Cumberland Vacations

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Find the Best Cumberland Vacation Packages

Cumberland 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
8.8/10 Excellent! (1,197 reviews)
"Beautiful views, nice casino, comfy beds. The lakeside grille had excellent food while signatures bar and grill left a lot to be desired when it came to the food. Overall great place and we had a great time!"

Reviewed on 18 June 2025

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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 AED 312 per night from Jul 2 to Jul 3
AED 312
AED 356 total
2 Jul - 3 Jul
includes taxes & fees
6.8/10 (1,005 reviews)
"Very clean every time I stay there"

Reviewed on 15 June 2025

Ramada by Wyndham Cumberland Downtown
Sleep Inn & Suites Cumberland - LaVale
Sleep Inn & Suites Cumberland - LaVale
2.5 out of 5
13320 Ali Ghan Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is AED 387 per night from Jul 3 to Jul 4
AED 387
AED 441 total
3 Jul - 4 Jul
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"On a multi-day trip, this was the best hotel and room we stayed at."

Reviewed on 18 June 2025

Sleep Inn & Suites Cumberland - LaVale
See all 2,630 properties in Cumberland
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 a Cumberland vacation package cost?
You'll find cheap prices on Expedia for your Cumberland break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Cumberland costs.
What are the cheapest months to go to Cumberland?
If you're hoping to book a cheap Cumberland vacation package, consider traveling in January, February and March. You'll usually find better rates on hotels and airfares during these months --- ideal for budget-conscious travelers.
How to find the best Cumberland package deals?
Begin your search for a Cumberland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Cumberland package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cumberland getaway off to a flying start.
Is it cheaper to book a Cumberland vacation as a package?
You can enjoy significant savings on your next Cumberland getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cumberland?
If you're planning a spontaneous Cumberland vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Cumberland?

  1. Choose when to go: Check your schedule and get packing. Your favorite season and the type of activities available will also help you decide when to vacation in Cumberland.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will likely be the largest expense during your trip to Cumberland.
  3. Decide your trip length: Think about how much time you want to spend discovering Cumberland. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Cumberland vacation package that brings all your bookings together.

Discover the most popular places to visit in Cumberland

Downtown Cumberland Historic District

Downtown Cumberland Historic District

4/5(124 reviews)

Find out about the history of Cumberland when you spend time at Downtown Cumberland Historic District. Discover the area's mountain views and casinos.

Downtown Cumberland Historic District

Rocky Gap Casino and Golf Course

4.5/5(67 reviews)

Enjoy a round of golf in Cumberland at Rocky Gap Casino and Golf Course. While in this family-friendly area, you can savor the top-notch restaurants.

Rocky Gap Casino and Golf Course

Western Maryland Scenic Railroad

4.5/5(49 reviews)

You can find out about the history of Cumberland with a visit to Western Maryland Scenic Railroad. Discover the area's mountain views and seek out the biking trails.

Western Maryland Scenic Railroad