Cumberland Vacations from $197
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The Latest Cumberland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Oceanique Resort
Price was $1,925, price is now $1,070 per person
$1,070
per person
Feb 6 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (462 reviews)
Beautiful view of the ocean, small resort style , quiet and peaceful. Large shopping center is a 10 minute speed walk.
Reviewed on Nov 6, 2026
Where to stay in Cumberland
Find the best Cumberland areas and neighborhoods for the activities you enjoy most. Learn more about Cumberland
Downtown Lakeland
2 out of top 10 points of interest in this area
If you're spending some time in Downtown Lakeland, Polk Theatre and RP Funding Center are top sights worth seeing.
Cumberland Hotel Deals
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
$118 nightly
The price is $132 total per night from Nov 24 to Nov 25
$132 total
Nov 24 - Nov 25
Total with taxes and fees
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $74 total per night from Dec 6 to Dec 7
$74 total
Dec 6 - Dec 7
Total with taxes and fees
8.6/10 Excellent! (579 reviews)
"AWESOME in every catagory"
Reviewed on Nov 13, 2026
Howard Johnson by Wyndham Lakeland
939 W. Robson St. Lakeland FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $62 total per night from Nov 30 to Dec 1
$62 total
Nov 30 - Dec 1
Total with taxes and fees
7.4/10 Good! (1,405 reviews)
"N/A"
Reviewed on Nov 14, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.