Book Hotels in Hillcrest Heights, FL

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Top Hillcrest Heights hotels

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
Fully refundable
$173 nightly
The price is $194 total per night from Feb 8 to Feb 9
$194 total
Feb 8 - Feb 9
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a fireplace in the lobby. Enjoy the free continental breakfast each morning. ...
Very good

Reviewed on Jan 11, 2026

Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
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
$128 nightly
The price is $144 total per night from Jan 20 to Jan 21
$144 total
Jan 20 - Jan 21
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public ...
Excelent, clean room and Excelent breakfast, recommended this hotel

Reviewed on Jan 11, 2026

Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3 out of 5
6015 Cypress Gardens Blvd Winter Haven FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $200 total per night from Jan 20 to Jan 21
$200 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Yes the hotel was spotless and so were the rooms. Staff was super friendly and very attentive to my needs. I would definitely recommend this hotel to anyone

Reviewed on Jan 14, 2026

Opens in a new windowHome2 Suites By Hilton Winter Haven
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
Fully refundable
$132 nightly
The price is $148 total per night from Jan 25 to Jan 26
$148 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Room looked new, very clean, bed firm but quite comfortable! Breakfast was excellent. I had the biscuit and turkey sausage gravy which was delicious. Better than some breakfast restaurants. Staff was very friendly and helpful!

Reviewed on Jan 12, 2026

Opens in a new windowHoliday Inn Express Lake Wales N-Winter Haven by IHG
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
$242 nightly
The price is $271 total per night from Feb 6 to Feb 7
$271 total
Feb 6 - Feb 7
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy the free buffet breakfast each morning. ...
Everything perfect

Reviewed on Jan 1, 2026

Opens in a new windowLEGOLAND Beach Retreat
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
$144 nightly
The price is $161 total per night from Jan 25 to Jan 26
$161 total
Jan 25 - Jan 26
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 ...
good environment. disappointed in value, price paid for room didn't include breakfast and not a good value

Reviewed on Jan 2, 2026

Opens in a new windowHoliday Inn Winter Haven by IHG
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$327 nightly
The price is $367 total per night from Jan 21 to Jan 22
$367 total
Jan 21 - Jan 22
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 ...
loved the hotel and all the Lego extras maybe update the landscape.

Reviewed on Jan 12, 2026

Opens in a new windowLegoland Florida Hotel
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 out of 5
202 Cypress Gardens Blvd Winter Haven FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Jan 25 to Jan 26
$146 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Clean and friendly

Reviewed on Jan 13, 2026

Opens in a new windowHampton Inn Winter Haven
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
$93 nightly
The price is $105 total per night from Jan 21 to Jan 22
$105 total
Jan 21 - Jan 22
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 continental breakfast, free WiFi, ...
Good

Reviewed on Jan 5, 2026

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
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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.

Frequently asked questions

What are the top kid-friendly hotels in Hillcrest Heights?
From unique amenities to larger rooms, kid-friendly hotels are equipped with features that can help turn a standard family vacation into an amazing one. These Hillcrest Heights options make getting away with youngsters child's play: The entire crew will enjoy staying at Tranquil Retreat w/ Gym, Fenced Backyard and More.. A playground and a nearby beach are just a few of the things that help make this place a favorite. Cozy Getaway with Enchanting Wrap-Around Deck is also a hit with families. After a fun day of sightseeing, return to your comfortable room and amenities like beach sun loungers and free WiFi.
Where can I find cheap hotels in Hillcrest Heights?
At Travelocity you'll find really nice hotels in Hillcrest Heights at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Hillcrest Heights rather than in Hillcrest Heights. We may find you even better rates, too.
How do I find the best Hillcrest Heights hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillcrest Heights then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Hillcrest Heights?
The cheapest hotel in Hillcrest Heights is $105. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Hillcrest Heights?
There are 451 hotels in Hillcrest Heights on Travelocity.
What are the best hotels in Hillcrest Heights?
Hillcrest Heights has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Hillcrest Heights for you!
When is the best time to visit Hillcrest Heights?
If you want the joy of a fun-filled trip in peak season, visit Hillcrest Heights during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, October and December.
When is the cheapest time to stay in Hillcrest Heights?
Based on historic data is usually the cheapest month to visit Hillcrest Heights. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Hillcrest Heights?
There are multiple hotels in Hillcrest Heights that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Hillcrest Heights. We have plenty of kid-friendly hotels in Hillcrest Heights to choose from on Travelocity!
Why book a hotel in Hillcrest Heights through Travelocity?
Because we have the top hotels in Hillcrest Heights! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Hillcrest Heights on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Hillcrest Heights hotel reviews by fellow wanderers

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"Yes the hotel was spotless and so were the rooms. Staff was super friendly and very attentive to my needs. I would definitely recommend this hotel to anyone "
A verified traveler stayed at Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven