Find Romantic Hotels in Winter Park, FL

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Check availability on Winter Park Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Winter Park Romantic Hotels

Hyatt Regency Orlando International Airport
Terrace/patio

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3614)
"This hotel is amazing we loved it all around "
The price is AED 705
AED 793 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Regency Orlando International Airport
Banana Leaf Villa
Terrace/patio

Banana Leaf Villa

2.0 star property
9.4 out of 10, Exceptional, (8)
"Love this spot, just makes you feel like your in your own world/ getaway. Been back numerous times and cant complain."
The price is AED 262
AED 336 total
includes taxes & fees
4 Oct - 5 Oct
Banana Leaf Villa
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4037)
"Great resort vibes while being close to the parks and other tourist places. "
The price is AED 315
AED 354 total
includes taxes & fees
10 Oct - 11 Oct
Rosen Shingle Creek
The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Wonderful location and excellent staff."
The Alfond Inn
Hilton Orlando/Altamonte Springs
Lobby sitting area

Hilton Orlando/Altamonte Springs

4.0 star property
8.8 out of 10, Excellent, (1068)
"Really nice hotel perfect for a visit to the university"
The price is AED 329
AED 383 total
includes taxes & fees
12 Oct - 13 Oct
Hilton Orlando/Altamonte Springs
Orlando Marriott Lake Mary
Bar (on property)

Orlando Marriott Lake Mary

4.0 star property
8.8 out of 10, Excellent, (858)
"Clean great service best stay we’ve had "
The price is AED 360
AED 414 total
includes taxes & fees
19 Oct - 20 Oct
Orlando Marriott Lake Mary
Marriott Orlando Airport Lakeside
Lobby

Marriott Orlando Airport Lakeside

4.0 star property
9.2 out of 10, Wonderful, (1600)
"We’ve stayed here a few times and enjoy it! "
The price is AED 525
AED 591 total
includes taxes & fees
24 Oct - 25 Oct
Marriott Orlando Airport Lakeside
Holiday Inn Orlando East - UCF Area by IHG
Exterior

Holiday Inn Orlando East - UCF Area by IHG

3.0 star property
8.8 out of 10, Excellent, (1005)
"Enjoyed our stay"
The price is AED 342
AED 384 total
includes taxes & fees
12 Oct - 13 Oct
Holiday Inn Orlando East - UCF Area by IHG
Aloft Orlando Lake Buena Vista
Lobby lounge

Aloft Orlando Lake Buena Vista

3.0 star property
8.8 out of 10, Excellent, (1762)
"Beautiful room very nice staff"
The price is AED 246
AED 277 total
includes taxes & fees
5 Oct - 6 Oct
Aloft Orlando Lake Buena Vista
Hyatt Place Lake Mary/Orlando North
Lobby

Hyatt Place Lake Mary/Orlando North

3.0 star property
8.8 out of 10, Excellent, (1032)
"Nice stay "
The price is AED 362
AED 417 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Lake Mary/Orlando North
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.
View all properties

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Amazing "
robert 1-night trip
Posted 12 hours ago
Universal's Cabana Bay Beach Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.