Oldtown Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ¥45,448 when you book a flight and hotel together*
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Find the Best Oldtown Vacation Packages

Oldtown Hotel Deals

Oldtown Guesthouse

Oldtown Guesthouse

Oldtown
The price is ¥15,513 per night from Aug 13 to Aug 14
¥15,513
¥27,406 total
Aug 13 - Aug 14
includes taxes & fees
10/10 Exceptional! (23 reviews)
Wonderful
"Sweet home, well decorated, clean and full of everything one needs for a short stay. Also delicious home baked goodies provided on arrival! Yum!"

Reviewed on Jun 28, 2025

Oldtown Guesthouse
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,256 reviews)
"Nice casino. Friendly staff. Beautiful grounds."

Reviewed on Aug 9, 2025

Rocky Gap Casino & Resort
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs
The price is ¥39,757 per night from Aug 24 to Aug 25
¥39,757
¥49,854 total
Aug 24 - Aug 25
includes taxes & fees
10/10 Exceptional! (44 reviews)
"Cutest little house in the woods. We enjoyed the hot tub under the stars, and the very comfortable bed. It was quiet and relaxing in this home, and it was so nice to have the essentials provided (like coffee, sugar, creamer, garbage bags, paper towels, detergent). Very close to the brewery, and to ..."

Reviewed on Jul 16, 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
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.

Discover the most popular places to visit in Oldtown

Frequently asked questions

How much does an Oldtown vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Oldtown costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oldtown?
Plan your getaway for the low season and you're likely to score cheap Oldtown vacation packages. Bear in mind that school vacation periods and local events and festivals can have an impact on prices, so do your research before you go.
How many days is enough for Oldtown?
With a well-organized schedule, you can easily tick off the top Oldtown attractions in a few days. But if you want to discover lesser-known spots or go on day trips, think about booking your Oldtown vacation for longer.
How to find the best Oldtown package deals?
Use Expedia's handy filters to find some great Oldtown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Oldtown package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book an Oldtown vacation as a package?
You can enjoy significant savings on your Oldtown break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oldtown?
If you're considering a spontaneous Oldtown getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Oldtown?

  1. Choose when to go: Check your calendar and get your bags packed. Your favorite time of year and the available activities will also help you decide when to visit Oldtown.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to save for your trip to Oldtown. Then, pick a property that works with your budget, whether that's an economical option or a lavish getaway.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Oldtown. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Oldtown vacation package.

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