Find a Hotel in Cumberland

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top hotels in Cumberland

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

2.5 out of 5
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
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"Parking was plentiful, Staff was very helpful and friendly - especially the young woman that checked me in (Allison??) and the lady that checked me out this AM. Both very personable and helpful!! The room did have some candy wrappers on the floor when I checked in, so really it could have been cleaned ..."

Reviewed on Nov 7, 2026

Opens in a new windowDays Inn & Suites by Wyndham Lakeland
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$249 nightly
The price is $279 total per night from Nov 17 to Nov 18
$279 total
Nov 17 - Nov 18
Total with taxes and fees
This smoke-free hotel features a water park, 2 outdoor pools, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free full breakfast ...
"Family friendly"

Reviewed on Nov 7, 2026

Opens in a new windowLegoland Florida Hotel
Howard Johnson by Wyndham Lakeland

Howard Johnson by Wyndham Lakeland

2.5 out of 5
939 W. Robson St. Lakeland FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $62 total per night from Dec 7 to Dec 8
$62 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the ...
"The room was clean and the staff were nice, they had said when checking in there was a continental breakfast and take away breakfasts available. come the next morning, there was cereal, juice, and some fruit. So don’t check in expecting a great breakfast inclusion"

Reviewed on Nov 8, 2026

Opens in a new windowHoward Johnson by Wyndham Lakeland
La Quinta Inn & Suites by Wyndham Lakeland East

La Quinta Inn & Suites by Wyndham Lakeland East

3 out of 5
4315 Lakeland Park Dr Lakeland FL
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $64 total per night from Dec 6 to Dec 7
$64 total
Dec 6 - Dec 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business ...
"Great service, friendly staff"

Reviewed on Nov 7, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Lakeland East
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
$118 nightly
The price is $132 total per night from Nov 15 to Nov 16
$132 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowHoliday Inn Winter Haven by IHG
Hyatt Place Lakeland Center

Hyatt Place Lakeland Center

3 out of 5
525 W Orange St Lakeland FL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $128 total per night from Nov 22 to Nov 23
$128 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Opens in a new windowHyatt Place Lakeland Center
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Nov 15 to Nov 16
$146 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full ...
Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Nov 10 to Nov 11
$95 total
Nov 10 - Nov 11
Total with taxes and fees
This motel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and ...
Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Comfort Inn & Suites Lakeland North I-4

Comfort Inn & Suites Lakeland North I-4

2.5 out of 5
3520 N Hwy 98 Lakeland FL
Fully refundable
$85 nightly
The price is $95 total per night from Dec 6 to Dec 7
$95 total
Dec 6 - Dec 7
Total with taxes and fees
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like self-serve ...
Opens in a new windowComfort Inn & Suites Lakeland North I-4
Don't see what you're looking for?
See all available properties in Cumberland
View all properties
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.

Cumberland Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Cumberland area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Cumberland to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Cumberland are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Cumberland hotel reviews by fellow wanderers