Cumberland Holidays

Photo by Sig

Downtown Cumberland Historic District

Rating: 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.

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Lake Habeeb

Rating: 9.0/10 (8 reviews)

Lake Habeeb's crystal-clear waters create a stunning blue centrepiece within Rocky Gap State Park. Enjoy premium fishing for bass and trout or hike the scenic Lakeside Loop for breathtaking mountain reflections.

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Western Maryland Scenic Railroad

Rating: 9.0/10 (224 reviews)

Journey through the Allegheny Mountains on a historic steam locomotive while admiring picturesque landscapes. The 4-hour excursion offers prime photography at Helmstetter's Curve and a charming stopover in Frostburg.

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Rocky Gap Casino and Golf Course

Rating: 8.8/10 (301 reviews)

This mountain resort blends casino gaming with outdoor adventure in Maryland's Appalachian landscape. Unwind at the lakeside spa after a round on the Jack Nicklaus Signature Golf Course.

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Allegany County Fairgrounds

Rating: 8.2/10 (29 reviews)

The Allegany County Fairgrounds hosts Maryland's vibrant week-long fair with national acts and agricultural exhibits. Visit in mid-July to experience demolition derbies, amusement rides, and local fair food traditions.

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Lake Habeeb Beaches

Rating: 8.2/10 (10 reviews)

Lake Habeeb dazzles with crystal-clear blue waters against a dramatic mountain backdrop. Three sandy beaches offer pristine swimming conditions and forested surroundings, creating a perfect natural retreat.

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History House

Learn about the local history of Cumberland when you take a trip to History House. Discover the area's mountain views and seek out the cycling trails.

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Country Club Mall

Rating: 8.0/10 (97 reviews)

This regional shopping hub offers retail therapy, dining options, and an AMC theatre under one roof. Visit during holiday seasons to experience festive decorations and special community events.

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Frequently Asked Questions

Why should I book my Cumberland holiday with Expedia?

Expedia has your back for every aspect of your Cumberland getaway. You'll always get the best prices around, but when you bundle your flights, accommodation and/or car hire into a holiday package, you'll get even bigger savings. Keen to really make the most of your adventure? Add some tours and activities to your package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if your travel plans change. Visit our Customer Service Portal link to learn more.

When is the best time of year to holiday in Cumberland?

Cumberland gets busy in June, July and August. If you're not a fan of crowds and prefer a more relaxed pace, lock in your getaway for December, January and February. With average daytime temperatures of -1ºC, January is the coolest month in Cumberland. The warmest time of year is July, when you can expect averages of 23ºC during the day. Whatever the weather conditions, you'll find loads to keep you busy here.

What are the top hotels for my holiday in Cumberland?

Hampton Inn Cumberland is an excellent pick in Bel Air. Alternatively, if you prefer to stay in Bowmans Addition, consider spending a few nights at Hampton Inn Cumberland.

How do I get a cheap holiday to Cumberland?

Book everything all in one place with our Cumberland holidays. You'll find bargains on hotels, flights, tours and more that'll keep your travel budget happy and your adventurous spirit busy. And, with more than 400 airlines and 321,000 hotel options worldwide to select from, you'll have endless opportunities to mix and match as you please. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.

What should I do on my Cumberland holiday?

Ensure your holiday in Cumberland is one to remember by exploring its major attractions. Rocky Gap Casino and Golf Course, Rocky Gap State Park, Frostburg State University and Western Maryland Railroad Station are just a few of the things worth seeing while you're in the area.

What is the best area to stay in when on holiday in Cumberland?

A holiday in Cumberland isn't complete without visiting Wisp Resort. Why not book a stay close to this great attraction?

Do I need a visa for my Cumberland holiday?

Look up the latest rules on official government websites. Your nationality and whether you're visiting for leisure, business or study will determine if you need a visa for Cumberland. Familiarise yourself with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow enough time for processing. Some visas may take weeks or even months to go through, depending on the country and time of year.

What should I wear on my Cumberland holiday?

Do a little research into the sorts of clothing people in Cumberland wear, and maybe even look up fashion pages on social media for inspiration. Whatever your look, try to create a versatile travel wardrobe filled with pieces that work for your destination and showcase your unique sense of style. Be sure to look at the local weather forecast so you can pack your bags accordingly. The warmest time of year in Cumberland is July, with average daily temperatures of 23ºC. If you're visiting in the coolest month of January, the mercury hovers around -1ºC during the day.

What does an Expedia Cumberland holiday include?

Flights, hire cars and hotels — you'll discover them all here. With Expedia, you can shape your Cumberland travel package the way you want. All you have to do is determine exactly what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the more you save! Expedia features all types of properties, with the most popular in Cumberland including private holiday homes and hotels. With Expedia, you can expect the freedom and flexibility to personalise your holiday your way.

Does Expedia offer Book Now, Pay Later Cumberland holidays?

Good news! We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that suits you best during the checkout process and take away the stress of budgeting for your trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

• Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient instalment plans. If paying just a small amount each month sounds right for you, choose this option during the checkout process.
• No-deposit holidays: Clicking on the "book now" button is much easier with this plan. With no deposit required for your escape, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Cumberland Expedia holiday?

Yes, the choice is yours. We have access to over 400 partner airlines globally, so you can design your Cumberland holiday according to your travel needs.