Exclusive Overlook Mountain Trailhead Vacation Deals

Overlook Mountain Trailhead vacation package deals

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

Eastwind Windham

3.5 out of 5
Price was $802, price is now $719 per person
$719
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.
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 $12,297, price is now $9,587 per person
$9,587
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills. An outdoor pool and a terrace are also provided.
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 $2,329, price is now $1,906 per person
$1,906
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,073, price is now $918 per person
$918
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,126, price is now $984 per person
$984
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A 24-hour gym and barbecue grills are also provided.
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 $2,066, price is now $1,815 per person
$1,815
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Hudson (HCC)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

Frequently asked questions

How much are vacation packages to Overlook Mountain Trailhead?
Stretch your Overlook Mountain Trailhead vacation budget further by combining your flights and hotel stay into a $719 package. With all that extra money in your pocket, why not stay for a few more nights and discover even more?
Where can I get the best vacation package deals for Overlook Mountain Trailhead?
Travelocity is where to go to score a great Overlook Mountain Trailhead package deal. Select from 400 partner airlines and 1,000,000 properties all over the world and put together a vacation package that fits your style. With almost endless choice, it's time to start booking your next big adventure.
Why should I purchase my Overlook Mountain Trailhead vacation bundle with Travelocity?
From our 24/7 customer support to our range of enticing destinations, we're committed to fulfilling your vacation dreams. All you have to do is to click and book — our Price Match Guarantee will make sure you lock in the lowest price.

Top Overlook Mountain Trailhead hotel deals

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

Woodstock NY
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
$286 nightly
The price is $315 total per night
$315 total
May 11 - May 12
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Spa
Pet friendly
Pet Friendly Cabin Doh-Ray up @ 1500 ft

Pet Friendly Cabin Doh-Ray up @ 1500 ft

Shady NY
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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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.