Oldtown Vacations

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Find the Best Oldtown Vacation Packages

Oldtown Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
The price is AEDĀ 327 per night from Aug 16 to Aug 17
AEDĀ 327
AEDĀ 503 total
16 Aug - 17 Aug
includes taxes & fees
Rocky Gap Casino & Resort
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 AEDĀ 309 per night from Jul 20 to Jul 21
AEDĀ 309
AEDĀ 352 total
20 Jul - 21 Jul
includes taxes & fees
7/10 Good! (1,000 reviews)
"Room was clean and the staff was helpful. We needed a new TV remote and promptly got one. The building has some very minor cosmetic flaws. But I'll definitely stay here again. The nearby train track was never a noise issue."

Reviewed on 15 July 2026

Ramada by Wyndham Cumberland Downtown
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 AEDĀ 294 per night from Jul 19 to Jul 20
AEDĀ 294
AEDĀ 335 total
19 Jul - 20 Jul
includes taxes & fees
Best Western Braddock Inn
See all 605 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 family-friendly area's forest, or seek out the hiking trails.
See properties

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 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, favorite 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.