Search Deals onWindham Vacation Packages
Windham Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vienna
Price was $810, price is now $679 per person
$679
per person
Oct 28 - Nov 1
found 9 hours ago
Roundtrip flight included
Las Vegas (LAS) to Hudson (HCC)
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. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Clean quiet breakfast was amazing
Reviewed on Sep 20, 2026
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain
Save 100% on your flight
Price was $5,818, price is now $4,568 per person
$4,568
per person
Oct 28 - Nov 1
found 9 hours ago
Roundtrip flight included
Las Vegas (LAS) to Hudson (HCC)
Stay at this cottage in Hensonville. Enjoy free parking, volleyball on site, and a pool table. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain
Save 100% on your flight
Price was $5,757, price is now $4,556 per person
$4,556
per person
Oct 28 - Nov 1
found 9 hours ago
Roundtrip flight included
Las Vegas (LAS) to Hudson (HCC)
Stay at this cottage in Hensonville. Enjoy free parking and air conditioning. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House
Save 100% on your flight
Price was $2,730, price is now $2,187 per person
$2,187
per person
Oct 28 - Nov 1
found 9 hours ago
Roundtrip flight included
Las Vegas (LAS) to Hudson (HCC)
Book a stay at this business-friendly cottage in Windham. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Windham Country Club and Windham Vineyards and Winery are located nearby.
Eastwind Windham
Price was $845, price is now $694 per person
$694
per person
Dec 3 - Dec 6
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Hudson (HCC)
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
The cabin was adorable, everything at Dandies was delicious and Jamie was extremely helpful
Reviewed on Sep 20, 2026
Windham NY Escape
Price was $1,009, price is now $874 per person
$874
per person
Dec 3 - Dec 6
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Hudson (HCC)
Stay at this cabin in Hensonville. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
The best
Reviewed on Oct 6, 2025
The Haüs Windham
Price was $1,209, price is now $1,049 per person
$1,049
per person
Oct 28 - Nov 1
found 9 hours ago
Roundtrip flight included
Las Vegas (LAS) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Windham Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Discover Other Travel Deals
- Windham Mountain Resort Vacations
- Windham Country Club Vacations
- Windham Vineyards and Winery Vacations
- Hunter Mountain Vacations
- Kaaterskill Falls Vacations
- Belleayre Mountain Ski Center Vacations
- Catskill State Park Vacations
- Hudson River Vacations
- Hobart Book Village Vacations
- North-South Lake Campground & Day Use Area Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
