Head Waters Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Top Head Waters Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Anderson Cottage Bed & Breakfast
CA $1,699
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Weyers Cave (SHD)
9.6/10 Exceptional! (29 reviews)
Very accommodating staff. Rooms are well kept in view of the fact that the property is old and maintains some of the decor and charm of a previous era. A low-key and restful environment with easy access to local attractions.
Reviewed on Aug 25, 2026
Ready to book your vacation to Head Waters?
Head Waters Hotel Deals
Big Spring Bed & Breakfast
Williamsville VA
10/10 Exceptional! (63 reviews)
"Second time I've stayed here. A beautiful, quiet place with some great hiking in the GW Forest very close by."
Reviewed on Jun 16, 2026
Monterey Inn
32 W Main St Monterey VA
CA $260
CA $287 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (50 reviews)
"super friendly staff. whole experience was very chill."
Reviewed on Aug 25, 2026
Cabin By The Creek! Inground Pool! Spa!
Dayton VA
10/10 Exceptional! (33 reviews)
"A lovely stay for our family. We are definitely planning a trip back next summer."
Reviewed on Aug 2, 2026
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 does a Head Waters vacation package cost?
Offering excellent value package deals from CA $1,672 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?
- 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.
- 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.
- 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.
- 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.
