Head Waters Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Head Waters

Monterey Inn

Monterey Inn

4 out of 5
32 W Main St Monterey VA
The price is 4.949.851 ₫ per night from 28 Jul to 29 Jul
4.949.851 ₫
5.459.687 ₫ total
28 Jul - 29 Jul
includes taxes & fees
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 7 Nov 2025

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Fort Lewis Lodge
See all 103 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 holiday 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 holiday to Head Waters costs.
What are the cheapest months to go to Head Waters?
If you're looking to book a cheap Head Waters holiday 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-organised 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Head Waters holiday as a package?
Expedia holiday 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 customised Head Waters holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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, favourite 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 accommodation: After you've settled on your dates and duration, book the perfect Head Waters holiday package for you.