Oldtown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kayla Berry
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
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    Better together
    Save up to NZ$545 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Oldtown Hotel Deals

Ramada by Wyndham Cumberland Downtown
Ramada by Wyndham Cumberland Downtown
3 out of 5
100 South George Street, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 16 Jun to 17 Jun
NZ$160
per night
16 Jun - 17 Jun
7/10 Good! (1,001 reviews)
"It was as I expected... everything was ok. Was there a continental breakfast??"

Reviewed on 11 Jun. 2024

Ramada by Wyndham Cumberland Downtown
Rocky Gap Casino & Resort
Rocky Gap Casino & Resort
3 out of 5
16701 Lakeview Road NE, Cumberland, MD
The price is NZ$282 per night from 1 Jul to 2 Jul
NZ$282
per night
1 Jul - 2 Jul
8.6/10 Excellent! (1,002 reviews)
"The bed is not very comfortable"

Reviewed on 11 Jun. 2024

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 NZ$774 per night from 6 Jul to 7 Jul
NZ$774
per night
6 Jul - 7 Jul
10/10 Exceptional! (26 reviews)
Cabin getaway review
"Cabin was amazing. Definitely would go back!"

Reviewed on 15 Feb. 2024

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 holiday package cost?
Starting from as low as , a holiday package is your passport to cheap travel. Customize your Oldtown adventure by picking from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to Oldtown?
Bundle your hotels and flights, toss in extras such as a rental car or activities, and save with an Oldtown holiday package. You won’t just walk away with big discounts on your adventure — you’ll have lots of choice too. When you book with Expedia, you’ll have your pick of over 550 partner airlines and 1 000 000 properties around the world. Your next epic adventure begins right here, right now!
How far in advance should I book my Oldtown holiday?
Search Expedia to compare international flights as soon as you’ve got your travel dates. You can generally purchase a ticket up to 12 months in advance. If it’s too early for your preferred air carrier, or you have to book last minute, fear not. Low prices to Oldtown sometimes occur a few weeks before the date of departure.
What does an Expedia Oldtown travel package include?
Expedia has everything you need to arrange your Oldtown getaway, but what goes into your package is entirely up to you. Pick from any combination of flights, hotels and rental cars. In search of a few activities to keep you on the move? Once you’ve made your booking, you can add them on too. Whatever your budget, there’s a holiday package to suit your needs.
What should I know before booking an Oldtown travel package?
Booking all the parts of your getaway together is one of the best ways to save. Combine your car rentals, airfares and hotels into one package. But you’re not limited to hotels. Expedia offers all types of properties, including holiday homes such as beachside villas and city apartments. You’ve got loads of choices!
If I'm not able to travel, can I cancel my Oldtown holiday package?
Yes, it’s possible to cancel your Oldtown booking if your travel plans have been upended. Whether you’ll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

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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.