10 TOP Things to Do in Western Maryland May 2026

Western Maryland Attractions

Let Expedia help you to experience the best that Western Maryland has to offer! If you’re planning a trip to Western Maryland, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Western Maryland with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Western Maryland

Western Maryland is crammed with must-see places to visit and things to do. We can help you decide where to stay in Western Maryland, and make it a breeze to explore Western Maryland and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Western Maryland to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Western Maryland, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Western Maryland.

Western Maryland attractions

Western Maryland has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Western Maryland to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Western Maryland.

Looking for things to do in Western Maryland can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Western Maryland or catch up with the vibrant local culture, our guides to Western Maryland attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

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Most fun & popular experiences in Western Maryland

Tours & day trips

See all 74 activities

Gettysburg Railway Historic Train Rides

Free cancellation available

Private & custom tours

See all 15 activities

Shepherdstown Haunted Self Guided Audio Walking Tour

Free cancellation available

Food, drink & nightlife

See all 6 activities

Gettysburg: Exclusive Welty House Ghost Hunt with Equipment

Free cancellation available

Recommended things to do in Western Maryland

Number of things to do	38
Cheapest thing to do on Expedia	Baltimore’s Best Backyard: A Patterson Park Audio Tour: £6
Top 5 things to do	Baltimore Orioles Baseball Game at Oriole Park Dining at Hard Rock Cafe Baltimore Baltimore's Historical Sightseeing Tour Glow in the Dark Splatter Paint Experience Baltimore: Inner Harbour Sunset Cruise
Half-day tours	Baltimore Orioles Baseball Game at Oriole Park Dining at Hard Rock Cafe Baltimore Baltimore's Historical Sightseeing Tour Glow in the Dark Splatter Paint Experience Baltimore: Inner Harbour Sunset Cruise
With kids	Baltimore's Historical Sightseeing Tour Glow in the Dark Splatter Paint Experience Baltimore: Inner Harbour Sunset Cruise Baltimore Bewitched: Raven's Revenge & Bones Ghost Tour Baltimore City centre Poe Ruth and More GPS Self Guided Walking Tour

What to do in Western Maryland

Popular places to visit

A colorful evening sunset seen from the hills of an abandoned ski lift.

Wisp Resort

Hit the slopes in McHenry with a visit to Wisp Resort. Wander the riverfront in this family-friendly area.

Vacation home on Deep Creek Lake in McHenry, Maryland.

Deep Creek Lake State Park

You can take time to visit Deep Creek Lake State Park during your travels to Swanton. While you're in the area, wander around the parks.

Antietam National Battlefield

After visiting Antietam National Battlefield, make a plan to see the other sights and activities in Sharpsburg. Stroll along the riverfront or seek out the hiking trails.

Downtown Cumberland Historic District

Find out about the history of Cumberland when you take a trip to Downtown Cumberland Historic District. Discover the area's mountain views and casinos.

Swallow Falls State Park

You can take time to visit Swallow Falls State Park during your travels to Oakland. Stroll along the riverfront in this family-friendly area or seek out the ski slopes.

Berkeley Springs State Park

Soak in therapeutic waters at Roman baths and learn about the history of the spa at the park’s museum.

Carroll Creek Linear Park

Relax in Downtown Frederick’s serene waterfront park, which was designed as an urban renewal project that would save the city from possible flooding.

Rocky Gap Casino and Golf Course

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

Western Maryland Scenic Railroad

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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 cycling trails.

Explore areas of Western Maryland

Bright Colorful Sunrise through Trees at Foggy Lake

The Woods

If you're spending some time in The Woods, The Woods Resort Mountain View Course and Sleepy Creek Wildlife Management Area are top sights worth seeing.

Downtown Frederick

While visiting Downtown Frederick, you might make a stop by sights like National Museum of Civil War Medicine and Carroll Creek Linear Park.

dramatic autumn landscape photo taken in Swallow Falls State Park in Western , Maryland.

Mountainside

Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out.

Waterfront Greens

Though Waterfront Greens may not have many top sights, you can venture to the surrounding area to see attractions like Deep Creek Lake State Park and Thousand Acres Lakeside Golf Course.

Blakeslee

Blakeslee might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out.

Sky Valley

If you're looking for some top things to see and do in Sky Valley and surrounding area, you can visit Thousand Acres Lakeside Golf Course and Deep Creek Lake.

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