Cumberland
Lakeland
Visit Cumberland
Things to do
Cumberland Hotel Deals
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
The price is CA $156 per night from Oct 4 to Oct 5
CA $156
CA $175 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
The price is CA $283 per night from Oct 12 to Oct 13
CA $283
CA $317 total
Oct 12 - Oct 13
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
The price is CA $84 per night from Oct 15 to Oct 16
CA $84
CA $104 total
Oct 15 - Oct 16
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (517 reviews)
"10:10 I recommend. It was awesome and the other guest were very nice as well as the workers."
Reviewed on Sep 28, 2026
Howard Johnson by Wyndham Lakeland
939 W. Robson St. Lakeland FL
The price is CA $77 per night from Oct 5 to Oct 6
CA $77
CA $86 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Comfort Inn & Suites Lakeland North I-4
3520 N Hwy 98 Lakeland FL
The price is CA $128 per night from Oct 4 to Oct 5
CA $128
CA $143 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (954 reviews)
"Nice hotel and very clean !"
Reviewed on Sep 28, 2026
LEGOLAND Beach Retreat
100 Legoland Way SE Winter Haven FL
The price is CA $228 per night from Oct 12 to Oct 13
CA $228
CA $311 total
Oct 12 - Oct 13
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig ...
8.6/10 Excellent! (381 reviews)
"The bungalow was very nice & accommodating. The pool was clean & inviting. The shuttle to the park was convenient & the breakfast was delicious. Omg!! For a family style breakfast it was amazing & the staff was on top of our every need.. we will be back soon for sure"
Reviewed on Sep 29, 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.
Where to stay in Cumberland
Find the best Cumberland areas and neighborhoods for the activities you enjoy most. Learn more about Cumberland
Learn more about Cumberland
Lake Hollingsworth
If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Beerman Family Tennis Center are top sights worth seeing.
Photo by Rachel Graves
Open Photo by Rachel Graves
Downtown Lakeland
If you're spending some time in Downtown Lakeland, Polk Theatre and RP Funding Center are top sights worth seeing.
South Lake Morton
If you're looking for some top things to see and do in South Lake Morton and surrounding area, you can visit Lake Mirror and Polk Theatre.
Lakeland Highlands
When in Lakeland Highlands, you can plan a visit to The Club at Eaglebrooke and Family Fun Center, some noteworthy sights in the nearby area.
Dixieland
While there might not be top attractions in Dixieland, you can explore the larger area and discover places like RP Funding Center and Polk Museum of Art.
