Book a Highland Park Resort

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Resorts in Highland Park

No exact matches found, but these alternatives could be just right

Recommended hotels in Highland Park

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 star property
Lake Wales
9.2 out of 10, Wonderful, (1002)
"Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay! "
United States
Pratikkumar
The price is ᅣ18,491
ᅣ20,711 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Rodeway Inn

2.0 star property
Lake Wales
8.2 out of 10, Very Good, (163)
"Easy check-in friendly staff quiet atmosphere clean rooms"
United States
Erica
The price is ᅣ13,878
ᅣ15,542 total
includes taxes & fees
Dec 30 - Dec 31
Rodeway Inn

Elita Inn

3.0 star property
Dundee
The price is ᅣ8,169
ᅣ9,150 total
includes taxes & fees
Dec 6 - Dec 7
Elita Inn

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1000)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is ᅣ13,182
ᅣ14,764 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Howard Johnson by Wyndham Winter Haven FL

Legoland Florida Hotel

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (49)
"Really enjoyable stay. "
United Kingdom
John
The price is ᅣ49,486
ᅣ61,506 total
includes taxes & fees
Dec 8 - Dec 9
Legoland Florida Hotel

Budget Inn

2.0 star property
Lake Wales
8.6 out of 10, Excellent, (677)
"Comfortable stay."
United States
Tommy
The price is ᅣ10,854
ᅣ12,157 total
includes taxes & fees
Dec 30 - Dec 31
Budget Inn

Holiday Inn Winter Haven by IHG

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1001)
"Clean room, great staff, easy check-in."
United States
Vanessa
The price is ᅣ17,250
ᅣ19,321 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Winter Haven by IHG

Home2 Suites By Hilton Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (249)
"Everything feom the staff to the room was great!"
United States
Eduardo
The price is ᅣ22,207
ᅣ24,873 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Home2 Suites By Hilton Winter Haven

This old Florida feeling getaway is 420 friendly and a great place to just relax

Avon Park
10.0 out of 10, Exceptional, (2)
"We loved our stay at Kellie’s farm, the property is big and has a big pond or little lake at the back, the scenery looks like you’re somewhere in the wild side of Montana and feels like a grizzly bear can come out of the trees at any moment! Haha but it’s very safe, nothing to worry about. The farm has chickens, pigs, a calf, dogs, etc. if you love animals you will love this place for sure! We would definitely come back and we 100% recommend this place."
United States
Steve M.
The price is ᅣ11,864
ᅣ22,555 total
includes taxes & fees
Dec 16 - Dec 17
This old Florida feeling getaway is 420 friendly and a great place to just relax

Hampton Inn Winter Haven

2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1001)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is ᅣ17,233
ᅣ19,301 total
includes taxes & fees
Dec 25 - Dec 26
Hampton Inn Winter Haven

Holiday Inn Express Bartow by IHG

2.5 star property
Bartow
9.0 out of 10, Wonderful, (947)
"Great stay overall. "
United States
Melanie
The price is ᅣ12,286
ᅣ13,761 total
includes taxes & fees
Dec 26 - Dec 27
Holiday Inn Express Bartow by IHG

Oak Tree Inn

2.0 star property
Avon Park
7.6 out of 10, Good, (162)
"Very old, lizards in the bathroom, sand in one of the beds. The carpet was gross. "
United States
Mike
The price is ᅣ18,455
ᅣ20,763 total
includes taxes & fees
Dec 6 - Dec 7
Oak Tree Inn

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (983)
"clean room"
United States
stephen
The price is ᅣ12,726
ᅣ14,253 total
includes taxes & fees
Dec 19 - Dec 20
Lake Roy Beach Inn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is ᅣ17,834
ᅣ41,833 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

LEGOLAND Beach Retreat

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (135)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is ᅣ41,730
ᅣ52,818 total
includes taxes & fees
Jan 2 - Jan 3, 2026
LEGOLAND Beach Retreat

Stay Inn and Suites

2.0 star property
Bartow
6.6 out of 10, (841)
"Very clean rooms and comfortable beds with an affordable price!"
United States
Gregory
The price is ᅣ11,275
ᅣ12,801 total
includes taxes & fees
Dec 19 - Dec 20
Stay Inn and Suites

Camp Mack Lodge, Marina & RV Resort

3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (190)
"Clean room, staff was polite and courteous. Keep up the good work!"
United States
James
Camp Mack Lodge, Marina & RV Resort

Lake View•Gardens•Private Balcony Suite•Legoland

2.0 star property
Lake Wales
10.0 out of 10, Exceptional, (2)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is ᅣ14,542
ᅣ19,390 total
includes taxes & fees
Dec 9 - Dec 10
Lake View•Gardens•Private Balcony Suite•Legoland

Rodeway Inn & Suites Haines City - Winter Haven

2.0 star property
Haines City
7.4 out of 10, Good, (842)
"Great place "
United States
Arnulfo
The price is ᅣ12,410
ᅣ13,899 total
includes taxes & fees
Dec 7 - Dec 8
Rodeway Inn & Suites Haines City - Winter Haven

Best Western Plus Winter Haven Inn & SuitesĀ 

3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1071)
"Excellent place to stay"
United States
Anita
The price is ᅣ20,862
ᅣ23,365 total
includes taxes & fees
Dec 21 - Dec 22
Best Western Plus Winter Haven Inn & SuitesĀ 
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Park Hotel Reviews

Find out more about Highland Park

Highland Park Resorts information

Number of reviews
10,339
Accommodation
2 Resorts
Lowest Price
ᅣ12,157
Highest Price
ᅣ61,506

Frequently asked questions

What is Highland Park like for a resort vacation?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your stay from tasty dining options to entertainment and shopping. Browse the resort options in the area and discover the one that's best for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's a favorite resort in Highland Park?
Here are our top-rated resorts around Highland Park: Charming 3BR Retreat w/ Pool, Resort Perks & Easy Access to Orlando Attractions - Family-friendly resort. 17 mi (27.4 km) from Highland Park. Features a water park. Epic Lakeside Resort – 2 Homes on 2 Acres with 800' of Waterfront - 11.3 mi (18.2 km) from Highland Park.
What can I do in Highland Park?
Lake Easy, LEGOLANDĀ® Florida, and Lake Wailes are a few interesting places to visit nearby. Additional attractions in the area include Grand Hotel and Crooked Lake.
What's the seasonal weather like in Highland Park?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 65°F. The rainiest months in Highland Park are July, August, June, and September, with each month seeing an average of 9 inches of rainfall.
What's the best way to get to and around Highland Park?
Fly into Avon Park, FL (AVO-Avon Park Executive), which is located 18.8 mi (30.2 km) away from the heart of the city. You can also search for flights into Lakeland Intl. Airport (LAL), which is 29 mi (46.7 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia