Western Maryland Vacations from $279

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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.
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Downtown Baltimore
Price was $452, price is now $279 per person
$279
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was $859, price is now $515 per person
$515
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Rooms were short on closet space and no dressers to put clothes for an 8 day stay

Reviewed on Nov 9, 2026

Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $718, price is now $437 per person
$437
per person
Jan 12 - Jan 17
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

3.5 out of 5
Arundel Mills
Price was $497, price is now $324 per person
$324
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,009 reviews)
nice pool and gym. great room soft beds ect...high recommend

Reviewed on Nov 10, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was $667, price is now $439 per person
$439
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

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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 storefront with a large window displaying vintage cars. There are signs for the National Museum of Civil War Medicine and a museum store.

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.

Find hotels in Downtown Frederick

Stay near popular Western Maryland attractions

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.
See properties

What to do in Western Maryland

Baltimore's Historical Sightseeing Tour

Baltimore's Historical Sightseeing Tour

$48
per adult
98% of travellers recommend
Baltimore's Historical Sightseeing Tour
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
Baltimore Ravens Football Game at M&T Bank Stadium

Baltimore Ravens Football Game at M&T Bank Stadium

$254
per adult
Baltimore Ravens Football Game at M&T Bank Stadium
See all activities in Western Maryland

Western Maryland Hotel Deals

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
$126 nightly
The price is $144 total per night from Dec 10 to Dec 11
$144 total
Dec 10 - Dec 11
Total with taxes and fees
9/10 Wonderful! (1,732 reviews)
"Great restaurant and clean well appointed rooms."

Reviewed on Nov 10, 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
$71 nightly
The price is $81 total per night from Nov 22 to Nov 23
$81 total
Nov 22 - Nov 23
Total with taxes and fees
Ramada by Wyndham Cumberland Downtown
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Fully refundable
$84 nightly
The price is $94 total per night from Dec 6 to Dec 7
$94 total
Dec 6 - Dec 7
Total with taxes and fees
Country Inn & Suites by Radisson, Hagerstown, MD
See all 3,186 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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Frequently asked questions

How much does a Western Maryland vacation package cost?
Vacation packages in Western Maryland are centered on Frederick. A weekend trip there typically costs around $700 per adult, with prices ranging from around $450 to $1,850.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Western Maryland vacation package?
When you bundle, you can save up to 30%*. To save money on a Western Maryland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Western Maryland vacation package?
A Western Maryland vacation package in Frederick lets you combine flights, hotel stays, and rental cars. About half of the hotels in Frederick offer free breakfast, and nearly a third provide airport shuttle service to nearby airports like Washington, DC (DCA-Ronald Reagan Washington National).

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How do I find cheap Western Maryland vacation package deals?
Cheap Western Maryland vacation package deals are available in Frederick, where weekend packages start around $420 per adult. For even more value, consider traveling in January, when package prices average around $640 per adult for a 3-day trip.

Bundling your flight and hotel can offer additional savings compared with booking separately. Weekend Frederick packages typically save around $20 per adult, while week-long packages save around $40 per adult.

Browse cheap vacation packages in Western Maryland on Expedia to compare current deals for Frederick and your travel dates.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to visit Western Maryland?
The best time for a Western Maryland vacation package in Frederick is during its peak booking months from August to September, and in January. In August, highs are around 85°F, and in September, they reach about 78°F. Conditions reflect Frederick specifically, so weather and crowd levels may differ elsewhere in the region.

If you'd prefer a quieter trip with fewer visitors, consider visiting in May, when highs are around 73°F, or in February, when highs are cooler at about 43°F.
What types of vacation packages are available in Western Maryland?
Western Maryland vacation packages, concentrated in Frederick, come in several travel styles:

These Western Maryland vacation package styles let travelers match a stay to their budget and pace.
Which destinations should I consider for a Western Maryland vacation?
For a Western Maryland vacation, several destinations offer different experiences as a base:
  • Frederick: A strong choice for family-friendly trips, offering a mix of outdoor activities and urban attractions.
  • McHenry: Ideal for romantic getaways, known for its outdoor activities, scenic views, and adventure opportunities.
  • Oakland: Another excellent option for couples seeking a romantic escape, with a focus on outdoor activities, scenic views, and wellness.
Is Western Maryland better suited for a beach vacation or a cultural trip?
Western Maryland is primarily an outdoor and nature destination, known for its scenic views and adventure activities. Travelers often come for hiking, skiing, and exploring state parks like Cunningham Falls State Park.

The region does offer cultural and historical experiences. Sites such as Catoctin Furnace provide a glimpse into the area's past, complementing the natural beauty.

Overall, Western Maryland is best suited for those seeking outdoor adventures and natural landscapes, with cultural attractions available to enrich the trip.
Which airport should I use for a Western Maryland vacation?
For a Western Maryland vacation, travelers typically use larger regional airports. Philadelphia International Airport (PHL) and Ronald Reagan Washington National Airport (DCA) are common gateways. Both serve the wider region, offering onward travel options to various towns and areas within Western Maryland.
What are the top things to do in Western Maryland?
A Western Maryland vacation is best explored from a base like Frederick, with diverse attractions across the region:

Browse and book things to do in Western Maryland on Expedia.
What is the best time to book a Western Maryland vacation package?
Book your Western Maryland vacation package around 2 weeks in advance, with packages located in Frederick. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 4 weeks out, though nearly a third book within a week of travel for last-minute Western Maryland vacation packages.

from August to September and in January are the most popular months for Frederick packages, so booking earlier is advisable if you're traveling during those times.
How many days do you need for a Western Maryland vacation?
Most Western Maryland vacation packages last around 3 days, with stays in Frederick, a city known for its outdoor activities and family-friendly attractions. Most travelers opt for weekend trips to explore sights like Carroll Creek Linear Park. Week-long trips are also popular, giving you more time for adventure activities, while some travelers extend their stay to around two weeks for a more relaxed pace.
Can I change or cancel my Western Maryland vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Western Maryland vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Western Maryland vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Western Maryland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Western Maryland?
To find last-minute vacation packages to Western Maryland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Western Maryland vacation packages?
Free cancellation on a Western Maryland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Western Maryland vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Western Maryland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Western Maryland vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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