Cumberland Holidays

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    Better together

    Save up to S$134 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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    Plan, book, and manage your trip all in one place

Top hotels in Cumberland

Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

2.5 out of 5
636 U.S. 8, Turtle Lake, WI
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 10 Aug to 11 Aug
S$131
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (424 reviews)
"Good place to stay on the way north. Felt safe."

Reviewed on 7 Aug, 2025

Northwoods Best Inn -Turtle Lake
The Lodge at Crooked Lake

The Lodge at Crooked Lake

2.5 out of 5
24271 State Road 35 N, Siren, WI
Fully refundableReserve now, pay when you stay
The price is S$166 per night from 20 Aug to 21 Aug
S$166
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (494 reviews)
"The bathroom could use some additional cleaning in the toilet and shower. We stayed for three nights and really enjoyed the lodge type environment. The breakfast was wonderful with lots of options including oat milk for those who have dietary restrictions. The location was located near shops, restaurants ..."

Reviewed on 8 Aug, 2025

The Lodge at Crooked Lake
EconoLodge by Choice Hotels Rice Lake

EconoLodge by Choice Hotels Rice Lake

2 out of 5
1710 S Main Street, Rice Lake, WI
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 24 Aug to 25 Aug
S$108
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (609 reviews)
"Great gathering space outside the pool. Nice room and the staff was great."

Reviewed on 3 Aug, 2025

EconoLodge by Choice Hotels Rice Lake
See all 560 properties in Cumberland
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 holiday package cost?
You'll find cheap prices on Expedia for your Cumberland getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Cumberland costs.
What are the cheapest months to go to Cumberland?
You can usually find reduced prices and better availability in January, February and March. Check out our cheap Cumberland holiday packages and you could get some great off-season deals.
How many days is enough for Cumberland?
With a well-organised itinerary, you can easily tick off the main Cumberland attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Cumberland holiday for longer.
How to find the best Cumberland package deals?
Use Expedia's filters to help you find some tempting Cumberland package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Cumberland package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Cumberland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can tailor your Cumberland escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cumberland?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Cumberland break.
How to plan a trip to Cumberland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Cumberland.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to factor in other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Cumberland.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Cumberland. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the perfect Cumberland holiday package for you.

* 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.