Top Windham Hotel Deals

Make the Most of Your Windham Stay

A refined escape in the Northern Catskills

Windham sits in the Northern Catskills, just under 3 hours from New York City, where Victorian architecture lines Main Street and the mountain resort has evolved into a sophisticated year-round destination. Known as the "Gem of the Catskills," this town attracts a younger, style-conscious crowd seeking "quiet luxury" compared to nearby Hunter Mountain's party atmosphere. The walkable downtown features independent galleries, wine bars, and elevated dining like Bistro Brie & Bordeaux, while Windham Mountain Club offers skiing, golf, and mountain biking with a modern alpine aesthetic.

Four-season recreation and refined dining

Beyond the slopes, The Vineyard at Windham produces wines on a 4-acre estate overlooking the mountain, and the gentle 1.5-mile Windham Path winds through fields along Batavia Kill stream. The dining scene includes Union + Post serving elevated American fare and Galli offering regional Italian cuisine with house-made pastas. Five State Lookout provides panoramic views spanning 5 states, while nearby Hensonville has emerged as a design-forward enclave with boutique properties like Eastwind Hotel.

Getting here and exploring

Most visitors drive from NYC or take the direct Adirondack Trailways bus from Port Authority. A rental car proves essential for exploring scattered attractions. Day trips to Kaaterskill Falls, Hudson's arts scene, or Olana State Historic Site add cultural depth to your mountain stay.

Frequently Asked Questions about Windham

Can I book hotels in Windham on Delta Stays using miles?

Yes, you can use your Delta miles to book your Windham hotel stay, or you can combine your miles with cash for more flexibility. When you log in to your Delta SkyMiles® account, you will also discover Member offers at select properties that could enhance your travel experience.

What are the benefits if I use Delta Stays to book my hotel stay in Windham?

As a SkyMiles Member, you will earn 2 miles per $1 spent on completed hotel stays and vacation rentals reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. Simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash to ensure you earn your miles. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Cancellation policies differ depending on the property you choose. We recommend reviewing the specific cancellation policy displayed under each hotel's details before completing your reservation. Some rates may be refundable, while others may be non-refundable. Any modifications or cancellations to your reservation may affect the mileage credits you earn and receive in your account.

Can my Delta SkyMiles® American Express® Card be used for booking?

Your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card offers enhanced mileage earning potential along with a suite of benefits, including an annual statement credit up to $200 that can be utilized for prepaid accommodations when booking through Delta Cars and Stays. These offers are subject to specific terms. For an overview of the advantages associated with your card membership, please visit the Delta SkyMiles® American Express Credit Cards page where you can review complete benefit details.

Can I earn MQDs on Delta Stays hotel bookings?

Periodically, Delta Stays provides special promotions for SkyMiles Members to earn Medallion® Qualification Dollars on accommodations reserved through their booking service. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

No, Delta Stays accommodations are accessible to all travelers seeking hotel reservations. Nevertheless, enrollment as a SkyMiles Member provides you with opportunities to accumulate miles and gain access to preferential pricing and promotions available only to Members. As a Member, you will earn 2 miles per $1 you spend on Delta Cars and Stays (excluding taxes and additional charges). Plus joining SkyMiles is free. Register today by visiting the delta.com.

Can I book a vacation rental through Delta Stays?

Yes, in addition to traditional hotels, Delta Stays provides an extensive collection of vacation rentals for your vacation. You can browse through a variety of homes, condos, and unique lodging options powered by Vrbo on the Vacation Rentals page.

Which hotels have good ratings in Windham?

You will find 13 hotels in Windham to choose from when you book on Delta Stays. Albergo Allegria Hotel has a guest rating of 9.6 out of 10, and features a terrace and free parking. Another top-rated hotel is Wylder Hotel Windham, where you can enjoy an outdoor pool and a restaurant.

What's a good time of year to visit Windham?

To experience Windham during great weather, consider a visit in October when temperatures are mild and the fall foliage transforms the mountains into a stunning display of color. For off-peak prices and more deals on hotels, consider visiting during April or May when you'll find the lowest rates and best availability between ski and summer seasons.

Which hotels in Windham are near Windham Country Club?

This 18-hole course winds through the Great Northern Catskills with mountain views and stream-side fairways. After your round, head to Mulligan's Pub for sweeping peak vistas. Popular hotels include Hotel Mountain Brook which is a short drive away.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar