Oldtown Vacations

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Find the Best Oldtown Vacation Packages

Oldtown Hotel Deals

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 SAR 371 per night from Apr 28 to Apr 29
SAR 371
SAR 563 total
includes taxes & fees
28 Apr - 29 Apr
8.8/10 Excellent! (1,137 reviews)
"Casino and restaurants in site. Disappointed paddle boats were not available despite beautiful weather and visible on the shoreline. Also disappointed with the pedicure I overpaid for. The lady that did it appeared slightly disgruntled. My husband loves casinos that is the main reason I arranged ..."

Reviewed on 13 April 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 SAR 1,084 per night from Apr 30 to May 1
SAR 1,084
SAR 1,350 total
includes taxes & fees
30 Apr - 1 May
9.8/10 Exceptional! (36 reviews)
Dreamtime Cabin
"Lovely cabin, very clean and well maintained. A girlfriend weekend and we wanted a great place to hang out and this fit the bill. We never got the TV to work but could be user error."

Reviewed on 26 March 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
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 SAR 320 per night from Apr 23 to Apr 24
SAR 320
SAR 365 total
includes taxes & fees
23 Apr - 24 Apr
7.8/10 Good! (974 reviews)
"Staff were helpful and friendly. I wish the pool were open"

Reviewed on 11 April 2025

Best Western Braddock Inn
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?
Offering excellent value package deals on Expedia, you’ll be thrilled with how little a vacation to Oldtown costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oldtown?
Plan your getaway for the low season and you’re likely to score cheap Oldtown vacation packages. Bear in mind that school vacation periods and local events and festivals can have an impact on prices, so do your research before you go.
How to find the best Oldtown package deals?
Use Expedia’s handy filters to find some great Oldtown package deals. When you begin your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or browse for Oldtown package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it’s typically best to lock in your vacation package as early as possible.
Is it cheaper to book an Oldtown vacation as a package?
You can enjoy significant savings on your Oldtown break by booking a tailored vacation package. Check the “Package” heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oldtown?
If you’re considering a spontaneous Oldtown getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Oldtown?

  1. Choose when to go: Check your calendar and get your bags packed. Your favorite time of year and the available activities will also help you decide when to visit Oldtown.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to save for your trip to Oldtown. Then, pick a property that works with your budget, whether that’s an economical option or a lavish getaway.
  3. Determine how many days away: Start by making a list of all the attractions 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 car rental, flights, hotels and more into a tailored Oldtown vacation package.

Discover the most popular places to visit in Oldtown