Pine Plains Flight + Hotel Packages

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

Kaatskill Mountain Club at Hunter Mountain

per person

Jul 25 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Hudson (HCC)

Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter Mountain and D Ski Lift are located nearby.

AutoCamp Catskills

Save 100% on your flight

per person

Jul 25 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Hudson (HCC)

Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). 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.

Woodstock Way Hotel

Save 100% on your flight

per person

Aug 8 - Aug 13

found 3 hours ago

Roundtrip flight included

New York (NYC) 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 Artists Association and Museum are located nearby.

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

Save 100% on your flight

per person

Jul 25 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Hudson (HCC)

Stay at this 3-star cottage in Ashland. Enjoy free parking and air conditioning. Popular attractions Windham Mountain Resort and Ashland Park are located nearby.

Eastwind Windham

per person

Jul 25 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Hudson (HCC)

Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Hunter Lodge, a Bluebird by Lark

per person

Jul 25 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Hudson (HCC)

Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.

Hotel Vienna

per person

Aug 8 - Aug 13

found 3 hours ago

Roundtrip flight included

New York (NYC) 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.

Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

Save 100% on your flight

per person

Jul 25 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Hudson (HCC)

Book a stay at this family-friendly vacation home in Maplecrest. Enjoy free parking and a garden. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Pine Plains Vacation Packages 3-4 Night Stays

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

Holiday Inn Express & Suites Kingston-Ulster by IHG

per person

Sep 5 - Sep 9

found 13 hours ago

Roundtrip flight included

Houston (HOU) to Hudson (HCC)

Woodstock Way Hotel

Save 100% on your flight

per person

Sep 5 - Sep 9

found 13 hours ago

Roundtrip flight included

Houston (HOU) to Hudson (HCC)

Couple s Oasis Pool Stream Firepit Steam Room

per person

Sep 5 - Sep 9

found 13 hours ago

Roundtrip flight included

Houston (HOU) to Hudson (HCC)

The Queen of the Catskills B&B

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip flight included

Orange County (SNA) to Hudson (HCC)

Pine Plains Vacation Packages 5-7 Night Stays

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