Western Maryland Vacation Packages 2026 from $205

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Your Western Maryland Vacation

Travel on your own terms with a vacation package to Western Maryland. Whether you're going for the nature, history, culture, or something else, our package deals make travel planning a breeze. Begin your trip to Western Maryland with some time exploring Frederick visiting popular attractions like Francis Scott Key Mall and Frederick Fairgrounds. Hagerstown is another top city that draws crowds from near and far. Greenbrier State Park and Hagerstown Speedway are two of the leading places to see in this destination. From the instant you book your Western Maryland vacation to when you get back home, Expedia will take care of you every step of the way.

The Latest Western Maryland vacation packages

Price found within the past 48 hours. Click for updated prices.

Eaton DC

Downtown Washington D.C.

Save 100% on your flight

$205

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.2/10 Wonderful! (1,609 reviews)

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$358

per person

Nov 11 - Nov 15

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,011 reviews)

I enjoyed the friendliness of the staff, Qais in particular, helped me with coffee, as well as a fare key so I could visit Union Market. This is a very clean and well maintained hotel.

Reviewed on Oct 9, 2026

The Potomac Hotel, Autograph Collection

Southwest

Save 100% on your flight

$425

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,089 reviews)

The Royal Sonesta Washington DC Dupont Circle

Northwest

Save 100% on your flight

$378

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.6/10 Excellent! (1,646 reviews)

Breakfast was overpriced and the invoice given to me was incorrect and they have to redo it more than once to get the correct amounr

Reviewed on Oct 9, 2026

Marriott Marquis Washington, DC

Downtown Washington D.C.

Save 100% on your flight

$256

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,010 reviews)

Great stay! Will definitely make this my "go-to" spot in DC.

Reviewed on Oct 5, 2026

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Where to stay in Western Maryland

Find the best Western Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Western Maryland

A nighttime riverside walkway with a bridge, street lamps, and a building in the background.

Downtown Frederick

If you're spending some time in Downtown Frederick, National Museum of Civil War Medicine and Carroll Creek Linear Park are top sights worth seeing.

A river winding through a dense forest with a mountain in the background.

The Woods

If you're spending some time in The Woods, The Woods Resort Mountain View Course and The Woods Resort Stony Lick Course are top sights worth seeing.

A waterfall cascading over rocks into a clear pool.

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

While there might not be top attractions in Waterfront Greens, you can explore the larger area and discover places like Deep Creek Lake State Park and Thousand Acres Lakeside Golf Course.

Blakeslee

While there might not be top attractions in Blakeslee, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park.

Stay near popular Western Maryland attractions

A lakeside view with boats, houses, and a grassy area.

Deep Creek Lake State Park

9.2/10 (259 reviews)

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.

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A grassy field with a ski lift and trees in the background.

Wisp Resort

8.8/10 (237 reviews)

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

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A waterfall cascading over a rocky cliff surrounded by lush greenery.

Swallow Falls State Park

9.8/10 (138 reviews)

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.

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A train numbered 501 on tracks under a bridge.

Downtown Cumberland Historic District

8.6/10 (424 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.

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Western Maryland Scenic Railroad

9.0/10 (224 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.

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Hagerstown Premium Outlets

8.2/10 (431 reviews)

During your trip to Hagerstown, you can do some window-shopping at Hagerstown Premium Outlets. While in this family-friendly area, you can savor the top-notch restaurants.

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What to do in Western Maryland

Baltimore's Historical Sightseeing Tour

$48

per adult

98% of travellers recommend

Glow in the Dark Splatter Paint Experience

$40

per adult

78% of travellers recommend

Baltimore: Fun Dumpling Making Class With a Local Chef

$75

per adult

See all activities in Western Maryland

Western Maryland Hotel Deals

Rocky Gap Casino & Resort

16701 Lakeview Road NE Cumberland MD

Fully refundableReserve now, pay when you stay

$140 nightly

$160 total

Oct 27 - Oct 28

Total with taxes and fees

Ramada by Wyndham Cumberland Downtown

100 South George Street Cumberland MD

Fully refundableReserve now, pay when you stay

$71 nightly

$81 total

Nov 1 - Nov 2

Total with taxes and fees

6.8/10 (1,003 reviews)

"Nice place"

Reviewed on Oct 9, 2026

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD

Fully refundable

$83 nightly

$93 total

Nov 8 - Nov 9

Total with taxes and fees

See all 3,210 properties in Western Maryland

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.