When is the best time to go to Highland Meadows?

The best time to visit Highland Meadows is between late November and May, when the weather is most pleasant for outdoor activities. During these months, you'll experience clear skies and comfortable temperatures, typically ranging from 20-28°C (68-82°F) during the day. This period avoids the high humidity and frequent afternoon thunderstorms of the summer months, making it ideal for exploring the natural springs and enjoying the local wildlife. Couples looking for a relaxing escape will find these months superb for enjoying the area's golf courses and nature trails without the discomfort of intense heat. Many of the outdoor dining establishments are also at their best during this season. Families often find the spring break period (March-April) particularly appealing. The weather is consistently warm enough for swimming in the springs and enjoying the theme parks, but it's not yet at the peak of summer's humidity.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Meadows.

How can I save on a Highland Meadows hotel booking with Expedia?

Members always get our best prices. Find our best Highland Meadows hotel deals by joining Expedia’s free travel rewards program today. As a member, you can unlock instant savings and member perks when you’re logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

How much is the nightly rate at a Highland Meadows hotel?

Hotel prices in Highland Meadows often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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May 2026

14

June 2026

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Our top choices for Highland Meadows hotels

2 outdoor pools, pool umbrellas, pool loungers

Disney's All Star Sports Resort

13.4 mi from Highland Meadows

Melissa

LEGOLAND Beach Retreat

12 mi from Highland Meadows

Liriana

includes taxes & fees

31 May - 1 Jun

Hampton Inn Kissimmee North

18.5 mi from Highland Meadows

Jennifer

includes taxes & fees

13 Jun - 14 Jun

Kompose Boutique Resort at Theme Parks

12.6 mi from Highland Meadows

Emmanuelle

includes taxes & fees

1 Jun - 2 Jun

Walt Disney World Dolphin

15.2 mi from Highland Meadows

Nancy

includes taxes & fees

6 Jun - 7 Jun

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

15.8 mi from Highland Meadows

La Shaunn

includes taxes & fees

5 Jun - 6 Jun

Wyndham Grand Orlando Resort Bonnet Creek

15 mi from Highland Meadows

Ken

includes taxes & fees

4 Jun - 5 Jun

Drury Plaza Hotel Orlando - Disney Springs Area

17 mi from Highland Meadows

Michael

includes taxes & fees

20 May - 21 May

Margaritaville Resort Orlando with H2O Waterpark

13 mi from Highland Meadows

Natjaree

includes taxes & fees

17 May - 18 May

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

15.8 mi from Highland Meadows

Rebecca

includes taxes & fees

8 Jun - 9 Jun

Staybridge Suites Winter Haven Auburndale by IHG

11.1 mi from Highland Meadows

Jerry

includes taxes & fees

17 May - 18 May

Holiday Inn Express Lake Wales N-Winter Haven by IHG

13.2 mi from Highland Meadows

Danielle

includes taxes & fees

31 May - 1 Jun

Caribe Royale Orlando

16.1 mi from Highland Meadows

Zhamilya

includes taxes & fees

26 May - 27 May

Home2 Suites by Hilton Orlando at Flamingo Crossings

15.8 mi from Highland Meadows

Pamela

includes taxes & fees

14 Jun - 15 Jun

Hilton Orlando Buena Vista Palace - Disney Springs® Area

16.7 mi from Highland Meadows

Priyanka

includes taxes & fees

25 May - 26 May

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout curtains, iron/ironing board

Best Western Plus Winter Haven Inn & Suites

11.8 mi from Highland Meadows

Deidre

includes taxes & fees

17 May - 18 May

Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

15.8 mi from Highland Meadows

Justin

includes taxes & fees

13 Jun - 14 Jun

Wyndham Garden Lake Buena Vista – Disney Springs® Area

16.7 mi from Highland Meadows

Jeffery

includes taxes & fees

17 May - 18 May

The Grove Resort & Water Park Orlando

14.5 mi from Highland Meadows

Amber

includes taxes & fees

21 May - 22 May

7 outdoor pools, pool umbrellas, pool loungers

Vacation Village Orlando, Celebration

13.7 mi from Highland Meadows

Marivette

includes taxes & fees

28 May - 29 May

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Where to stay in Highland Meadows

Find the best Highland Meadows areas for the activities you enjoy most.

Big live oak tree draped in moss, St. Cloud, Florida.

Champions Gate

Ample dining options and top golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

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Aerial Drone Shot of Jersey City with Manhattan Skyline on Cloudy Day

Solterra Resort

While there might not be top attractions in Solterra Resort, you can explore the larger area and discover places like ChampionsGate Golf Club and Reunion Resort Golf Course.

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Regal Palms

If you're looking for some top things to see and do in Regal Palms and surrounding area, you can visit Highland Reserve Golf Club and Northeast Regional Park.

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A panoramic shot of an egret flying low over a lake in Celebration, Florida, giving the illusion of there being three separate birds.

Highlands Reserve

When in Highlands Reserve, you can plan a visit to Highland Reserve Golf Club and Northeast Regional Park, some noteworthy sights in the nearby area.

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Three aging cypress trees with hollow spaces in the wide base, with the outer layers of the buttress continuing to support the trees. Spanish Moss hangs from the branches in this tropical scene.

Loughman

While Loughman isn't home to many top sights, Reunion Resort Golf Course and ChampionsGate Golf Club are some notable places to visit nearby.

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Top Highland Meadows Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good

"The pool was enjoyable kids had fun … and very close to Disney parks universal parks."

Vacation Village Orlando, Celebration

10/10 Excellent

"The property was clean and spacious. The check -in process was quick and staff was very pleasant and professional. The property was close to Disney, SeaWorld and all the other attractions . They have shuttles which made it easy to get around . There were several restaurants within walking distance to choose from. I would highly recommend this property for families as a vacation resort."

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"Very good place, above expectations. Specially with no resort fee and having free breakfast plus supper time is a really helpful thing. Having free shuttles to disney world after every 30 min is so convenient. Having pool, gym, laundry, arcade and coffee all the time. Room has all the amenities. If I ever go again I am STAYING HERE."

Sheraton Orlando Lake Buena Vista Resort

4/10 Poor

"The room is beautifully remodeled. However we were trapped in the elevator 3 times and had to be rescued. We were on the 6th floor climbing 6 flights of stairs at tje end of a long park day ia no fun as the elevator was stuck again. They day we left we had to haul all of our luggage down 6 flights of ataira because elwvator was stuck again. And we had NO HOT WATER the entire stay."

Search Hotels in Highland Meadows, Davenport

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Highland Meadows hotels

Disney's All Star Sports Resort

LEGOLAND Beach Retreat

Hampton Inn Kissimmee North

Kompose Boutique Resort at Theme Parks

Walt Disney World Dolphin

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Wyndham Grand Orlando Resort Bonnet Creek

Drury Plaza Hotel Orlando - Disney Springs Area

Margaritaville Resort Orlando with H2O Waterpark

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Staybridge Suites Winter Haven Auburndale by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Caribe Royale Orlando

Home2 Suites by Hilton Orlando at Flamingo Crossings

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Best Western Plus Winter Haven Inn & Suites

Homewood Suites by Hilton Orlando at Flamingo Crossings

Wyndham Garden Lake Buena Vista – Disney Springs® Area

The Grove Resort & Water Park Orlando

Vacation Village Orlando, Celebration

Where to stay in Highland Meadows

Champions Gate

Solterra Resort

Regal Palms

Highlands Reserve

Loughman

Top Highland Meadows Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

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