Hotels in Hillcrest Heights
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Top Rated Hillcrest Heights Hotels

Holiday Inn Express Lake Wales N-Winter Haven by IHG
2953 Ridge Way Lake Wales FL
Free Cancellation
10.97 mi from city center
$130 nightly
The price is $146 total per night
$146 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
At Holiday Inn Express Lake Wales N-Winter Haven by IHG, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include conference space, a 24-hour business center, and a computer station.

Best Western Plus Winter Haven Inn & Suites
5801 Roosevelt Dr Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
14.99 mi from city center
$139 nightly
The price is $155 total per night
$155 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Best Western Plus Winter Haven Inn & Suites enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. This smoke-free hotel also has a banquet hall.

Howard Johnson by Wyndham Winter Haven FL
1300 3rd St Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
17.54 mi from city center
$85 nightly
The price is $95 total per night
$95 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Guests of Howard Johnson by Wyndham Winter Haven FL enjoy an outdoor pool, free WiFi in public areas, and conference space. If you drive, take advantage of free parking. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, laundry facilities, and a banquet hall.

Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
Free Cancellation
18.45 mi from city center
$156 nightly
The price is $175 total per night
$175 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Staybridge Suites Winter Haven Auburndale by IHG, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a computer station, laundry facilities, and a fireplace in the lobby.
Pool
Breakfast included

Legoland Florida Hotel
1 Legoland Way Winter Haven FL
15.12 mi from city center
$309 nightly
The price is $347 total per night
$347 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Legoland Florida Hotel, guests have access to 2 outdoor pools, a water park, and free WiFi in public areas. Valet parking is offered for USD 40 per night. The front desk is staffed 24 hours a day to help with luggage storage and tours/tickets. Additional amenities include a microwave in a common area, express check-in, and a vending machine.

Home2 Suites By Hilton Winter Haven
6015 Cypress Gardens Blvd Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
14.68 mi from city center
$147 nightly
The price is $164 total per night
$164 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Home2 Suites By Hilton Winter Haven enjoy a gym, free WiFi in public areas, and a business center. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, a computer station, and local meal delivery service.

Hampton Inn Winter Haven
202 Cypress Gardens Blvd Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
17.08 mi from city center
$106 nightly
The price is $118 total per night
$118 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Hampton Inn Winter Haven, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-out.

Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Free Cancellation
17.04 mi from city center
$144 nightly
The price is $161 total per night
$161 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
At Holiday Inn Winter Haven by IHG, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.

LEGOLAND Beach Retreat
100 Legoland Way SE Winter Haven FL
14.69 mi from city center
$269 nightly
The price is $301 total per night
$301 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Features of LEGOLAND Beach Retreat include an outdoor pool and a children's pool. Self parking is available for USD 35 per night. The 24-hour front desk has staff standing by to help with tours/tickets and securing valuables.

Courtyard by Marriott Winter Haven
6225 Cypress Gardens Boulevard SE Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
14.28 mi from city center
$173 nightly
The price is $194 total per night
$194 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Courtyard by Marriott Winter Haven have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a business center, a meeting room, and free newspapers.

Lake Roy Beach Inn
1823 Cypress Gardens Blvd Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
16.13 mi from city center
$89 nightly
The price is $100 total per night
$100 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Lake Roy Beach Inn enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this beach hotel include laundry facilities, a gift shop, and a garden.

Rodeway Inn
19071 U S Hwy 27 South Polk Lake Wales FL
Free Cancellation
Reserve now, pay when you stay
6.25 mi from city center
$84 nightly
The price is $95 total per night
$95 total
Dec 29 - Dec 30
Total with taxes and fees
Rodeway Inn Lake Wales - Winter Haven features an outdoor pool, free WiFi in public areas, and meeting rooms. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Additional amenities include conference space, a business center, and a terrace.
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See all available properties in Hillcrest Heights
View all propertiesLowest 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 is a good place to stay in Hillcrest Heights?
What are some favorite hotels in Hillcrest Heights?
Consider these top hotels around Hillcrest Heights:
- Holiday Inn Express Lake Wales N-Winter Haven by IHG is located 11 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Best Western Plus Winter Haven Inn & Suites is located 15 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Staybridge Suites Winter Haven Auburndale by IHG is located 18.5 mi away, and this hotel has free breakfast, free WiFi, and in-room kitchens.
Not all of the most important sights are in the heart of Hillcrest Heights, so consider a visit to well-known places in the larger area like LEGOLAND® Florida.
Hillcrest Heights hotels essential information
Accommodation | 445 hotels |
|---|---|
Lowest Price | $95 |
Highest Price | $347 |
Popular hotels | Holiday Inn Express Lake Wales N-Winter Haven by IHG, Best Western Plus Winter Haven Inn & Suites , Howard Johnson by Wyndham Winter Haven FL, Staybridge Suites Winter Haven Auburndale by IHG, Legoland Florida Hotel, Home2 Suites By Hilton Winter Haven, Hampton Inn Winter Haven, Holiday Inn Winter Haven by IHG, LEGOLAND Beach Retreat, Courtyard by Marriott Winter Haven, Lake Roy Beach Inn, Rodeway Inn |
Recent Reviews

Staybridge Suites Winter Haven Auburndale by IHG
5/5 Excellent
"This is a great hotel. The only complaint I have is the cable doesn’t always work. Very comfortable and great location, awesome staff!"
A verified traveler stayed at Staybridge Suites Winter Haven Auburndale by IHG
Posted 4 days ago
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