Head Waters Vacations

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Find the Best Head Waters Vacation Packages

Head Waters Hotel Deals

Monterey Inn

Monterey Inn

4 out of 5
32 W Main St Monterey VA
The price is ₩283,015 per night from Aug 4 to Aug 5
₩283,015
₩312,166 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (47 reviews)
"The remodeled Victorian house was brought completely up to modern standards."

Reviewed on Jun 12, 2026

Monterey Inn
Fort Lewis Lodge

Fort Lewis Lodge

4 out of 5
603 Old Plantation Way Millboro Springs VA
10/10 Exceptional! (16 reviews)
"Unique property and experience… family owned and operated… friendly staff… amazing food… highly recommend."

Reviewed on Nov 7, 2025

Get rates
Fort Lewis Lodge
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.

Frequently asked questions

How much does a Head Waters vacation package cost?
You'll find cheap prices 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?
If you're looking to book a cheap Head Waters vacation package, consider visiting in January, February and May. You'll generally find lower rates on flights and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Head Waters?
With a well-organized itinerary, you can easily hit the main Head Waters sights in a handful of days. But if you prefer to discover hidden spots or take day trips, consider 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.
How to plan a trip to Head Waters?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Head Waters.
  2. Set a budget: Consider costs such as transportation, flights and meals when working out how much to set aside for your trip to Head Waters. Then, select a property that suits your budget, whether that's an affordable stay or a lavish getaway.
  3. Set the duration of your trip: Start by listing all the sights and activities you'd like to experience in Head Waters. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, book the perfect Head Waters vacation package for you.

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