Deals on vacations and trips to Head Waters

Save when you book Head Waters package deals

Choose two or more items and save on your trip:

Head Waters flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

3.5 out of 5
Price was $827, price is now $740 per person
$740
per person
Nov 17 - Nov 20
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Modern Peaks Hot Tub Sauna Theatre Room

Modern Peaks Hot Tub Sauna Theatre Room

2 out of 5
Price was $1,991, price is now $1,695 per person
$1,695
per person
Nov 17 - Nov 20
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was $1,069, price is now $939 per person
$939
per person
Nov 17 - Nov 20
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Mtn Retreat Movie Theater Arcade Hot Tub Slps 10

Mtn Retreat Movie Theater Arcade Hot Tub Slps 10

2 out of 5
Price was $1,448, price is now $1,279 per person
$1,279
per person
Nov 17 - Nov 20
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Massanuttens Shenandoah Villas by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4 out of 5
Price was $909, price is now $812 per person
$812
per person
Nov 17 - Nov 20
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. There's a picnic area and multilingual staff can provide around-the-clock assistance.

Top Head Waters hotels deals

Big Spring Bed & Breakfast

Big Spring Bed & Breakfast

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

Monterey Inn

4 out of 5
32 W Main St Monterey VA
$212 nightly
The price is $234 total per night
$234 total
Oct 16 - Oct 17
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
~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~

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

Franklin WV
$195 nightly
The price is $217 total per night
$217 total
Sep 23 - Sep 24
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Free WiFi
Deck, Views, Games: 10BR Home in Shenandoah Valley

Deck, Views, Games: 10BR Home in Shenandoah Valley

McDowell VA
Get rates
This vacation home features barbecue grills.
Pool
Kitchen
Cabin By The Creek! Inground Pool! Spa!

Cabin By The Creek! Inground Pool! Spa!

Dayton VA
Get rates
This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Swoope VA
$191 nightly
The price is $213 total per night
$213 total
Sep 17 - Sep 18
Total with taxes and fees
A garden is available at this bed & breakfast.
Air conditioning
Parking available
Don't see what you're looking for?
See all available properties in Head Waters
View all properties
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 $740. 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

Browse Head Waters vacation photos for more inspiration