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Cheap Hillcrest Heights Hotels

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
$111 nightly
The price is $125 total per night
$125 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
17.04 mi from city center
With a stay at Holiday Inn Winter Haven by IHG, you'll be centrally located in Winter Haven, within a 10-minute drive of LEGOLAND® Florida and Theatre Winter Haven.
Pool
Parking included
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
2953 Ridge Way Lake Wales FL
$119 nightly
The price is $134 total per night
$134 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
10.97 mi from city center
With a stay at Holiday Inn Express Lake Wales N-Winter Haven by IHG in Lake Wales, you'll be within a 10-minute drive of LEGOLAND® Florida and Eagle Ridge Mall.
Pool
Breakfast included
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
$130 nightly
The price is $146 total per night
$146 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.99 mi from city center
With a stay at Best Western Plus Winter Haven Inn & Suites  in Winter Haven, you'll be within a 15-minute walk of LEGOLAND® Florida and Peppa Pig Theme Park Florida.
Pool
Breakfast included
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
$148 nightly
The price is $166 total per night
$166 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
18.45 mi from city center
With a stay at Staybridge Suites Winter Haven Auburndale by IHG in Winter Haven, you'll be in a shopping district, within a 10-minute drive of LEGOLAND® Florida and Winter Haven Public Library.
Pool
Breakfast included
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3 out of 5
6015 Cypress Gardens Blvd Winter Haven FL
$143 nightly
The price is $160 total per night
$160 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.68 mi from city center
When you stay at Home2 Suites By Hilton Winter Haven in Winter Haven, you'll be connected to a shopping center, within a 10-minute walk of LEGOLAND® Florida and Peppa Pig Theme Park Florida.
Pool
Breakfast included
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$354 nightly
The price is $396 total per night
$396 total
Dec 8 - Dec 9
Total with taxes and fees
15.12 mi from city center
When you stay at Legoland Florida Hotel in Winter Haven, you'll be within a 5-minute drive of LEGOLAND® Florida.
Pool
Breakfast included
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
$85 nightly
The price is $95 total per night
$95 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.54 mi from city center
When you stay at Howard Johnson by Wyndham Winter Haven FL in Winter Haven, you'll be in the business district, within a 5-minute drive of Chain of Lakes Park and Winter Haven Hospital.
Pool
Breakfast included
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 out of 5
202 Cypress Gardens Blvd Winter Haven FL
$111 nightly
The price is $125 total per night
$125 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.08 mi from city center
With a stay at Hampton Inn Winter Haven, you'll be centrally located in Winter Haven, within a 10-minute drive of LEGOLAND® Florida and Winter Haven Women's Hospital.
Pool
Breakfast included
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

3 out of 5
6225 Cypress Gardens Boulevard SE Winter Haven FL
$165 nightly
The price is $185 total per night
$185 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.28 mi from city center
With a stay at Courtyard by Marriott Winter Haven in Winter Haven, you'll be 0.8 mi (1.3 km) from LEGOLAND® Florida and 9.5 mi (15.3 km) from Bok Tower Gardens.
Pool
Parking included
Rodeway Inn

Rodeway Inn

2 out of 5
19071 U S Hwy 27 South Polk Lake Wales FL
$89 nightly
The price is $100 total per night
$100 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
6.27 mi from city center
With a stay at Rodeway Inn in Lake Wales, you'll be within a 15-minute drive of LEGOLAND® Florida and Grand Hotel.
Pool
Pet friendly
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
$304 nightly
The price is $340 total per night
$340 total
Dec 19 - Dec 20
Total with taxes and fees
14.69 mi from city center
With a stay at LEGOLAND Beach Retreat in Winter Haven, you'll be within a 10-minute walk of LEGOLAND® Florida and Peppa Pig Theme Park Florida.
Pool
Breakfast included
Lake Roy Beach Inn

Lake Roy Beach Inn

2 out of 5
1823 Cypress Gardens Blvd Winter Haven FL
$88 nightly
The price is $99 total per night
$99 total
Dec 6 - Dec 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
16.13 mi from city center
With a stay at Lake Roy Beach Inn, you'll be centrally located in Winter Haven, within a 5-minute drive of LEGOLAND® Florida and Baytree Golf Club.
Pool
Pet friendly
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Hillcrest Heights hotels essential information

Accommodation
437 hotels
Lowest Price
$95
Highest Price
$396
Popular hotels
Holiday Inn Winter Haven by IHG, Holiday Inn Express Lake Wales N-Winter Haven by IHG, Best Western Plus Winter Haven Inn & Suites , Staybridge Suites Winter Haven Auburndale by IHG, Home2 Suites By Hilton Winter Haven, Legoland Florida Hotel, Howard Johnson by Wyndham Winter Haven FL, Hampton Inn Winter Haven, Courtyard by Marriott Winter Haven, Rodeway Inn, LEGOLAND Beach Retreat, Lake Roy Beach Inn

Most Recent Hillcrest Heights Hotel Reviews

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay! "
A verified traveler stayed at Holiday Inn Express Lake Wales N-Winter Haven by IHG
Holiday Inn Express Lake Wales N-Winter Haven by IHG