Oldtown, MD

Travel Guide

A stone tunnel with greenery on the sides.
A tunnel with a river running through it, surrounded by lush greenery.
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
$126 nightly
The price is $144 total per night from Dec 10 to Dec 11
$144 total
Dec 10 - Dec 11
Total with taxes and fees
Book a stay at this spa hotel in Cumberland. Enjoy free parking, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,732 reviews)
"Great restaurant and clean well appointed rooms."

Reviewed on Nov 10, 2026

Rocky Gap Casino & Resort
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

3 out of 5
100 South George Street Cumberland MD
$71 nightly
The price is $81 total per night from Nov 22 to Nov 23
$81 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Ramada by Wyndham Cumberland Downtown
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
9.8/10 Exceptional! (78 reviews)
"This was a quick get away for us and we enjoyed the area and our stay. Everything was as expected, host very responsive and attentive to our needs. Happy we made the trip."

Reviewed on Oct 21, 2026

Get rates
Dreamtime - Modern A-frame Cabin w/ Hot tub
See all 672 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.
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
9.8/10 Exceptional! (78 reviews)
"This was a quick get away for us and we enjoyed the area and our stay. Everything was as expected, host very responsive and attentive to our needs. Happy we made the trip."

Reviewed on Oct 21, 2026

Dreamtime - Modern A-frame Cabin w/ Hot tub
Perched in the Trees, Very Private, Screened in Porch with view

Perched in the Trees, Very Private, Screened in Porch with view

Needmore PA
Stay at this chalet in Fulton County. Enjoy ski-in/ski-out access, patios, and an in-room coffeemaker.
9.8/10 Exceptional! (200 reviews)
"Great stay!"

Reviewed on Oct 26, 2026

Perched in the Trees, Very Private, Screened in Porch with view
Canal Cabins

Canal Cabins

3 out of 5
143 Louie's Ln Paw Paw WV
Stay at this cabin in Paw Paw. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Paw Paw Tunnel and Sideling Hill Wildlife Management ...
Canal Cabins
See all 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.

Stay near popular Oldtown attractions

Paw Paw Tunnel

10.0/10 (1 review)
Find out about the history of Oldtown with a stop at Paw Paw Tunnel. Amble around this romantic area's forest, or seek out the hiking trails.
See properties

Frequently asked questions

When is the best time to visit Oldtown?
The best time to visit Oldtown is from May through September, when the climate is most favorable for travelers. For fewer crowds and better value, the quieter months of November through February are a good option, offering cooler weather and a chance to experience the snowy season in February.
What is Oldtown known for?
Oldtown is known for the Paw Paw Tunnel. This historic structure stands as a significant landmark within the city, offering travelers a unique point of interest to explore when visiting the area.
What are the top things to do in and around Oldtown?
In Oldtown, travelers can explore the Paw Paw Tunnel, a historic landmark.
Can I book a refundable hotel in Oldtown?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Oldtown by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Oldtown with Expedia?
Expedia makes it easier to plan your Oldtown trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Oldtown?
The best choice depends on your travel style. Hotels in Oldtown can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Oldtown trip on Expedia?
Once you've booked your Oldtown trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Oldtown trip?
Expedia offers customer support before, during, and after your Oldtown trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Oldtown?
If it's your first trip to Oldtown, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Oldtown hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Oldtown hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Oldtown

A highway curving through a mountainous landscape with rocky cliffs on either side.

Little Orleans

A calm lake surrounded by lush green hills under a clear blue sky.

Flintstone

A calm river with dense trees on both sides, a clear sky, and a pathway along the riverbank.

Cumberland

A river winding through a dense forest with a mountain in the background.

Great Cacapon

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