Western Maryland Vacations from $466

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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.
The Royal Sonesta Washington DC Dupont Circle

The Royal Sonesta Washington DC Dupont Circle

Northwest
Save 100% on your flight
$466
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,586 reviews)
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
Save 100% on your flight
$530
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,012 reviews)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
Save 100% on your flight
$833
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,224 reviews)
The River Inn

The River Inn

Northwest
Save 100% on your flight
$482
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,062 reviews)
Lyle Washington D.C.

Lyle Washington D.C.

Northwest
Save 100% on your flight
$656
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,663 reviews)
Loved the beautiful neighborhood the hotel is situated in. The valet parking gentlemen were extremely nice and helpful. The room was very clean and the restaurant food was delicious. Overall a great experience in an exciting city.

Reviewed on Aug 11, 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, Sleepy Creek Wildlife Management Area and The Woods Resort Mountain View 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.

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Waterfront Greens

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

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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.
See properties
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 gazebo with an American flag in a park with trees and buildings in the background.

Berkeley Springs State Park

9.0/10 (202 reviews)
Soak in therapeutic waters at Roman baths and learn about the history of the spa at the park’s museum.
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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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What to do in Western Maryland

Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

$40
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
Italian Pasta Making Class for Beginners in Baltimore

Italian Pasta Making Class for Beginners in Baltimore

$75
per adult
Italian Pasta Making Class for Beginners in Baltimore
Sushi Making Class With a Local Chef in Baltimore

Sushi Making Class With a Local Chef in Baltimore

$75
per adult
Sushi Making Class With a Local Chef in Baltimore
See all activities in Western Maryland

Western Maryland Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

16701 Lakeview Road NE Cumberland MD
$140 nightly
$160 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (1,661 reviews)
"First time at this resort and will definitely return. The staff were all helpful and friendly and very clean."

Reviewed on Aug 11, 2026

Rocky Gap Casino & Resort
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD
$110 nightly
$124 total
Sep 10 - Sep 11
Total with taxes and fees
Country Inn & Suites by Radisson, Hagerstown, MD
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

5579 Spectrum Dr Frederick MD
Fully refundable
$88 nightly
$98 total
Sep 6 - Sep 7
Total with taxes and fees
Country Inn & Suites by Radisson, Frederick, MD
See all 3,198 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.

Find the Best Western Maryland Vacation Packages

Western Maryland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.