Western Maryland Holidays

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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
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 Sleepy Creek Wildlife Management Area are top sights worth seeing.

Find hotels in The Woods

Top hotels in Western Maryland

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 S$174 per night from 7 Jun to 8 Jun
S$174
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (1,551 reviews)
Room was exceptionally clean. Staff very friendly. Breakfast on your own at one of their restaurants or little store for goodies and desserts. Not included in room fees unfortunately 😟

Reviewed on 6 May, 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 S$140 per night from 25 May to 26 May
S$140
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (1,297 reviews)
This was a great hotel to stay in. It’s located near lots of restaurants and easy access to highways. I will definitely stay again. It’s very quiet. The only issue I had was parking up front from the construction workers that stayed there taking those spots.

Reviewed on 7 May, 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 S$158 per night from 3 Jun to 4 Jun
S$158
3 Jun - 4 Jun
includes taxes & fees
9.4/10 Exceptional! (640 reviews)
Excellent customer service

Reviewed on 8 May, 2026

Fairfield Inn & Suites by Marriott Hagerstown
See all 3,184 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.

Popular places to visit

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
Downtown Cumberland Historic District

Downtown Cumberland Historic District

Find out about the history of Cumberland when you take a trip to Downtown Cumberland Historic District. Discover the area's mountain views and casinos.

Downtown Cumberland Historic District

Fort Detrick

After visiting Fort Detrick, make a plan to see the other sights and activities in Frederick. Visit the shops and top-notch restaurants in this family-friendly area.

Fort Detrick

What to do in Western Maryland

Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

S$51
per traveller
Dining at Hard Rock Cafe Baltimore
Historical Baltimore Self-Driving Sightseeing Audio Tour

Historical Baltimore Self-Guided Driving & Walking Audio Tour

S$19
per traveller
Historical Baltimore Self-Guided Driving & Walking Audio Tour
Massage Table With Two Richway Amethyst BioMat Minis End-To-End

BioMat Session - With Negative Ions, Far Infrared Light - Relax, Energize

S$28
per adult
BioMat Session - With Negative Ions, Far Infrared Light - Relax, Energize
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.