Western Maryland Vacations 2026 from CA $794

Western Maryland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

The Quincy, an Ascend Collection Hotel

Downtown Washington D.C.

CA $794

per person

Dec 7 - Dec 10

found 13 hours ago

Roundtrip flight included

Toronto (YTO) to Baltimore (BWI)

Stay at this hotel in Washington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.

Club Wyndham National Harbor

CA $1,611

per person

Dec 3 - Dec 8

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Baltimore (BWI)

Book a stay at this family-friendly hotel in Oxon Hill. Enjoy free WiFi, an outdoor pool, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions MGM National Harbor Casino and Nationals Park are located nearby.

Kent Island Resort

CA $1,225

per person

Dec 3 - Dec 8

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Baltimore (BWI)

Book a stay at this golf hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Paul Reed Smith Guitars and Northern Chesapeake Bay are located nearby.

The Westin Annapolis

CA $1,537

per person

Dec 3 - Dec 8

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Baltimore (BWI)

Book a stay at this spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Annapolis City Dock and Maryland Hall for Creative Arts are located nearby.

Kimpton Hotel Monaco Washington DC by IHG

Downtown Washington D.C.

CA $799

per person

Dec 25 - Dec 28

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Baltimore (BWI)

Book a stay at this luxury hotel in Washington. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capital One Arena and National Mall are located nearby.

Top Western Maryland hotels deals

Rocky Gap Casino & Resort

16701 Lakeview Road NE Cumberland MD

Free cancellation

Reserve now, pay when you stay

CA $126

CA $194 total

Nov 16 - Nov 17

includes taxes & fees

Book a stay at this spa hotel in Cumberland. Enjoy free parking, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rocky Gap Casino and Golf Course and Lake Habeeb Beaches are located nearby.

Pool

Hot tub

Ramada by Wyndham Cumberland Downtown

100 South George Street Cumberland MD

Free cancellation

Reserve now, pay when you stay

CA $100

CA $114 total

Nov 15 - Nov 16

includes taxes & fees

Book a stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Cumberland Historic District and Allegany Museum are located nearby.

Breakfast included

Parking included

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD

Free cancellation

CA $119

CA $134 total

Nov 8 - Nov 9

includes taxes & fees

Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Valley Mall and Regal Valley Mall are located nearby.

Pool

Breakfast included

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

Free cancellation

Reserve now, pay when you stay

CA $110

CA $122 total

Oct 25 - Oct 26

includes taxes & fees

Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harry Grove Stadium and Baker Park are located nearby.

Pool

Breakfast included

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

Free cancellation

Reserve now, pay when you stay

CA $125

CA $139 total

Nov 8 - Nov 9

includes taxes & fees

Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Westview and Westview Promenade are located nearby.

Breakfast included

Pet-friendly

Sleep Inn & Suites Cumberland - LaVale

13320 Ali Ghan Road NE Cumberland MD

Free cancellation

CA $113

CA $129 total

Nov 8 - Nov 9

includes taxes & fees

Book a stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Cumberland Historic District and Windsor Hall are located nearby.

Pool

Breakfast included

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See all available properties in Western Maryland

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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 lakeside view with boats, houses, and a grassy area.

Deep Creek Lake State Park

9.2/10 (259 reviews)

You can take time to visit Deep Creek Lake State Park during your travels to Swanton. While you're in the area, wander around the parks.

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Frequently asked questions

How much are vacation packages to Western Maryland?

Starting from as little as CA $794, flight and hotel packages are a superb way to make your travel budget stretch further. Get ready Western Maryland — here you come!

Where can I get the best vacation package deals for Western Maryland?

Travelocity has all you need to score a sensational Western Maryland package deal. Choose from 400 partner airlines and 1,000,000 properties across the globe and craft a travel itinerary that's suited to you. With this amount of choice at your fingertips, you have inspiration galore for your next big getaway.

Why should I purchase my Western Maryland vacation package with Travelocity?

Incredible savings, countless inspiring destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.

Can I save on my Western Maryland car rental if I combine it with my hotel or flight?

You can with our Western Maryland vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings start to pile up. With your own set of wheels, all the popular attractions around Western Maryland are within your reach.

Which airport is best for Western Maryland?

That all comes down to where you're departing from and where you're heading off to — Ronald Reagan Washington National Airport (DCA), Washington Dulles Intl. Airport (IAD) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) are where you'll probably touch down.

What is there to do in Western Maryland?

Western Maryland has hidden surprises around every turn, however make sure you get to Deep Creek Lake and Wisp Resort while you're here. These attractions are a must-see.