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Windham Mountain Resort Vacation Packages

Windham Mountain Resort Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Book a stay at this business-friendly hotel in Saugerties. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

3.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Stay at this 3.5-star business-friendly condo in Palenville. Enjoy free parking, concierge services, and in-room washers/dryers. Popular attractions North-South Lake Campground & Day Use Area and Vinnie's Farm Market are located nearby.
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Stay at this 4-star hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions SweetHeart Gallery and Woodstock Public Library are located nearby.
Hotel Dylan

Hotel Dylan

2 out of 5
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Book a stay at this golf motel in Woodstock. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ashokan Rail Trail- Woodstock Dike Trailhead and Woodstock Golf Club are located nearby.
Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Stay at this 3.5-star B&B in Pine Plains. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Pine Plains Library and The Stissing Center are located nearby.
Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 out of 5
per person
Jun 18 - Jun 22
found 21 hours ago
Roundtrip flight included
Charleston (CHS) to Hudson (HCC)
Book a stay at this business-friendly hotel in Lake Katrine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hudson Valley Mall and Robert E. Post Memorial Park are located nearby.
Comfort Inn Saugerties

Comfort Inn Saugerties

2.5 out of 5
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Stay at this hotel in Saugerties. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 out of 5
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Book a stay at this business-friendly hotel in Saugerties. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Opus 40 and Esopus Bend Nature Preserve are located nearby.

3-4 Night Vacations in Windham Mountain Resort

Price found within the past 48 hours. Click for updated prices.
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

3.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
found 16 hours ago
Roundtrip flight included
Jacksonville (JAX) to Hudson (HCC)
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
per person
Jun 20 - Jun 23
found 15 hours ago
Roundtrip non-stop flight included
Memphis (MEM) to Hudson (HCC)
Deer Mountain Inn

Deer Mountain Inn

2 out of 5
per person
Jun 20 - Jun 23
found 15 hours ago
Roundtrip non-stop flight included
Memphis (MEM) to Hudson (HCC)

Windham Mountain Resort Last Minute Hotel Deals

Eastwind Windham
Eastwind Windham
2 out of 5
5088 NY-23, Windham, NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
Eastwind Windham
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Vienna
Wylder Hotel Windham
Wylder Hotel Windham
3.5 out of 5
19 New York 296, Windham, NY
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
Wylder Hotel Windham
Beds on Clouds
Beds on Clouds
3 out of 5
5320 Main Street, Windham, NY
Stay at this 3-star guesthouse in Windham. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Windham Mountain Resort and Windham ...
Beds on Clouds
Winwood Inn & Condominiums
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
Stay at this 3-star ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
Winwood Inn & Condominiums
The Haüs Windham
The Haüs Windham
2 out of 5
218 NY-296, Windham, NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Windham Mountain Resort and Windham Country Club are ...
The Haüs Windham
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 out of 5
43 State Route 296, Windham, NY
Stay at this 3.5-star golf B&B in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Albergo Allegria Hotel & Breakfast Restaurant
Cave Mountain Motel
Cave Mountain Motel
2.5 out of 5
10978 STATE RTE 23, Windham, NY
Stay at this motel in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery ...
Cave Mountain Motel
See all 981 properties in Windham Mountain Resort
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.

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