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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.
Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 out of 5
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) 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.
Eastwind Windham

Eastwind Windham

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 18 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.
Little Cat Lodge

Little Cat Lodge

2 out of 5
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Duluth (DLH) to Hudson (HCC)
Stay at this hotel in Copake Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Catamount Ski Area and Catamount Aerial Adventure Park are located nearby.
Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Duluth (DLH) 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 Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 out of 5
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) 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 Kiersted House are located nearby.
Hotel Vienna

Hotel Vienna

2.5 out of 5
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) 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.
The Vine on main

The Vine on main

2 out of 5
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Hudson (HCC)
Stay at this motel in Stamford. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Veterans Memorial Park and Stamford Village Library are located nearby.

3-4 Night Vacations in Overlook Mountain Trailhead

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

AutoCamp Catskills

5 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 9
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hudson (HCC)
Little Cat Lodge

Little Cat Lodge

2 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hudson (HCC)
Couple s Oasis Pool Stream Firepit Steam Room

Couple s Oasis Pool Stream Firepit Steam Room

2 out of 5
per person
Sep 6 - Sep 9
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hudson (HCC)

5-7 Night Vacations in Overlook Mountain Trailhead

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

Eastwind Windham

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 18 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Hudson (HCC)
Little Cat Lodge

Little Cat Lodge

2 out of 5
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Duluth (DLH) to Hudson (HCC)
Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Duluth (DLH) 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
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
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
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 1,086 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.