Deals on vacations and trips to Head Waters

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Head Waters flight + hotel vacation packages

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

Massanutten Resort

2.5 out of 5
Price was $533, price is now $467 per person
$467
per person
Sep 21 - Sep 25
found 4 hours ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
This hotel features a golf course, a full-service spa, and 4 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy snowboarding. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.
Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was $1,181, price is now $1,054 per person
$1,054
per person
Aug 10 - Aug 14
just found
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
This vacation home features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Multilingual staff can provide around-the-clock assistance and barbecue grills are on offer.
Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Price was $1,065, price is now $964 per person
$964
per person
Aug 10 - Aug 14
just found
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
This vacation home features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and perks like free self parking and free WiFi. A gym and barbecue grills are also provided.
The Summit at Massanutten Resort by Tripforth

The Summit at Massanutten Resort by Tripforth

3.5 out of 5
Price was $1,002, price is now $922 per person
$922
per person
Aug 10 - Aug 14
just found
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
An outdoor pool is featured at this vacation home, along with free self parking. Enjoy the indoor pool and perks like free WiFi. A gym is also provided.
Massanutten's Woodstone Meadows by Tripforth

Massanutten's Woodstone Meadows by Tripforth

4 out of 5
Price was $955, price is now $880 per person
$880
per person
Aug 10 - Aug 14
just found
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
This vacation home features an outdoor pool and a gym. Enjoy the indoor tennis court and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.

Top Head Waters hotels deals

Big Spring Bed & Breakfast

Big Spring Bed & Breakfast

Williamsville VA
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Stay at this vacation home in Head Waters. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Sugar Tree Country Store is located nearby.
Kitchen
Pet friendly
Monterey Inn

Monterey Inn

4 out of 5
32 W Main St Monterey VA
$209 nightly
The price is $231 total per night
$231 total
Jul 8 - Jul 9
Total with taxes and fees
This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. Concierge services are provided for your convenience.
Parking included
Free WiFi
Games Galore! Riverfront Group Retreat in McDowell

Games Galore! Riverfront Group Retreat in McDowell

McDowell VA
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This vacation home features barbecue grills.
Pool
Kitchen
Cabin on Mountain Stream, Surrounded by Forest

Cabin on Mountain Stream, Surrounded by Forest

McDowell VA
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This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
cabin on a stream

cabin on a stream

Sugar Grove WV
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This cabin features barbecue grills.
Kitchen
Pet friendly
~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~

~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~

Franklin WV
$194 nightly
The price is $215 total per night
$215 total
Jul 8 - Jul 9
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Free WiFi
Don't see what you're looking for?
See all available properties in Head Waters
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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.

Frequently asked questions

How much are vacation packages to Head Waters?
You'll be pleasantly surprised — you could find yourself in Head Waters for a mere $467. At Travelocity, we save you money and stress with our vacation packages. With experiences, hotels and flights all ready to be snapped up, what's holding you back?
Where can I get the best vacation package deals for Head Waters?
It's simple — browse Travelocity. With no less than 400 partner airlines and 1,000,000 properties around the world, it's easy to craft a Head Waters package deal that satisfies your wanderlust.
Why should I purchase my Head Waters vacation package via Travelocity?
Because you'll never roam alone if you book with us, and we offer round-the-clock customer support and excellent service to boot. Add to that our Price Match Guarantee and a massive range of experiences to pick from. It's our job to make your daydreams a reality.
Can I save money on my Head Waters car rental if I combine it with a hotel or flight?
With a Head Waters vacation package, you can combine your car, flight and hotel bookings and save tons. If you want to discover the best of this wonderful area, why not make a beeline for Monticello? This popular attraction is 55 mi from Head Waters. With your own rental car, you'll be there belong long.
Which airport is best for Head Waters?
Head Waters has a couple of airports to choose from — Charlottesville-Albemarle Airport (CHO) (55 mi away from the city center) and Shenandoah Valley Regional Airport (SHD) (30 mi away from central Head Waters).
Where should I stay when visiting Head Waters?
If you're searching for somewhere to spend your nights, take a look at the Big Spring Bed & Breakfast. It's the top pick for many visitors.

Photos of local treasures

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