Cumberland 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 Cumberland Vacation

When you choose a Cumberland vacation package, you can relax and enjoy your adventure to the fullest. Uncover the best things about this vibrant city knowing that everything has been organized in advance. Levoy Theater, Wheaton Village and Riverfront Renaissance Center for the Arts are just a few of the attractions worth exploring during your trip to Cumberland. Whoever you're escaping with and whatever the size of your budget, your ultimate Cumberland vacation is just a few clicks away with Expedia.

Top Cumberland vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 7 - Jan 10

    Harrah’s Resort Atlantic City Hotel & Casino – A Caesars Rewards Destination + Flight

    Midtown North
    3 nights
    4.0 star property
    7.8/10 - Good (14,281 reviews)
    Roundtrip • Montreal (YUL) - Atlantic City (ACY)
    YUL - LGA • 1 stop LGA - YUL • 1 stop
    CA $1,141
    CA $831
    per traveller
    found 1 day ago
    Harrah’s Resort Atlantic City Hotel & Casino – A Caesars Rewards Destination
  • Dec 11 - Dec 14

    New Season Royals + Flight

    Chester
    3 nights
    2.0 star property
    9.2/10 - Wonderful (159 reviews)
    Roundtrip • Seattle (SEA) - Philadelphia (PHL)
    SEA - PHL • Nonstop PHL - SEA • Nonstop
    CA $1,389
    CA $1,009
    per traveller
    found 6 hours ago
    New Season Royals
  • Dec 10 - Dec 14

    One Sky Loft + Flight

    Center City
    4 nights
    2.0 star property
    9.2/10 - Wonderful (157 reviews)
    "Location was great. Is clean and the access so the building was convenient and simple. My only issue was the showing had Luke warm water, outside of that was a wonderful stay."
    Reviewed November 3, 2026
    Roundtrip • Seattle (SEA) - Philadelphia (PHL)
    SEA - PHL • Nonstop PHL - SEA • Nonstop
    CA $1,337
    CA $973
    per traveller
    found 6 hours ago
    One Sky Loft
  • Jan 15 - Jan 18

    The Rittenhouse Philadelphia + Flight

    Center City
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    "Exceptional in every way."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YYZ) - Philadelphia (PHL)
    YYZ - PHL • Nonstop PHL - YYZ • 1 stop
    CA $2,223
    CA $1,705
    per traveller
    found 1 day ago
    The Rittenhouse Philadelphia
  • Dec 10 - Dec 14

    Hotel Anna & Bel + Flight

    North Philadelphia
    4 nights
    4.0 star property
    9.6/10 - Exceptional (199 reviews)
    Roundtrip • Seattle (SEA) - Philadelphia (PHL)
    SEA - PHL • Nonstop PHL - SEA • Nonstop
    CA $2,448
    CA $1,939
    per traveller
    found 6 hours ago
    Hotel Anna & Bel

Cumberland Hotel Deals

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.

Frequently Asked Questions

How much does a Cumberland vacation package cost?

The cheapest Cumberland package is CA $831, so your dream vacation can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to custom build a package that matches your traveling style.

How do I get a cheap travel package to Cumberland?

You'll save big if you combine your hotels, car rentals and flights into a Cumberland vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 properties all over the world, so you'll always have plenty of variety to choose from. Want to save even more? Add some fun activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.

How far in advance should I book my Cumberland vacation?

Travelers are normally able to browse international flights on Expedia up to 12 months prior to departure. Booking at the last minute? With a little bit of luck, it's still possible to nab an affordable ticket just weeks before your flight.

What does an Expedia Cumberland travel package include?

Hotels, rental cars and flights — we have them well covered. With Expedia, you can shape your Cumberland package the way you want. All you have to do is determine exactly what you need. Once you've made your booking, you can add on extras like tours and activities. The more you bundle, the bigger your savings!

What should I know before booking a Cumberland travel package?

A package can be easier on the wallet than individually booking everything you need for your escape. For example, combine your hotels, flights and rental cars and land a great deal. Whatever your vacation plans, you'll find a package that suits your budget.

Can I choose my airline with a Cumberland Expedia vacation package?

Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

If I'm not able to travel, can I cancel my Cumberland vacation package?

Because we understand life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.