Oldtown Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Oldtown

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 S$166 per night from 5 Dec to 6 Dec
S$166
includes taxes & fees
5 Dec - 6 Dec
8.8/10 Excellent! (1,027 reviews)
"The property was great. Plenty to do at the resort. The Food and Service at the main restaurant was the worst. I hate to write this but it was awful. They need to clean house and start over. The bartenders were great!"

Reviewed on 20 Nov,2024

Rocky Gap Casino & Resort
Best Western Braddock Inn
Best Western Braddock Inn
2.5 out of 5
1268 National Hwy, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is S$120 per night from 4 Dec to 5 Dec
S$120
includes taxes & fees
4 Dec - 5 Dec
7.6/10 Good! (1,003 reviews)
Fine for One Night, Needs Major Updating
"The staff was friendly. The room was clean and the beds were comfortable. The entire property is very dated and could use a lot of updating. The hall carpets were dingy and needed vacuuming. The mini refrigerator in the room wasn't cold. The pool and hot tub were closed for repair/renovation during ..."

Reviewed on 18 Nov,2024

Best Western Braddock Inn
Keyser Inn
Keyser Inn
2.5 out of 5
51 Josie Drive, Keyser, WV
Fully refundableReserve now, pay when you stay
The price is S$113 per night from 29 Nov to 30 Nov
S$113
includes taxes & fees
29 Nov - 30 Nov
8.8/10 Excellent! (755 reviews)
Cleanliness
"Very clean and excellent service"

Reviewed on 24 Nov,2024

Keyser Inn
See all 532 properties in Oldtown
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 rentals 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.