Winter Park Hotels

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Our top choices for Winter Park hotels

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,003 reviews)
"Unique, historic hotel with thoughtfully furnished rooms. Incredibly friendly and helpful front desk, fantastic location, highly recommended for a quintessential experience! "
United States
Jessica
The price is P10,729
P12,071 total
includes taxes & fees
May 14 - May 15
Park Plaza Hotel

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,008 reviews)
"great place"
United States
ORI
The price is P14,843
P18,398 total
includes taxes & fees
May 24 - May 25
The Alfond Inn

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (691 reviews)
"Excellent stay "
United States
Jason
The price is P11,759
P13,378 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Winter Park

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (368 reviews)
"Clean and spacious rooms"
United States
Clara
The price is P12,626
P14,365 total
includes taxes & fees
May 17 - May 18
SpringHill Suites by Marriott Winter Park

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,168 reviews)
"Excellent stay"
United States
Clint
The price is P12,670
P14,254 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Orlando International Airport

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
Airport North
9.4 out of 10, Exceptional, (2,660 reviews)
"Excelente hotel"
Mexico
Marco
The price is P6,390
P7,189 total
includes taxes & fees
May 11 - May 12
Hampton Inn & Suites Orlando Airport @ Gateway Village

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5,159 reviews)
"Comfortable beds, nice atmosphere, decent breakfast, friendly staff. Would stay here again!"
United States
Taria
The price is P2,033
P4,371 total
includes taxes & fees
May 10 - May 11
Palazzo Lakeside Hotel

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,993 reviews)
"The breakfast was great "
United States
Amelia
The price is P7,672
P8,631 total
includes taxes & fees
May 17 - May 18
Hyatt House Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (1,911 reviews)
"Very comfortable with friendly staff"
United States
Sharon
The price is P4,998
P5,623 total
includes taxes & fees
Jun 8 - Jun 9
La Quinta Inn & Suites by Wyndham Orlando Airport

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,781 reviews)
"Absolutely perfect place to stay with children!!!!"
United States
Kimberly
The price is P9,093
P10,230 total
includes taxes & fees
May 17 - May 18
Universal's Cabana Bay Beach Resort

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,869 reviews)
"Great place to stay!"
United States
Michael
The price is P9,242
P10,398 total
includes taxes & fees
May 21 - May 22
Drury Plaza Hotel Orlando - Disney Springs Area

Hilton Garden Inn Orlando Airport

Hilton Garden Inn Orlando Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (1,011 reviews)
"Really clean hotel, great staff."
Canada
Sheryl
The price is P5,446
P6,127 total
includes taxes & fees
Jun 8 - Jun 9
Hilton Garden Inn Orlando Airport

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,930 reviews)
"Great place"
United States
Ken
The price is P9,020
P13,012 total
includes taxes & fees
Jun 4 - Jun 5
Wyndham Grand Orlando Resort Bonnet Creek

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.4 out of 10, Very Good, (1,837 reviews)
"great stay! "
United States
Priyanka
The price is P9,363
P13,320 total
includes taxes & fees
May 25 - May 26
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Comfort Inn & Suites Orlando North

Comfort Inn & Suites Orlando North
2.5 star property
Sanford
9.0 out of 10, Wonderful, (1,268 reviews)
"Great place to stay"
United States
Loretha
The price is P5,915
P6,731 total
includes taxes & fees
Jun 1 - Jun 2
Comfort Inn & Suites Orlando North

Holiday Inn Express Hotel & Suites Ocoee East by IHG

Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5 star property
Orlando
8.6 out of 10, Excellent, (1,006 reviews)
"Breakfast was fresh, the staff was very helpful and happy. Pool and hot tub was a hit after the long drive Beds were amazingly soft but yet supportive. Definitely will stay when in the area again"
United States
ELIZABETH
The price is P6,911
P7,775 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express Hotel & Suites Ocoee East by IHG

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,998 reviews)
"Great location and hotel!"
United States
Ashley
The price is P9,032
P12,753 total
includes taxes & fees
May 10 - May 11
Caribe Royale Orlando

Hyatt House across from Universal Orlando Resort

Hyatt House across from Universal Orlando Resort
3.0 star property
Florida Center
9.2 out of 10, Wonderful, (2,672 reviews)
"Everything was great, thanks for a nice, relaxing stay!!"
United States
Gloria
The price is P7,214
P8,116 total
includes taxes & fees
May 10 - May 11
Hyatt House across from Universal Orlando Resort

Holiday Inn Orlando International Airport by IHG

Holiday Inn Orlando International Airport by IHG
3.5 star property
Airport North
8.4 out of 10, Very Good, (1,506 reviews)
"This was a very easy hotel to stay in before an early flight from orlando"
United States
Patricia
The price is P5,516
P6,206 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Orlando International Airport by IHG

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
Florida Center
9.2 out of 10, Wonderful, (5,273 reviews)
"Great place to stay"
United States
Magda
The price is P8,851
P9,957 total
includes taxes & fees
May 17 - May 18
Universal's Endless Summer Resort - Dockside Inn and Suites
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Where to stay in Winter Park

Find the best Winter Park areas and neighborhoods for the activities you enjoy most.

Hannibal Square

Hannibal Square showcases Winter Park's rich African American heritage through preserved historic buildings and cultural landmarks. The Hannibal Square Heritage Center offers fascinating exhibits of Black history and art in this cultural enclave. Tree-lined streets create a peaceful atmosphere for exploring this significant district. Modern touches blend seamlessly with history along New England Avenue. Boutique galleries, upscale restaurants, and specialty shops occupy charming restored buildings. The neighborhood's compact, walkable layout makes it perfect for travelers seeking both cultural insights and sophisticated relaxation.

Park Avenue District

Park Avenue District in Winter Park blends luxury shopping with historic charm. Mediterranean Revival buildings house upscale boutiques, art galleries, and sidewalk cafés along tree-lined streets. The Charles Hosmer Morse Museum showcases stunning Tiffany glass collections that art lovers shouldn't miss. Central Park offers elegant green spaces perfect for relaxation between shopping excursions. Sophisticated wine bars and fine dining establishments create a refined evening atmosphere. The walkable district maintains its European-inspired character with wrought-iron details and warm earth tones throughout.

Baldwin Park

Baldwin Park offers a peaceful retreat from Orlando's tourist buzz with tree-lined streets and homes encircling Lake Baldwin. This master-planned community features scenic walking trails, wooden boardwalks, and fishing piers that invite visitors to unwind by the water. The Village Center anchors the neighborhood with boutique shops and cafes. Nature lovers will appreciate the extensive park system and preserved wetlands throughout the area. Kayaking, paddleboarding, and fishing are popular activities on Lake Baldwin. The neighborhood maintains a genuine suburban feel with limited nightlife, creating a tranquil escape for travelers seeking quiet evenings.

Goldenrod

Goldenrod offers a peaceful suburban escape just outside Orlando with easy access to major attractions. This budget-friendly neighborhood blends college energy from nearby UCF with family-oriented residential charm. Enjoy casual bowling at Aloma Bowl or play a round at Winter Pines Golf Club. The area features diverse dining options along Semoran Boulevard where ethnic eateries showcase international flavors. While Goldenrod itself is quiet, you're just minutes from Winter Park Village's upscale shops and Red Bug Lake Park's natural beauty. A car is recommended for exploring Orlando's famous attractions.

College Quarter

College Quarter blends academic energy with residential charm around Rollins College's Mediterranean Revival campus. Red-tiled roofs and stucco buildings frame tree-lined walkways where students gather at outdoor cafes. Small galleries showcase emerging artists while independent bookstores invite browsing throughout this scholarly atmosphere. The neighborhood offers pleasant exploration along palm-dotted streets with historic architecture. Student-friendly eateries serve coffee, pizza, and international cuisine at budget-friendly prices. Brick pathways wind under mature oak canopies, creating a peaceful retreat just steps from campus activities.

Stay near popular Winter Park attractions

Learn more about Winter Park

Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.

winter park, florida

Top Winter Park Hotel Reviews

More cheap stays in Winter Park

Find out more about Winter Park

Booking tips and Expedia advantages for Winter Park

Winter Park, Florida, offers several ways to save on your visit. Enjoy free attractions like Orange Avenue, Lake Eola Park, and Casa Feliz Historic Home Museum. For travel, consider the local bus system or walking to explore the area. To secure the best hotel rates, plan your trip between August to September or November, book about a month in advance, and aim for a Tuesday stay, as Saturdays are pricier. Check Expedia for last-minute deals and consider bundling your hotel with flights for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winter Park are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Winter Park about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winter Park is Tuesday. The most expensive day to stay in Winter Park is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as budget, preferred location, and desired type of accommodation. To find the most economical prices and offers, adjust the price filter to sort from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your Winter Park hotel reservation with your flights and activities through an Expedia package.