Head Waters Vacations from $427

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Your Head Waters Vacation

Excellent adventures await when you lock in a Head Waters vacation package. Whether you're a foodie, history enthusiast or just a traveler who loves discovering new places, there's something for everyone in this lively city. Eager to sightsee? Spend your days enjoying popular attractions such as Sugar Tree Country Store during your trip to Head Waters. Whatever your travel plans or the size of your budget, putting together a tailored Head Waters vacation is a breeze with Expedia.

The Latest Head Waters vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Harrisonburg, VA - South

Motel 6 Harrisonburg, VA - South

2 out of 5
Price was $503, price is now $427 per person
$427
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
7.2/10 Good! (1,003 reviews)
This is always our go to place to stay when we visit our daughter at Bridgewater College. Always clean and close to everything.

Reviewed on Nov 9, 2026

Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

3.5 out of 5
Price was $775, price is now $594 per person
$594
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
9.4/10 Exceptional! (1,229 reviews)
Only briefly during our Friday-Sunday stay did we have hot water. The lack of towels, soap, and tissues was also very annoying. I have stayed here a number of times but I was disappointed this time.

Reviewed on Nov 9, 2026

Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $745, price is now $616 per person
$616
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
8/10 Very Good! (1,634 reviews)

Hyatt Studios Harrisonburg

Hyatt Studios Harrisonburg

2.5 out of 5
Price was $544, price is now $465 per person
$465
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
9/10 Wonderful! (297 reviews)
Wonderful hotel

Reviewed on Nov 9, 2026

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $513, price is now $440 per person
$440
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Weyers Cave (SHD)
8.2/10 Very Good! (1,006 reviews)

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Head Waters Hotel Deals

Big Spring Bed & Breakfast

Big Spring Bed & Breakfast

Williamsville VA
10/10 Exceptional! (66 reviews)
"We loved this house!! Everything about it! Too bad the tropical rain came and we had to leave a day early. We wanted to walk down to the creeks, too. We will stay here again!"

Reviewed on Oct 12, 2026

Get rates
Big Spring Bed & Breakfast
~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~

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

Franklin WV
$191 nightly
The price is $213 total per night from Nov 12 to Nov 13
$213 total
Nov 12 - Nov 13
Total with taxes and fees
10/10 Exceptional! (250 reviews)
"This was our second visit and we just LOVE this cabin! The perfect little getaway."

Reviewed on Nov 9, 2026

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

Monterey Inn

4 out of 5
32 W Main St Monterey VA
$219 nightly
The price is $242 total per night from Nov 11 to Nov 12
$242 total
Nov 11 - Nov 12
Total with taxes and fees
9.4/10 Exceptional! (53 reviews)
"Room was clean and charming. Would have liked a reading lamp, but otherwise very nice and the heater in bathroom was a nice touch."

Reviewed on Oct 20, 2026

Monterey Inn
See all 112 properties in Head Waters
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.

Find the Best Head Waters Vacation Packages

Head Waters Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Head Waters vacation package cost?
You'll find cheap prices from $427 on Expedia for your Head Waters getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Head Waters costs.
What are the cheapest months to go to Head Waters?
November, December and January are great times to search for cheap Head Waters vacation packages. Traveling in quieter periods means you can typically find better prices on accommodations and flights.
How many days is enough for Head Waters?
With a well-planned schedule, you can easily hit the most popular Head Waters sights in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your Head Waters vacation for longer.
How to find the best Head Waters package deals?
Use Expedia's filters to find some great Head Waters package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Head Waters package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Head Waters vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Head Waters vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Head Waters?
If you're considering a spur-of-the-moment Head Waters adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Head Waters vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Head Waters trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.