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Prattsville Vacation Packages

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Prattsville Flight + Hotel Packages

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

Hotel Vienna

3 out of 5
Price was $732, price is now $629 per person
$629
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) 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 Country Club and Windham Mountain Resort are located nearby.
Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

3 out of 5
Save 100% on your flight
Price was $6,336, price is now $4,591 per person
$4,591
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Book a stay at this family-friendly cottage in Hensonville. Enjoy free parking, volleyball on site, and a pool table. Popular attractions Hunter Mountain and Windham Mountain Resort are located nearby.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $1,981, price is now $1,517 per person
$1,517
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) 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

Eastwind Windham

3.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $1,116 per person
$1,116
per person
Jun 6 - Jun 13
just found
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,082, price is now $870 per person
$870
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3 out of 5
Save 100% on your flight
Price was $2,466, price is now $2,070 per person
$2,070
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Stay at this chalet in Windham. Enjoy free WiFi, free parking, and a sauna. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Perfect Family Vacation Home in the Mountains

Perfect Family Vacation Home in the Mountains

2 out of 5
Price was $1,887, price is now $1,676 per person
$1,676
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Stay at this vacation home in Windham. Enjoy free parking and a garden. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.

Prattsville Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,082, price is now $870 per person
$870
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

3 out of 5
Save 100% on your flight
Price was $6,336, price is now $4,591 per person
$4,591
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $1,981, price is now $1,517 per person
$1,517
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3 out of 5
Save 100% on your flight
Price was $2,466, price is now $2,070 per person
$2,070
per person
May 28 - Jun 1
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)

Prattsville Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Haüs Windham

The Haüs Windham

2 out of 5
Save 100% on your flight
Price was $1,259, price is now $1,007 per person
$1,007
per person
Jun 20 - Jun 26
found 5 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Hudson (HCC)
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $3,301, price is now $2,379 per person
$2,379
per person
Jun 6 - Jun 13
just found
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
Eastwind Windham

Eastwind Windham

3.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $1,116 per person
$1,116
per person
Jun 6 - Jun 13
just found
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
Perfect Family Vacation Home in the Mountains

Perfect Family Vacation Home in the Mountains

2 out of 5
Save 100% on your flight
Price was $2,692, price is now $2,134 per person
$2,134
per person
Jun 6 - Jun 13
just found
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Sep 2 - Sat, Sep 5
TPA
Tampa Intl.
SWF
Stewart Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Stewart Intl., returning Sat, Sep 5, priced at $137 just found
American Airlines
Tue, May 19 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$187 Roundtrip, found 1 hour ago
$187
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, May 19 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Wed, May 27, priced at $187 found 1 hour ago
Bargain Flight
Wed, May 27 - Sat, May 30
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, May 27 from Charlotte-Douglas Intl. to Albany Intl., returning Sat, May 30, priced at $266 found 1 day ago
Bargain Flight
Wed, May 20 - Sat, May 23
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$269 Roundtrip, found 21 hours ago
$269
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Wed, May 20 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Sat, May 23, priced at $269 found 21 hours ago