Exclusive Overlook Mountain Trailhead Vacation Deals

Overlook Mountain Trailhead vacation package deals

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

Hotel Vienna

2.5 out of 5
Price was CA $1,449, price is now CA $1,330 per person
CA $1,330
per person
Dec 22 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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.
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Price was CA $2,228, price is now CA $1,982 per person
CA $1,982
per person
Dec 22 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions SweetHeart Gallery and Woodstock Artists Association and Museum 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
Price was CA $4,945, price is now CA $4,440 per person
CA $4,440
per person
Dec 22 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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.
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
Price was CA $6,889, price is now CA $6,282 per person
CA $6,282
per person
Dec 22 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
Stay at this 3-star chalet in Windham. Enjoy free WiFi, free parking, and a sauna. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Hunter Mountain Ski House - Tesla Charger

Hunter Mountain Ski House - Tesla Charger

2 out of 5
Price was CA $5,191, price is now CA $4,738 per person
CA $4,738
per person
Dec 22 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hudson (HCC)
Stay at this vacation home in Hunter. Enjoy free parking and a garden. Popular attractions Hunter Mountain 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 CA $3,614, price is now CA $3,310 per person
CA $3,310
per person
Dec 22 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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.

Frequently asked questions

How much are vacation packages to Overlook Mountain Trailhead?
Let Travelocity take all the hard work out of arranging your next big trip to Overlook Mountain Trailhead. Book our awesome CA $1,330 package deal and save both time and money. With your flights and hotel sorted, you can concentrate on the fun parts of your vacation — like visiting those must-do attractions!
Where can I get the best vacation package deals for Overlook Mountain Trailhead?
Snapping up the perfect package deal to Overlook Mountain Trailhead is a breeze with Travelocity. With 400 airlines and 665,000 properties around the world, you'll have loads of choice when picking your hotels and flights.
Why should I purchase my Overlook Mountain Trailhead vacation bundle via Travelocity?
We have a destination for every kind of traveler, top-quality service and 24/7 customer support. On top of that, we'll match any lower price you're able to find with our Price Match Guarantee.
Can I go on vacation to Overlook Mountain Trailhead at this time?
Learn all the info you should know about travel restrictions and quarantine policies ahead of your journey to Overlook Mountain Trailhead. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation as hassle-free as possible.

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
Stay at this vacation home in Woodstock. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery are located nearby.
Hot tub
Kitchen
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions SweetHeart Gallery and Woodstock Artists Association and Museum are located nearby.
Spa
Pet-friendly
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

Stay at this cottage in Woodstock. Enjoy onsite spa services, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions Colony and Woodstock Music Shop are located nearby.
Kitchen
Pet-friendly
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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.

Best Lodging Options Near Overlook Mountain Trailhead