Cumberland Vacation Packages

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Top Cumberland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Minneapolis/Bloomington

Hilton Minneapolis/Bloomington

4 out of 5
West Bloomington
Price was CA $849, price is now CA $662 per person
CA $662
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Minneapolis (MSP)
9.2/10 Wonderful! (1,007 reviews)
Very nice

Reviewed on Jul 11, 2026

Emery, Autograph Collection Hotel

Emery, Autograph Collection Hotel

4.5 out of 5
Downtown Minneapolis
Price was CA $2,079, price is now CA $1,528 per person
CA $1,528
per person
Sep 13 - Sep 17
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Minneapolis (MSP)
9.2/10 Wonderful! (743 reviews)
Not my fav marriot hotel stay. Towels were thread bare and holey, also weirdly smelled like campfire. Room was dark and awkward. Saving grace was the lobby coffee shop.

Reviewed on Jul 12, 2026

The Lofton Hotel, Tapestry Collection by Hilton

The Lofton Hotel, Tapestry Collection by Hilton

4.5 out of 5
Downtown Minneapolis
Price was CA $917, price is now CA $699 per person
CA $699
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Minneapolis (MSP)
9.4/10 Exceptional! (1,048 reviews)
Location is excellent. Hotel is immaculate. Staff is over the top friendly. The rooms are priced really reasonable.

Reviewed on Jul 12, 2026

Four Seasons Hotel Minneapolis

Four Seasons Hotel Minneapolis

5 out of 5
Downtown Minneapolis
Price was CA $3,448, price is now CA $2,652 per person
CA $2,652
per person
Sep 13 - Sep 17
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Minneapolis (MSP)
9.6/10 Exceptional! (334 reviews)
Our family very much enjoyed staying here. The property is beautiful and the staff went above and beyond to make sure that we were taken care of. We have stayed at many of the top resorts in the world, and this did not disappoint. We will definitely be back to stay again.

Reviewed on Jul 12, 2026

Moxy Minneapolis Downtown

Moxy Minneapolis Downtown

3 out of 5
Downtown Minneapolis
Price was CA $1,307, price is now CA $1,061 per person
CA $1,061
per person
Sep 13 - Sep 17
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Minneapolis (MSP)
9/10 Wonderful! (889 reviews)
It was only myself so the no dresser was perfect. I liked the knobs to hang clothes. It was clean and I loved no carpet. The smell of the hotel was fabulous. I wish they would sell that!

Reviewed on Jul 8, 2026

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Cumberland Hotel Deals

'Cumberland Retreat' w/ Lakefront Yard & Dock

'Cumberland Retreat' w/ Lakefront Yard & Dock

Cumberland WI
10/10 Exceptional! (11 reviews)
"This VRBO has everything from crockpots to tissues.The host was so kind and helped us when we locked ourselves out of the house."

Reviewed on Dec 29, 2025

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'Cumberland Retreat' w/ Lakefront Yard & Dock
Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.

Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.

Cumberland WI
9.2/10 Wonderful! (7 reviews)
"We had a great time at this venue! The host was very accommodating and a great communicator. It’s a nice property with a lot of sleeping space, expansive yard and a fun play area for kids in the basement. The only downside for us was the waterfront. There wasn’t much of a beach for swimming. The ..."

Reviewed on Jun 30, 2026

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Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.
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 CA $168 per night from Jul 14 to Jul 15
CA $168
CA $186 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (579 reviews)
"Breakfast was a little dull."

Reviewed on Jun 29, 2026

The Lodge at Crooked Lake
See all 538 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.
All Inclusive Vacations
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Stay near popular Cumberland attractions

Duck Lake

Commune with nature and explore the great outdoors at Duck Lake during your travels in Cumberland. Take in the art scene while you're in the area.
See properties

Frequently asked questions

How much does a Cumberland vacation package cost?
You can grab a vacation package to this destination from CA $662 on Expedia. But how much your vacation to Cumberland costs will depend on factors like the season, hotel choice and length of stay.
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 vacation packages and you could get some great off-season discounts.
How many days is enough for Cumberland?
The ideal duration for your Cumberland vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to tick off all the leading attractions and discover some hidden gems along the way.
How to find the best Cumberland package deals?
Begin your search for a Cumberland package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Cumberland package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cumberland escape underway.
Is it cheaper to book a Cumberland vacation as a package?
You can enjoy significant savings on your next Cumberland retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
How to plan a trip to Cumberland?

  1. Choose your dates: The things you want to do in Cumberland and your favourite season can help you decide when to go.
  2. Set your budget: Factor in expenses such as food, flights and transportation when working out how much to save for your trip to Cumberland. Then, choose a hotel that works with your budget, whether that's an economical stay or a more luxurious getaway.
  3. Decide your trip length: Think about how long you'd like to spend discovering Cumberland. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the ideal Cumberland vacation package for you.

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