Western Maryland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

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

While visiting Downtown Frederick, you might make a stop by sights like National Museum of Civil War Medicine and Carroll Creek Linear Park.

Find hotels in Downtown Frederick

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$189 per night from 24 Nov to 25 Nov
S$189
24 Nov - 25 Nov
includes taxes & fees
9/10 Wonderful! (1,724 reviews)
"Make sure you make a reservation to eat in the restaurant even if they tell you you don’t need one"

Reviewed on 4 Nov, 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
The price is S$104 per night from 10 Nov to 11 Nov
S$104
10 Nov - 11 Nov
includes taxes & 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
The price is S$113 per night from 29 Nov to 30 Nov
S$113
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (1,357 reviews)
"everything was great !!!!"

Reviewed on 4 Nov, 2026

Country Inn & Suites by Radisson, Hagerstown, MD
See all 3,199 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.

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 Sunset Cruise

Baltimore Sunset Cruise

S$61
per adult
Baltimore Sunset Cruise
Baltimore's Historical Sightseeing Tour

Baltimore's Historical Sightseeing Tour

S$61
per adult
98% of travellers recommend
Baltimore's Historical Sightseeing Tour
Historical Baltimore Self-Driving Sightseeing Audio Tour

Historical Baltimore Self-Guided Driving & Walking Audio Tour

S$22
per traveller
80% of travellers recommend
Historical Baltimore Self-Guided Driving & Walking Audio Tour
See all activities in Western Maryland

Frequently asked questions

How much does a Western Maryland holiday package cost?
Perhaps less than you might think — from just , as a matter of fact! By combining flights, hotels and car rentals into your own custom-made travel package, your Western Maryland escape is only clicks away.
How do I get a cheap travel package to Western Maryland?
Crafting your own Western Maryland holiday package with Expedia is such a simple way to save. We have access to more than 550 airlines and 1,000,000 properties all over the world. With such a wonderful range to select from, you'll have no difficulty creating your dream trip.
What are the top hotels in Western Maryland?
Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel know how to make their guests feel welcome in Garrett County. If your travel plans also include McHenry, have a look at Princess Royale Oceanfront Resort and La Quinta Inn & Suites by Wyndham Baltimore BWI Airport. Both are very popular with travellers.
How far in advance should I book my Western Maryland holiday?
It can be difficult to know when the best time is to book your Western Maryland trip. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly a year before your departure date. If you're considering a last-minute getaway, no need to panic! There are fabulous bargains featured on Expedia every single day.
What does an Expedia Western Maryland travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your perfect Western Maryland trip. You can also add on fun stuff like activities and tours once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Western Maryland travel package?
A travel package can be easier on the credit card than separately booking everything you need for your trip. For example, bundle your flights, hotels and rental cars and land a great deal. Whatever your holiday goals are, you're bound to find a package that fits your budget.
Can I choose my airline with a Western Maryland Expedia holiday package?
Definitely. Expedia has more than 550 airline partners to select from around the globe. With all that choice, finding the ideal carrier to get you to Western Maryland won't be difficult.
If I'm not able to travel, can I cancel my Western Maryland holiday package?
It's good to know that you can cancel your Western Maryland booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

* 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.