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Overlook Mountain Trailhead Vacation Packages

Overlook Mountain Trailhead Flight + Hotel Packages

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

The Colonial Motel

2.5 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Stay at this motel in Grand Gorge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gilboa Museum and Pratt Museum are located nearby.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip 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.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip 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.
Hotel Vienna

Hotel Vienna

2.5 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
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
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.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip 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.
Eastwind Windham

Eastwind Windham

2 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip 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.
Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

2 out of 5
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.
Perfect Family Vacation Home in the Mountains

Perfect Family Vacation Home in the Mountains

2 out of 5
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 vacation home in Windham. Enjoy free parking and a garden. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Amazing Hiking Cozy Home Close to Mountns Fireplace

Amazing Hiking Cozy Home Close to Mountns Fireplace

2 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
Stay at this vacation home in Prattsville. Enjoy free parking and a garden. Popular attractions Pratt Museum and Zadock Pratt Museum are located nearby.
Silas House

Silas House

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Stay at this 3-star inn in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Zadock Pratt Museum and Pratt Museum are located nearby.
The Roxbury at Stratton Falls

The Roxbury at Stratton Falls

2 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Stay at this hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Plattekill State Forest and Plattekill Mountain are located nearby.

3-4 Night Vacations in Overlook Mountain Trailhead

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

Hotel Vienna

2.5 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)

5-7 Night Vacations in Overlook Mountain Trailhead

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

Hotel Vienna

2.5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
Eastwind Windham

Eastwind Windham

2 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)

Overlook Mountain Trailhead Last Minute Hotel Deals

Woodstock Way Hotel
Woodstock Way Hotel
4 out of 5
10 Waterfall Way, Woodstock, NY
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 ...
Woodstock Way Hotel
Twin Gables of Woodstock
Twin Gables of Woodstock
3 out of 5
73 Tinker St, Woodstock, NY
Stay at this 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery ...
Twin Gables of Woodstock
The Herwood Inn
The Herwood Inn
4.5 out of 5
148 Tinker St, Woodstock, NY
Stay at this 4.5-star luxury guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock ...
The Herwood Inn
Morning Glory B n B Woodstock NY
Morning Glory B n B Woodstock NY
3 out of 5
141 Tinker Street, Woodstock, NY
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free parking, and a garden. Popular attractions The Comeau Property and Woodstock Public Library ...
Morning Glory B n B Woodstock NY
The Woodstock Inn on the Millstream
The Woodstock Inn on the Millstream
3 out of 5
48 Tannery Brook Rd, Woodstock, NY
Stay at this 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions SweetHeart Gallery and Woodstock Artists Association ...
The Woodstock Inn on the Millstream
The 212 Escape
The 212 Escape
3.5 out of 5
1659 NY-212, Woodstock, NY
Stay at this 3.5-star family-friendly country house in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Bethel Woods Museum ...
The 212 Escape
See all 1,067 properties in Overlook Mountain Trailhead
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.