Western Maryland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Western Maryland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kimpton Hotel Monaco Washington DC by IHG

Kimpton Hotel Monaco Washington DC by IHG

4.5 out of 5
Downtown Washington D.C.
Price was CA $2,153, price is now CA $1,341 per person
CA $1,341
per person
Jul 7 - Jul 14
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.4/10 Very Good! (1,001 reviews)
Great location. Interesting decor.

Reviewed on Apr 15, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $2,292, price is now CA $1,441 per person
CA $1,441
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (1,158 reviews)
Very friendly staff. Easy to get around DC. Very clean and beautiful property.

Reviewed on Apr 27, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $2,644, price is now CA $1,665 per person
CA $1,665
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
8.2/10 Very Good! (1,007 reviews)
They don’t tell you that parking is not close, in a creepy parking lot, paying $45+$8 (parking tax for overnight parking)+1(parker membership)=$54 per night to park. There is a cool food hall nearby but that’s about it. The hotel accepts pets to keep that in mind.

Reviewed on Apr 28, 2026

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Price was CA $3,146, price is now CA $2,073 per person
CA $2,073
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (778 reviews)
Great breakfast. Clean room. Great location.

Reviewed on Apr 25, 2026

The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Northwest
Price was CA $3,128, price is now CA $2,217 per person
CA $2,217
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
8.8/10 Excellent! (1,373 reviews)
Very nicely place located by George Town in walking distance of White House also

Reviewed on Apr 25, 2026

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
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 The Woods Resort Stony Lick Course are top sights worth seeing.

Find hotels in The Woods

Ready to book your vacation to Western Maryland?

 

Choose your dates

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
The price is CA $109 per night from May 4 to May 5
CA $109
CA $173 total
May 4 - May 5
includes taxes & fees
9/10 Wonderful! (1,542 reviews)
From a very clean comfortable room To the enjoyable lounge area. Fireplace was on and so homey We ate dinner snd breakfast at Lakeside Grill Amazing staff food and very quick to be served . The casino was a plus also Clean and lots of choices

Reviewed on Apr 27, 2026

Rocky Gap Casino & Resort
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 CA $128 per night from May 28 to May 29
CA $128
CA $142 total
May 28 - May 29
includes taxes & fees
8.2/10 Very Good! (1,292 reviews)
Needs paint

Reviewed on Apr 26, 2026

Country Inn & Suites by Radisson, Frederick, MD
Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

3 out of 5
89 ALL STAR COURT Hagerstown MD
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from May 10 to May 11
CA $162
CA $182 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (628 reviews)
Check in was quick and the woman at the desk was very friendly. Room and bathroom was clean. Everything worked without issue. Bed and pillows were super comfy. Nice large TV. Quiet location with easy access to I-70/I-81. I will be staying here again in a few weeks as it works perfectly for a one ...

Reviewed on Apr 27, 2026

Fairfield Inn & Suites by Marriott Hagerstown
See all 3,235 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Western Maryland

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.

Wisp Resort
Ghost smoke

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.

Antietam National Battlefield
Downtown Cumberland Historic District

Downtown Cumberland Historic District

Find out about the history of Cumberland when you spend time at Downtown Cumberland Historic District. Discover the area's mountain views and casinos.

Downtown Cumberland Historic District

What to do in Western Maryland

Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

CA $55
per traveller
Dining at Hard Rock Cafe Baltimore
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

CA $55
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
Downtown Baltimore History and Culture Self-Guided Audio Tour

Downtown Baltimore History and Culture Self-Guided Audio Tour

CA $15
per traveller
Downtown Baltimore History and Culture Self-Guided Audio Tour
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 canceling 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 travelers to Western Maryland during the COVID-19 outbreak?
If it's your first time traveling 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 vacation 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 vacationers 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 travelers 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.

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.