Hotels in Highland City

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in Highland City?

Prince of Wales Motel
Prince of Wales Motel
2.0 star property
Lake Wales
6.6 out of 10, (137 reviews)
Located in Lake Wales, this comfortable motel offers free WiFi and parking with 24-hour front desk service. Just a 15-minute drive from LEGOLAND Florida, it's also near Lake Wales History Museum and KICCO Wildlife Management Area.
The price is $60
$67 total
includes taxes & fees
Apr 23 - Apr 24
Prince of Wales Motel
Budget Inn
Budget Inn
2.0 star property
Lake Wales
8.6 out of 10, Excellent, (725 reviews)
Sink into relaxing beds at this Lake Wales motel, just 15 minutes from LEGOLAND® Florida. Nearby attractions include the History Museum and KICCO Wildlife Management Area. Free WiFi, parking, and room service make for an effortless getaway.
The price is $80
$90 total
includes taxes & fees
Apr 23 - Apr 24
Budget Inn
Rodeway Inn Lake Wales - Winter Haven
Rodeway Inn Lake Wales - Winter Haven
2.0 star property
Lake Wales
8.2 out of 10, Very Good, (222 reviews)
The price is $89
$100 total
includes taxes & fees
Apr 26 - Apr 27
Rodeway Inn Lake Wales - Winter Haven
Holiday Inn Express Lake Wales N-Winter Haven by IHG
Holiday Inn Express Lake Wales N-Winter Haven by IHG
2.5 star property
Lake Wales
9.2 out of 10, Wonderful, (1,005 reviews)
Set in Lake Wales, this welcoming hotel puts you 10 minutes from LEGOLAND® Florida and close to Eagle Ridge Mall. Morning swim? Head to the outdoor pool before enjoying your complimentary breakfast. The 24-hour fitness center and helpful staff enhance your stay.
The price is $144
$161 total
includes taxes & fees
May 3 - May 4
Holiday Inn Express Lake Wales N-Winter Haven by IHG
OYO Hotel Dundee By Crystal Lake
OYO Hotel Dundee By Crystal Lake
2.0 star property
Dundee
4.4 out of 10, (496 reviews)
Escape to this Dundee hotel, where the outdoor pool provides refreshing breaks after LEGOLAND® Florida excursions. With free WiFi and complimentary parking, you'll enjoy convenient access to Cypresswood Golf and nearby Winter Haven attractions.
The price is $102
$124 total
includes taxes & fees
Apr 23 - Apr 24
OYO Hotel Dundee By Crystal Lake
Elita Inn
Elita Inn
3.0 star property
Dundee
7.4 out of 10, Good, (29 reviews)
The price is $80
$90 total
includes taxes & fees
May 21 - May 22
Elita Inn
Rodeway Inn & Suites Haines City - Winter Haven
Rodeway Inn & Suites Haines City - Winter Haven
2.0 star property
Haines City
7.6 out of 10, Good, (901 reviews)
Escape to this serene Haines City retreat, just 15 minutes from LEGOLAND® Florida. Enjoy quiet, clean rooms praised by travelers, free WiFi, and convenient parking. Close to Lake Henry Golf Club with helpful staff to enhance your stay.
The price is $89
$100 total
includes taxes & fees
Apr 23 - Apr 24
Rodeway Inn & Suites Haines City - Winter Haven
Courtyard by Marriott Winter Haven
Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (754 reviews)
Take a refreshing dip in the outdoor pool at this Winter Haven hotel. Grab a bite at The Bistro or unwind in the bar. Near Chain Of Wakes, with free parking, WiFi and a 24-hour fitness center.
The price is $152
$170 total
includes taxes & fees
May 18 - May 19
Courtyard by Marriott Winter Haven
LEGOLAND Beach Retreat
LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (210 reviews)
Splash in the outdoor pool or children's pool while staying steps from LEGOLAND® Florida. Grab a bite at the restaurant and drinks at the bar or poolside lounge. Free breakfast fuels your day of theme park adventures near Peppa Pig Theme Park.
The price is $199
$262 total
includes taxes & fees
May 17 - May 18
LEGOLAND Beach Retreat
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (322 reviews)
Start your morning with complimentary breakfast before taking a short 10-minute stroll to LEGOLAND® Florida or Peppa Pig Theme Park. After playing, cool off in the seasonal outdoor pool or maintain your routine at the fitness center.
The price is $155
$174 total
includes taxes & fees
May 3 - May 4
Home2 Suites By Hilton Winter Haven
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1,230 reviews)
Feel the Florida sun at this Winter Haven hotel, just a 10-minute walk from LEGOLAND® Florida. Start your day with a complimentary full breakfast before hitting the outdoor pool. Free WiFi and parking add value while the friendly staff ensures a memorable stay.
The price is $140
$156 total
includes taxes & fees
May 3 - May 4
Best Western Plus Winter Haven Inn & Suites 
Economy Suites
Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (407 reviews)
Feel refreshed at this Winter Haven motel with an inviting outdoor pool and convenient pool bar. Just minutes from LEGOLAND® Florida and Peppa Pig Theme Park, this budget-friendly spot offers free WiFi and parking. Guests consistently praise the exceptional staff service.
The price is $94
$105 total
includes taxes & fees
Apr 23 - Apr 24
Economy Suites
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
Winter Haven
5.4 out of 10, (275 reviews)
Set near LEGOLAND® and Peppa Pig Theme Park, this Winter Haven motel offers complimentary breakfast, WiFi and parking. Dive into the outdoor pool after exploring Chain Of Lakes, with Winter Haven Station just 9 minutes away.
The price is $85
$95 total
includes taxes & fees
Apr 26 - Apr 27
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,002 reviews)
Just 5 minutes from LEGOLAND Florida, this Winter Haven hotel offers lakeside comfort with an outdoor pool. Rooms include refrigerators and microwaves, while free WiFi and parking add value. The helpful staff and peaceful garden terrace enhance every stay.
The price is $106
$119 total
includes taxes & fees
May 5 - May 6
Lake Roy Beach Inn
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
Escape to this charming cottage just 15 minutes from LEGOLAND® Florida. The cozy retreat offers a full kitchen, patio, and fireplace. With free parking and easy access to Inman Park, you'll enjoy both comfort and convenience.
The price is $171
$438 total
includes taxes & fees
Apr 23 - Apr 24
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Holiday Inn Winter Haven by IHG
Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $101
$113 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Winter Haven by IHG
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,000 reviews)
Located just a short drive from LEGOLAND Florida, this hotel offers a complimentary breakfast and free WiFi. Take a dip in the outdoor pool, work out at the fitness center, or walk to Winter Haven Station. Guests praise the helpful staff and convenient parking.
The price is $99
$111 total
includes taxes & fees
May 3 - May 4
Hampton Inn Winter Haven
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1,014 reviews)
Just a 10-minute drive from LEGOLAND®, this peaceful retreat offers a refreshing outdoor pool and free breakfast. Enjoy Mexican cuisine at San Diego's Grill, with complimentary WiFi and parking. Winter Haven Station is just a 14-minute walk away.
The price is $102
$114 total
includes taxes & fees
Apr 26 - Apr 27
Howard Johnson by Wyndham Winter Haven FL
Legoland Florida Hotel
Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (108 reviews)
Immerse in LEGO-themed adventures at this Winter Haven hotel featuring character encounters and American cuisine at Bricks Family Restaurant. Just steps from LEGOLAND Florida and near Peppa Pig Theme Park, with free breakfast and WiFi.
The price is $278
$351 total
includes taxes & fees
Apr 28 - Apr 29
Legoland Florida Hotel
Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (763 reviews)
Escape to a quiet haven where the outdoor pool refreshes after LEGOLAND adventures just 10 minutes away. Enjoy kayaking nearby, complimentary breakfast, and helpful staff ready to enhance your Winter Haven getaway with comfortable accommodations and free WiFi.
The price is $151
$169 total
includes taxes & fees
Apr 27 - Apr 28
Staybridge Suites Winter Haven Auburndale by IHG
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.

Check out reviews of Highland City hotels guests love

Frequently asked questions

What hotels do travelers like in Highland City?
Can I book a refundable hotel in Highland City?
If you're looking for the flexibility to change your travel plans to Highland City, most hotels provide refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Highland City be like during my vacation?
The warmest months in Highland City are usually August and July with an average temp of 81°F. January and February are the chilliest months when the average temp is 64°F. The rainiest months are August and July.
Why should I book my Highland City hotel through Hotels.com?
There are lots of reasons to book your Highland City trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.