embrace nature. Guests appreciate the modern entertainment amenities, including digital and smart televisions, enhancing their relaxation after a day of exploration. The hotel’s comfortable atmosphere and convenient location make it a favorite among travelers looking to unwind and enjoy various activities in the vicinity.
  2. The Millbrook InnOpens in a new window: The elegant 4.0-star inn is a perfect choice for romantic getaways and nature-themed vacations. It presents an array of luxurious services tailored for couples, including exclusive romance packages and curated experiences that elevate every moment. The property’s food and beverage services, featuring local winery tours and champagne service, create memorable dining experiences. Guests are drawn to the serene ambiance and thoughtful amenities, making it a sought-after destination for those looking to indulge in a romantic escape surrounded by nature.
  3. Maple Leaf MotelOpens in a new window: This charming 2.5-star hotel stands out as a pet-friendly sanctuary, ideal for travelers who want to enjoy a getaway with their furry companions. The property welcomes pets and provides essential amenities that cater to their needs, ensuring a comfortable stay for both pets and their owners. The inviting atmosphere and accommodating policies create a warm and friendly environment, allowing guests to savor their vacation without leaving their beloved pets behind. Travelers appreciate the unique experience of sharing their journey with their pets in a relaxed setting.

Top locations to stay in Wingdale

When visiting Wingdale, New York, great areas to stay in include New Milford, Kent, and Millbrook. New Milford offers charming cafes and a vibrant community atmosphere, while Kent boasts stunning waterfalls and hiking trails for nature enthusiasts. Millbrook is ideal for business travelers with its upscale amenities. For first-time visitors, Kent is the best choice for its outdoor adventures.

  1. New MilfordOpens in a new window: New Milford is a charming place to stay, offering a delightful mix of cafes, parks, and local shops. The picturesque downtown area is perfect for strolling, where you can enjoy a variety of coffee spots and eateries. Nature lovers will appreciate the nearby parks and scenic views, ideal for leisurely walks or picnics. With a vibrant community atmosphere and friendly locals, New Milford provides a welcoming base for exploring the surrounding areas while enjoying a relaxed small-town vibe.
  2. KentOpens in a new window: If you're drawn to the great outdoors, Kent is an excellent choice with its stunning waterfalls and hiking trails. The area is known for its natural beauty, making it perfect for those looking to explore the outdoors. Don't miss the opportunity to hike along the scenic trails that lead to breathtaking views. Additionally, the quaint town features local shops and eateries that add to its charm, making it a fantastic spot for nature enthusiasts and those seeking a peaceful getaway.
  3. MillbrookOpens in a new window: Millbrook offers a unique experience with its focus on local businesses, art galleries, and beautiful landscapes. This small town is ideal for visitors looking to immerse themselves in the local culture and support community artisans. The surrounding countryside features lovely gardens and vineyards, providing a serene backdrop for your stay. Millbrook's laid-back atmosphere and emphasis on community make it a wonderful place to unwind and enjoy a slower pace while exploring the local scene.

Things to do in Wingdale

Nestled among serene lakes and majestic mountains, Wingdale offers a vibrant blend of outdoor activities and lively shopping experiences. Visitors can enjoy hiking through lush forests, boating on tranquil waters, or catching thrilling races, all while exploring bustling retail areas that cater to every taste.

  • Orvis Sandanona Shooting GroundsOpens in a new window – Discover the art of shooting at this renowned educational facility. With a beautiful backdrop of nature, it's an excellent place for both beginners and experienced shooters to enhance their skills in a safe environment.
  • Wing's CastleOpens in a new window – Visit this unique castle that stands out with its eclectic architecture and stunning views. Explore its quirky design and artistic touches, making it a delightful spot for photography and learning about its fascinating history.
  • Squantz Pond State ParkOpens in a new window – Enjoy a day of outdoor activities at this national state park. With scenic trails, picnic areas, and access to the lovely Squantz Pond, it’s perfect for hiking, fishing, or simply relaxing by the water.
  • Kent Falls State ParkOpens in a new window – Witness the breathtaking beauty of nature at Kent Falls. Hike the trails that lead to cascading waterfalls, and take in the picturesque scenery that makes this park a favorite for nature lovers and photographers alike.
  • Lake WaramaugOpens in a new window – Spend a leisurely day at Lake Waramaug, where you can swim, fish, or enjoy a peaceful picnic by the shore. The tranquil setting and stunning views make it an ideal spot to unwind and soak in the natural beauty of the area.

5 tips for savvy savings when booking a hotel in Wingdale

  1. Book for the cheapest times: The most budget-friendly time to visit Wingdale is between January and March, when hotel rates may drop, making it an affordable option for travelers. To fully appreciate the area's historical and cultural landmarks, a stay of at least 2 to 3 days is recommended. During your visit, you can explore a variety of attractions, including scenic mountains, charming parks, historic houses, and fascinating museums, all of which provide great value for money and a rich experience of Wingdale's heritage.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Wingdale on Hotels.com, you can start by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections, where you may find discounted hotel rates as your travel date approaches. You might also consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, helping you not to miss potential savings. Additionally, the Smart ShoppingOpens in a new window tool in the app allows you to compare hotel prices and amenities, ensuring you're informed if prices drop or rooms become available, making it easier to book that spontaneous getaway.
  3. Be flexible with dates: Prices may fluctuate based on several factors, including the hotel's location, star rating, and the season, so being flexible with your travel dates could help you save on your stay at a hotel in Wingdale. If you're interested in unique accommodations, boutique hotels often provide a more personalized experience and sometimes better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll recommend alternative dates that could be more affordable, increasing your chances of getting a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might look into hotels in less central neighborhoods, where you can find a better balance between cost and accessibility to the sites you want to visit. Independent hotels located further out are also worth considering, as they usually tend to be more affordable and can offer a more authentic experience.
  5. Become a Member: Join our membership program for free and start planning your next stay in Wingdale! Enjoy exclusive member prices and save on over 100,000 hotels worldwide. As a member, you'll have the opportunity to advance through our tiers and unlock fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these amazing benefits—sign up today and enhance your travel experience!

Best time to go to Wingdale

Wingdale experiences its lowest average temperature in January, at 26.4°F (-3.1°C), while July is the hottest month, with an average temperature of 73.0°F (22.8°C). October are usually the wettest months. February, March, and July are the peak travel months in Wingdale, attracting a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, accompanied by light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.

If you're looking to discover somewhere new, look no further than Wingdale. Whether you're planning to stay for a night or for the week, the area around Wingdale has accommodations to fit every need. Search for hotels in Wingdale with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Wingdale hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Wingdale hotel deals are here with our lowest price guarantee.

Keep exploring

Keep exploring