Western Maryland Holidays

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Your Western Maryland Holiday

Travel on your own terms with a holiday 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 holiday to when you get back home, Expedia will take care of you every step of the way.

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Our guide on 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
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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.

Find hotels in The Woods

Western Maryland Holiday

Western Maryland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Top Sights
Deep Creek Lake, Cacapon Resort State Park and Rocky Gap State Park

Our pick of the best Western Maryland Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 2 Dec to 3 Dec
AU$193
2 Dec - 3 Dec
includes taxes & fees
8.8/10 Excellent! (1,399 reviews)
Food was great. Room clean. Courteous staff as always.

Reviewed on 25 Nov 2025

Rocky Gap Casino & Resort
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct Frederick MD
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 21 Dec to 22 Dec
AU$149
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,022 reviews)
Overall fine, charged for bottled water in the room and did not offer free continental breakfast :(

Reviewed on 29 Nov 2025

Hilton Garden Inn Frederick
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Fully refundable
The price is AU$124 per night from 14 Dec to 15 Dec
AU$124
14 Dec - 15 Dec
includes taxes & fees
8.2/10 Very Good! (1,196 reviews)
Friendly and patient at all times. It took the stress off of me, jim

Reviewed on 25 Nov 2025

Country Inn & Suites by Radisson, Frederick, MD
See all 3,226 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.
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Discover the most popular places to visit in Western Maryland

Carrol Creek Linear Park

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.

Carroll Creek Linear Park

What to do in Western Maryland

Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars

AU$205
per adult
84% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Picture 3 for Activity Baltimore: Fells Point Walking Foodie and History Tour

Discover Baltimore: Fells Point Culinary Food Tour

AU$168
per adult
100% of travellers recommend
Discover Baltimore: Fells Point Culinary Food Tour
Join us for a haunting experience!

The Original Fells Point Ghost Walk by Baltimore Ghost Tours

AU$40
per adult
100% of travellers recommend
The Original Fells Point Ghost Walk by Baltimore Ghost Tours
See all activities in Western Maryland

Frequently asked questions

Can I cancel my flight booking to Western Maryland due to COVID-19?
Our Customer Service Portal is where you can find information about cancelling or changing your flight due to COVID-19. Before booking, it's wise to look over the terms and conditions of your chosen airline too.
What's the best way to find cheap flights to Western Maryland that have flexible change policies?
Search for your bargain flights to Western Maryland, then check the "No change fee" box directly under the "Flexible change policies" filter. It really is that simple. We know that things can change and flexibility is essential, so book with confidence with Expedia.
What are some of the general tips for travellers to Western Maryland during the COVID-19 outbreak?
If it's your first time travelling during the COVID-19 outbreak, you'll no doubt notice a few more restrictions and standards in place. Take note of these tips and make your trip to Western Maryland a smooth one:
  • Before committing to anything, see if any travel restrictions or bans apply — in both your destination and origin. Keep informed with the latest updates by checking government and travel websites.
  • Wear a face mask even during airport screening. A TSA officer will ask you to adjust your mask for ID purposes.
  • Rather than handing a TSA officer your boarding pass, position it straight on the scanner yourself. After that, hold it up for inspection.
  • You're permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. You'll have to remove it for screening.
  • Place any personal items (phone, wallet and keys) in your carry-on instead of a bin to minimize handling during screening.
  • Transport all food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on makes it less likely that a TSA officer will need to touch and open your bag for inspection.

Which airlines fly to Western Maryland?
Southwest Airlines offers flights into or near Western Maryland, including 5336 that travel to Baltimore Washington Intl. Thurgood Marshall Airport (BWI) each month. Work out your holiday dates and then lock in your seat early for the best deal.
How can I find cheap tickets to Western Maryland?
An excellent strategy for scoring cheap fares is to be flexible with your travel dates. Start by searching for your flight to Western Maryland, then click on the "flexible dates" link for a list of prices for nearby days. Another useful tip? Book well ahead of time. For an idea of fares, was the best price for a flight to Western Maryland in the last seven days.
How much is a flight to Western Maryland?
You could have purchased a return flight to Western Maryland from anywhere between and in the last seven days. For one-way journeys leaving from (), the lowest price during this time was just .
What are the most popular airports to fly into in Western Maryland?
Fly into Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and enjoy everything that Western Maryland has to offer. As the region's primary entry point, approximately 7430 flights land here each month.
When is the cheapest time to fly to Western Maryland?
If you can be flexible with what date you jet off to Western Maryland, try to leave earlier in the week. The most affordable day to take off is generally Tuesday, closely followed by Monday. Saturday is typically the costliest day, with lots of holiday makers choosing to take off on the weekend.
How much is a plane ticket to Western Maryland?
In the last seven days, seats ranged between and . Check out our amazing deals to Western Maryland, make a booking and then start packing your things!
Which airlines with flights to Western Maryland employ COVID-19 cleanliness policies?
In an effort to reduce contact between travellers and cabin crew during the ongoing COVID-19 pandemic, most airlines have taken social distancing and other measures to the skies. Just a handful of these are:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.