Cumberland County Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

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

    Packages with flights are ATOL protected

Your Cumberland County Holiday

Leave the planning to us with a Cumberland County holiday package. With everything arranged before you leave home, all you need to do is sit back, relax and enjoy this destination's wonders to the fullest. Where to begin your journey? In the most popular cities, of course! Montrose and Jewett are both good places to kick off your itinerary during your trip to Cumberland County. Expedia is your one-stop shop for planning your Cumberland County holiday. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.

Cumberland County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)

Top hotels in Cumberland County

Budget Host Inn Greenup

Budget Host Inn Greenup

2 out of 5
716 E Elizabeth Street, Greenup, IL
Fully refundableReserve now, pay when you stay
7.6/10 Good! (430 reviews)
"Staff was very friendly and rooms were clean."

Reviewed on 10 Aug 2025

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Budget Host Inn Greenup
Lake Mattoon Lakehouse

Lake Mattoon Lakehouse

Neoga, IL
9.4/10 Exceptional! (13 reviews)
"Great property"

Reviewed on 23 Jul 2025

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Lake Mattoon Lakehouse
Vintage Charmer on Main Street

Vintage Charmer on Main Street

Greenup, IL
The price is £105 per night from 17 Aug to 18 Aug
£105
17 Aug - 18 Aug
includes taxes & fees
9.8/10 Exceptional! (44 reviews)
"The house is in a quiet neighborhood. We loved all the vintage furniture and decor. The kitchen is fully stocked. The house has been updated, but has kept its original charm. The hostess made herself readily available by text. We would definitely stay there again. We came to this area to see the ..."

Reviewed on 13 Aug 2025

Vintage Charmer on Main Street
See all 151 properties in Cumberland County
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cumberland County travel package cost?
Starting from as low as , you can tailor your Cumberland County package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Cumberland County travel package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Cumberland County travel package in the last 24 hours? You may be able to make changes or cancellations for free. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Cumberland County?
If you love amazing deals, combine your bookings into a Cumberland County holiday package. Whether you're chasing hotels, flights, rental cars or tours, you can browse and book everything in one place. You'll have lots of choice at your fingertips too. Expedia has more than 550 partner airlines and 1,000,000 hotel options around the world to take your pick of. Fly with who you want, stay anywhere you like and save precious money — now that's the perfect getaway!
Does Expedia offer Book Now, Pay Later Cumberland County holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If making small repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you want to pay off your escape across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this option. Put down a small deposit on your escape and then start packing your bags.

How far in advance should I book my Cumberland County holiday?
To score rock-bottom prices, book nice and early. Airlines typically advertise flight tickets, along with some of the lowest fares, nearly a year in advance. Hotels, activities and car rental should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Cumberland County, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Cumberland County travel package include?
Rental cars, hotels and flights — we have them well covered. With Expedia, you can shape your Cumberland County travel package the way you like it. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a Cumberland County travel package?
Locking in all the parts of your escape together is a great way to save. Bundle your airfares, rental cars and hotels into a handy little package. But hotels aren't your only option. Expedia has all sorts of properties, including holiday rentals like beach villas and serviced residences. You've got loads of choices!
Can I choose my airline with a Cumberland County Expedia travel package?
Yes, you can. We offer more than 550 airline partners all over the world, so fly with the carrier that fits your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.