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 $121 per night from Sep 13 to Sep 14
CA $121
CA $136 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
The price is CA $256 per night from Aug 28 to Aug 29
CA $256
CA $286 total
Aug 28 - Aug 29
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 ...
8.6/10 Excellent! (179 reviews)
"Great customer service!"
Reviewed on Aug 9, 2026
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
The price is CA $82 per night from Aug 16 to Aug 17
CA $82
CA $101 total
Aug 16 - Aug 17
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! (438 reviews)
"There was a bug in my room. I was unable to charge my cell phone, the outlets did not work. The breakfast was minimal, would like the convenience of preparing coffee in room, have disabilities"
Reviewed on Aug 15, 2026
Comfort Inn & Suites Lakeland North I-4
3520 N Hwy 98 Lakeland FL
The price is CA $126 per night from Sep 6 to Sep 7
CA $126
CA $141 total
Sep 6 - Sep 7
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! (903 reviews)
"Great experience. No complaints"
Reviewed on Aug 15, 2026
LEGOLAND Beach Retreat
100 Legoland Way SE Winter Haven FL
The price is CA $199 per night from Aug 28 to Aug 29
CA $199
CA $278 total
Aug 28 - Aug 29
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 ...
8.8/10 Excellent! (359 reviews)
"La habitación no la limpiaron ni una sola vez solo cambiaron las toallas, lo demás aceptable , el desayuno fue el mismo todos los días , el servicio bueno."
Reviewed on Aug 14, 2026
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
The price is CA $143 per night from Aug 30 to Aug 31
CA $143
CA $160 total
Aug 30 - Aug 31
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
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
Photo by Rachel Graves
Open Photo by Rachel Graves
Downtown Lakeland
If you're spending some time in Downtown Lakeland, RP Funding Center and Lake Mirror are top sights worth seeing.
Lake Hollingsworth
If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Veterans Park are top sights worth seeing.
Lakeland Highlands
When in Lakeland Highlands, you can plan a visit to Family Fun Center and The Club at Eaglebrooke, some noteworthy sights in the nearby area.
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 RP Funding Center.
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 Theatre.
