Head Waters Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.

Ready to book your vacation to Head Waters?

 

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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

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

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

Franklin WV
The price is CA $203 per night from Nov 12 to Nov 13
CA $203
CA $308 total
Nov 12 - Nov 13
includes taxes & 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
The price is CA $278 per night from Nov 10 to Nov 11
CA $278
CA $307 total
Nov 10 - Nov 11
includes taxes & 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 102 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Head Waters vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Head Waters costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Head Waters?
January, February and May are great times to look for cheap Head Waters vacation packages. Opting to travel in less busy months means you can usually find reduced prices on flights and hotels.
How many days is enough for Head Waters?
Generally, a handful of days is enough to check out the top attractions during your Head Waters vacation. However, if you'd like to have some time to relax or go on day trips, think about extending your itinerary.
How to find the best Head Waters package deals?
Bagging a cheap Head Waters package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Head Waters package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Head Waters vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a customized Head Waters vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Head Waters?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Head Waters vacation.
How to plan a trip to Head Waters?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to Head Waters.
  2. Budget wisely: As well as the cost of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Head Waters.
  3. Work out your trip length: Think about how long you want to spend discovering Head Waters. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, book the right Head Waters vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.