Cumberland Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Cumberland

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 2.576.989 ₫ per night from 2 Aug to 3 Aug
2.576.989 ₫
3.867.690 ₫ total
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (1,635 reviews)
"Good"

Reviewed on 11 Jul 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
Fully refundableReserve now, pay when you stay
The price is 2.210.536 ₫ per night from 20 Jul to 21 Jul
2.210.536 ₫
2.520.011 ₫ total
20 Jul - 21 Jul
includes taxes & fees
7/10 Good! (1,007 reviews)
"I think its a matter of you get what you pay for. I was put off by all the signs everywhere trying to rein in guest behavior. The pool and gym were not open and appeared to be in poor condition. I didnt like the remote front desk. The audio was terrible. The only working ice machine was on the 6th ..."

Reviewed on 10 Jul 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 2.009.841 ₫ per night from 14 Jul to 15 Jul
2.009.841 ₫
2.291.182 ₫ total
14 Jul - 15 Jul
includes taxes & fees
8/10 Very good! (1,017 reviews)
"Room was clean enough. Hallway and common areas need to be cleaned. Great location. Price ok. Breakfast typical."

Reviewed on 11 Jul 2026

Best Western Braddock Inn
See all 2,393 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.

Stay near popular Cumberland attractions

A train numbered 501 on tracks under a bridge.
Photo by Sig
Open Photo by Sig

Downtown Cumberland Historic District

8.6/10 (424 reviews)
Stroll through Cumberland's revitalised historic district, where 19th-century architecture frames vibrant local shops. Savour outdoor dining and seasonal festivals in this pedestrian-friendly city centre hub.
See properties

Frequently asked questions

How much does a Cumberland holiday 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 holiday to Cumberland costs.
What are the cheapest months to go to Cumberland?
If you're hoping to book a cheap Cumberland holiday package, consider travelling in January, February and March. You'll usually find better rates on hotels and airfares during these months — ideal for budget-conscious travellers.
How many days is enough for Cumberland?
We recommend planning a Cumberland holiday for a minimum of 2 days. This gives you enough time to check off top sights such as F. Brooke Whiting House and Museum and Gilchrist Gallery, as well as check out neighbourhoods like Bowmans Addition and Mount Savage Junction. You might even be able to fit in a day trip outside of Cumberland.
Is it worth booking a holiday package to Cumberland?
Whether you want to check out top sights such as Downtown Cumberland Historic District and C&O Canal National Historic Park Visitor's Centre on your Cumberland holiday, or coming for its excellent nature, history and culture, there's something for everyone here. With so much to experience, you'll soon find out why so many families think Cumberland is a good holiday destination.
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 holiday as a package?
You can enjoy significant savings on your next Cumberland getaway by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Cumberland?
If you're planning a spontaneous Cumberland holiday, 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 favourite season and the type of activities available will also help you decide when to holiday 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 holiday package that brings all your bookings together.

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