Oldtown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Kayla Berry
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    Save up to CA $1,096 when you book a flight and hotel together*
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Ready to book your vacation to Oldtown?

 

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Oldtown Hotel Deals

Oldtown Guesthouse

Oldtown Guesthouse

Oldtown
The price is CA $143 per night from Aug 13 to Aug 14
CA $143
CA $252 total
Aug 13 - Aug 14
includes taxes & fees
10/10 Exceptional! (22 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
The price is CA $152 per night from Aug 18 to Aug 19
CA $152
CA $224 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,242 reviews)
My stay at Rocky Gap
"The staff was friendly and everything at the resort was accessible"

Reviewed on Jul. 22, 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 CA $408 per night from Aug 24 to Aug 25
CA $408
CA $513 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.

Frequently asked questions

How much does an Oldtown vacation package cost?
You'll find cheap prices on Expedia for your Oldtown escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Oldtown costs.
What are the cheapest months to go to Oldtown?
The off-season is the best time to visit Oldtown if you're on a budget. Another tip for scoring cheap Oldtown vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Oldtown?
The ideal duration of your Oldtown vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to check out all the leading sights and explore some hidden gems along the way.
How to find the best Oldtown package deals?
Begin your search for an Oldtown package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Oldtown package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oldtown adventure off to a flying start.
Is it cheaper to book an Oldtown vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can customize your Oldtown getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Oldtown?
If you have your Oldtown vacation dates finalized, book as soon as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Oldtown?

  1. Choose 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 Oldtown.
  2. Set a budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to Oldtown. Then, choose a property that fits your budget, whether that's an affordable stay or a swankier getaway.
  3. Decide how many days away: Start by listing all the sights and activities 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 hotels, flights, car rental and more into a personalized Oldtown vacation package.

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