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
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Winter Park romantic hotels

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.

1. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
Winter Park
United States
Crystile
NT$6,495
NT$7,389 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Winter Park
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 cozy room with a fireplace, two upholstered chairs, a floor lamp, and a potted plant.
A spacious living room with a leather sofa, armchairs, and a coffee table. There are potted plants and a large rug.
A waterfront property with a dock, boats, and a building with multiple balconies.

2. Park Plaza Hotel

Park Plaza Hotel
Park Avenue District
United States
thomas
NT$6,139
NT$6,907 total
includes taxes & fees
Nov 21 - Nov 22
Park Plaza Hotel
A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
An outdoor dining area with tables and chairs, string lights, and a building with arches and balconies.
A spacious lobby with a high ceiling, large windows, and a grand piano.
A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

3. The Alfond Inn

The Alfond Inn
Winter Park
United States
Boston
NT$9,664
NT$11,863 total
includes taxes & fees
Nov 1 - Nov 2
The Alfond Inn
A bar area with a long counter, bar stools, a menu board, and a variety of bottles and glasses.
A modern hotel lobby with a bar area, seating arrangements, and a reception desk.
An outdoor patio area with a pool, furnished seating, and umbrellas.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

4. Courtyard by Marriott Orlando Altamonte Springs/Maitland

Courtyard by Marriott Orlando Altamonte Springs/Maitland
Orlando
United States
myers
NT$3,202
NT$3,602 total
includes taxes & fees
Oct 30 - Oct 31
Courtyard by Marriott Orlando Altamonte Springs/Maitland
A modern lobby with a reception desk, seating area, and decorative columns.
A bar area with a curved counter, multiple bar stools, and hanging pendant lights.
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.

5. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
United States
Kristin
NT$3,856
NT$4,449 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Orlando/Altamonte Springs
A multi-level hotel atrium with a pool, seating areas, and a restaurant.
A modern building with a glass facade and a large overhang, surrounded by palm trees and other buildings.
A banquet hall with round tables, white chairs, and a central cake display.
A hotel atrium with multiple floors, outdoor seating areas, and a central garden.

6. Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North
Altamonte Springs
United States
Kaity
NT$4,255
NT$4,921 total
includes taxes & fees
Oct 27 - Oct 28
Embassy Suites by Hilton Orlando North
A poolside setting with a glass of iced tea, a hat, a striped towel, a potted plant, and a pair of sandals.
Room
A spacious living room with a sectional sofa, patterned armchairs, a coffee table, and a dining area with yellow chairs.
A modern living room with a large flat-screen TV, a grey sofa, a blue patterned rug, and a white floor lamp.

7. Crowne Plaza Orlando - Downtown by IHG

Crowne Plaza Orlando - Downtown by IHG
Lake Dot
United States
Daniel
NT$4,275
NT$4,810 total
includes taxes & fees
Oct 25 - Oct 26
Crowne Plaza Orlando - Downtown by IHG
A hotel with a modern facade, multiple floors, and a rooftop pool area.
A modern hotel room with a blue sofa, a grey armchair, a black coffee table, and a bed with a white headboard.
A modern lounge area with a central fire feature, comfortable seating, and a large flat-screen TV.
An outdoor patio with wooden flooring, yellow chairs, a round table, and a seating area with sofas and a red umbrella.

8. Aloft by Marriott Orlando Downtown

Aloft by Marriott Orlando Downtown
Downtown Orlando
United States
Jo Lynn
NT$5,243
NT$5,899 total
includes taxes & fees
Oct 28 - Oct 29
Aloft by Marriott Orlando Downtown
A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
A modern hotel with a glass facade, outdoor seating, and a well-lit entrance.
A reception desk with a dark wooden panel and illuminated letters spelling "BELAN HOTEL".
A bar area with a long counter, bar stools, and a variety of bottles and glasses.

9. The Delaney Hotel

The Delaney Hotel
South Orange
United States
Kandice
NT$4,825
NT$5,427 total
includes taxes & fees
Oct 25 - Oct 26
The Delaney Hotel
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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"100 % recommended 👍 👍"
Karen a. 1-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Been staying here for years love EVERYTHING about it"
Colleen 1-night trip
Posted 3 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"It's a very practical hotel when passing through Orlando. Clean, secure and decently priced."
Karem 1-night trip
Posted 3 hours ago
Hyatt Regency Orlando International Airport
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"This hotel is perfect for theme park stays! Breakfast is delicious, rooms are nice, comfortable and cozy!!!! Staff were amazing, very helpful and friendly."
Juan 1-night trip
Posted 4 hours ago
DoubleTree by Hilton Orlando Theme Park Resort
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

8/10 Good
"Very busy location and they have a great location. Breakfast is so weird and takes 40-50 minutes just to get. You get a voucher and a coffee shop thing with one person takes your order then you wait forever. They give you things like coffee but you ask for creamer after they help the next few people and its like a challenge because they just have one small serving area. Skip Breakfast and you will save alot of time."
dirk 1-night trip
Posted 4 hours ago
Courtyard by Marriott across Universal Orlando
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Our favorite off property hotel! Free breakfast( Mickey waffles are delish), KickBack snack buffet and 3 complimentary drinks are a wonderful,inviting perk as well.The rooms are always clean and comfortable,and the shuttle service is always on time!."
Dustin 3-night trip
Posted 5 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent
"Outstanding place to stay we stayed before as well to rest from the parks . It’s easy to uber around to parks or Disney springs est cost around 9.00 a trip , the hotel also offers a bus but sometimes it’s convenient to urbor"
michael 1-night trip
Posted 6 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
Avanti International Resort

Avanti International Resort

8/10 Good
"I always have a nice experience here"
Michelle 4-night trip
Posted 8 hours ago
Avanti International Resort
Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"Emplacement"
Daniel 2-night trip
Posted 8 hours ago
Marriott's Grande Vista

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 Casa Feliz Historic Home Museum, Winter Park Village, or Albin Polasek Museum and Sculpture Gardens. 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 Casa Feliz Historic Home Museum, Winter Park Village, or Albin Polasek Museum and Sculpture Gardens.
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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