A two-story house with a balcony, surrounded by lush greenery and trees.

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Check availability on Winter Park Romantic Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Winter Park romantic hotels

A cozy living room with a leather sofa, a wooden coffee table, and a leather armchair. There are potted plants and a staircase in the background.
A waterfront property with a dock, boats, and a building with multiple balconies.
A spacious living room with a leather sofa, armchairs, and a coffee table. There are potted plants and a large rug.
A cozy room with a fireplace, two upholstered chairs, a floor lamp, and a potted plant.

1. Park Plaza Hotel

Park Plaza Hotel
Park Avenue District
United States
Brian
NT$5,687
NT$6,398 total
includes taxes & fees
Oct 11 - Oct 12
Park Plaza Hotel
A modern bar area with a long counter, multiple seating options, and pendant lighting.
A covered outdoor seating area with brick flooring, white columns, and orange cushioned chairs.
A coffee shop interior with a counter, shelves of coffee beans, and a refrigerated display.
A spacious living area with a grand piano, a modern sofa set, and a large wooden column.

2. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
Winter Park
United States
Crystile
NT$6,319
NT$7,190 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Winter Park
A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.
A spacious hall with a grand piano, large windows, and a central floral arrangement.
A spacious lobby with a high ceiling, large windows, and a grand piano.

3. The Alfond Inn

The Alfond Inn
Winter Park
United States
Juan
NT$8,528
NT$10,559 total
includes taxes & fees
Oct 1 - Oct 2
The Alfond Inn
A bar area with a long counter, bar stools, a menu board, and a variety of bottles and glasses.
An outdoor patio area with a pool, furnished seating, and umbrellas.
A modern hotel reception area with two reception desks, a digital screen, and a seating area with a red carpet.
A modern hotel lobby with a bar area, seating arrangements, and a reception desk.

4. Courtyard by Marriott Orlando Altamonte Springs/Maitland

Courtyard by Marriott Orlando Altamonte Springs/Maitland
Orlando
United States
Latasha
NT$3,401
NT$3,826 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Orlando Altamonte Springs/Maitland
A covered patio with a table and chairs, surrounded by a white railing and a view of greenery.
A white building with a sign for 'Hotel Specials!' and a contact number.
A hotel room with a large bed, two bedside lamps, a ceiling light, and a window with a view of trees.
A modern lobby with a reception desk, seating area, and a large window.

5. The Eo Inn - Downtown

The Eo Inn - Downtown
South Eola
United States
nicholas
NT$1,901
NT$2,138 total
includes taxes & fees
Sep 28 - Sep 29
The Eo Inn - Downtown
A modern lobby with a reception desk, seating area, and decorative columns.
A swimming pool with lounge chairs, a brick building, and palm trees.
A hotel lobby with a long corridor, large textured pillars, seating areas, and potted plants.
A banquet hall with round tables, white chairs, teal tablecloths, and chandeliers.

6. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
United States
Rose
NT$3,436
NT$3,975 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Orlando/Altamonte Springs
A poolside setting with a glass of iced tea, a hat, a striped towel, a potted plant, and a pair of sandals.
A modern hotel lobby with a central bar, dining tables, and bar stools.
A spacious living room with a sectional sofa, patterned armchairs, a coffee table, and a dining area with yellow chairs.

7. Crowne Plaza Orlando - Downtown by IHG

Crowne Plaza Orlando - Downtown by IHG
Lake Dot
United States
David
NT$4,128
NT$4,644 total
includes taxes & fees
Oct 26 - Oct 27
Crowne Plaza Orlando - Downtown by IHG
A modern bar area with high ceilings, multiple levels, and a variety of seating options including bar stools and tables.
A hotel room with a sofa, armchairs, a dining table, and a kitchen area.
A modern hotel lobby with a reception desk, a seating area with a sofa, a bookshelf, and a large chandelier.
A modern bar area with a long counter, bar stools, and a central island with a built-in grill.

8. Embassy Suites by Hilton Orlando Downtown

Embassy Suites by Hilton Orlando Downtown
Downtown Orlando
United States
Suyin
NT$5,182
NT$5,830 total
includes taxes & fees
Sep 29 - Sep 30
Embassy Suites by Hilton Orlando Downtown
View all properties

Top Winter Park Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Amazing facilities , friendly staff and great location."
Vanita 4-night trip
Posted less than an hour ago
Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Everything was wonderful. Cozy beds, spacious rooms, huge tubs and showers (3 bed suite). Pool was amazing. I will be back!"
Hilnecia 2-night trip
Posted less than an hour ago
Lake Buena Vista Resort Village & Spa
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Todo fue excelente"
Ernesto 2-night trip
Posted less than an hour ago
Marriott's Grande Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Check in process was a mess. Hotel room was clean and neat."
Ethlin 1-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn International

Rosen Inn International

8/10 Good
"My one-night stay was good. My room was clean, beds comfortable. I have no complaints."
Stracey 1-night trip
Posted 1 hour ago
Rosen Inn International
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Great stay!!"
Sabina 6-night trip
Posted 1 hour ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Great space for a short getaway. Staff was attentive and responsive."
Stefanie 4-night trip
Posted 1 hour ago
Rosen Inn Lake Buena Vista
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Muy limpia la propiedad , la atención fue excelente , venden un desayuno bufet muy bueno y con un precio bueno $20 por persona, las piscinas muy limpias y tienen toboganes para la diversión de los niños"
kyra 2-night trip
Posted 1 hour ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Was one of the best places I have stayed in a long time great location to universal parks has free shuttle very convenient. Cute place great vibe loved everything about it would definitely stay again"
Desiree 2-night trip
Posted 4 hours ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

Searching for romantic hotels in Winter Park?
Are you looking for a romantic escape? Our guests also enjoy Winter Park for its restaurants and shopping. You might consider checking out some of the nearby sights and attractions such as Winter Park Village, Albin Polasek Museum and Sculpture Gardens, or Winter Park Country Club. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winter Park?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Winter Park: The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What is there to do in Winter Park?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winter Park. If you and your partner are interested in sampling the area's cuisine, you'll love Winter Park for its array of dining options. If you want to spend a day exploring, you might consider a stop at Winter Park Village, Albin Polasek Museum and Sculpture Gardens, or Winter Park Country Club.
What's the best way to get to Winter Park and around town during my romantic getaway?
This information about transportation options in Winter Park might help your romantic getaway go off without a hitch: If you're looking to fly to Winter Park, the closest major airport is Orlando Intl. Airport (MCO), located 11.8 mi (19 km) from the city center. To see more of the larger area, hop aboard a train at Winter Park Station.

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