Cheap Hotels in Winter Park

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Cheap Hotels in Winter Park

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
Winter Park
$189
$215 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Winter Park

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
Winter Park
$199
$226 total
includes taxes & fees
Sep 13 - Sep 14
SpringHill Suites by Marriott Winter Park

The Alfond Inn

The Alfond Inn
Winter Park
$245
$306 total
includes taxes & fees
Sep 12 - Sep 13
The Alfond Inn

Park Plaza Hotel

Park Plaza Hotel
Park Avenue District
$162
$182 total
includes taxes & fees
Sep 28 - Sep 29
Park Plaza Hotel

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
$122
$138 total
includes taxes & fees
Sep 13 - Sep 14
Courtyard by Marriott Orlando Downtown

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
Airport North
$89
$101 total
includes taxes & fees
Sep 14 - Sep 15
Hampton Inn & Suites Orlando Airport @ Gateway Village

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
Airport North
$76
$85 total
includes taxes & fees
Sep 14 - Sep 15
La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
Orlando
$83
$94 total
includes taxes & fees
Sep 13 - Sep 14
La Quinta Inn & Suites by Wyndham Orlando UCF

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
Airport North
$72
$81 total
includes taxes & fees
Sep 30 - Oct 1
Ramada by Wyndham Suites Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
Airport North
$110
$124 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt House Orlando Airport

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
Belle Isle
$85
$96 total
includes taxes & fees
Sep 9 - Sep 10
Wyndham Garden Orlando Airport

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
Airport North
$77
$87 total
includes taxes & fees
Sep 14 - Sep 15
Country Inn & Suites by Radisson, Orlando Airport, FL

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
Airport North
$83
$94 total
includes taxes & fees
Sep 14 - Sep 15
Wingate by Wyndham - Orlando International Airport

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
Airport North
$84
$95 total
includes taxes & fees
Sep 10 - Sep 11
Fairfield Inn By Marriott Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
Orlando
$97
$109 total
includes taxes & fees
Sep 28 - Sep 29
Cambria Hotel Orlando Airport

Comfort Suites Downtown

Comfort Suites Downtown
Ivanhoe Village
$115
$129 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Suites Downtown

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
Orlando
$88
$99 total
includes taxes & fees
Sep 14 - Sep 15
avid hotel Orlando International Airport by IHG

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
Airport North
$104
$117 total
includes taxes & fees
Sep 13 - Sep 14
Hyatt Place Orlando Airport

Hyatt Place Lake Mary/Orlando North

Hyatt Place Lake Mary/Orlando North
Lake Mary
$89
$103 total
includes taxes & fees
Sep 9 - Sep 10
Hyatt Place Lake Mary/Orlando North

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
Airport North
$99
$112 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree by Hilton Orlando Airport
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Top neighborhoods in Winter Park

Hannibal Square

Hannibal Square blends rich African American heritage with modern charm in Winter Park's cultural heart. The Heritage Center showcases local Black history through exhibits and art, while New England Avenue buzzes with boutique galleries and upscale restaurants in restored buildings. History buffs and art lovers can explore the neighborhood's preserved architecture and cultural landmarks. The dining scene features Southern fusion and contemporary American cuisine in historic settings with tree-lined outdoor seating. Most accommodations are charming boutique bed & breakfasts in converted historic homes. The compact, walkable layout makes exploring this authentic cultural enclave a breeze.

Park Avenue District

Park Avenue District combines elegant shopping with cultural treasures in Winter Park's sophisticated heart. The Charles Hosmer Morse Museum dazzles with its Tiffany glass collection while tree-lined boulevards showcase Mediterranean Revival architecture. Stroll through Central Park's gardens between boutique visits or enjoy sidewalk cafés, galleries, and shops in this European-inspired atmosphere. Fine dining dominates with farm-to-table restaurants and wine bars offering seasonal cuisine. Most attractions sit within a 3-block radius, making this walkable district ideal for architecture enthusiasts. Boutique hotels and luxury bed & breakfasts provide upscale accommodations with personalized service throughout this refined neighborhood.

Baldwin Park

Baldwin Park offers a peaceful retreat from Orlando's tourist hustle with its scenic Lake Baldwin at the center of it all. Tree-lined streets wind through this charming planned community where wooden boardwalks and fishing piers dot the lakeside trail. Pocket parks and playgrounds provide perfect spots for afternoon breaks, while the Village Center buzzes with boutique shopping and casual dining. The neighborhood shines with its walkable layout and extensive trail system, making cars optional for local exploration. Upscale cafes and bistros serve everything from Italian to American fare, while vacation rentals and condos offer homey alternatives to Orlando's mega-resorts. Getting to theme parks requires a short drive, but that's the trade-off for genuine tranquility.

Goldenrod

Goldenrod offers a laid-back suburban vibe just outside Orlando's buzzing center. The neighborhood blends residential calm with convenient access to attractions, making it perfect for travelers who want breathing room. You can hit the lanes at Aloma Bowl, tee off at Winter Pines Golf Club, or explore nearby Red Bug Lake Park between Orlando adventures. Budget-friendly dining spots line Semoran Boulevard with casual chain restaurants and family diners serving meals that won't break the bank. The area is definitely car country, so rent wheels to zip between Winter Park Village and downtown Orlando. Extended-stay hotels and mid-range chains provide comfy, no-fuss places to crash after long theme park days.

College Quarter

College Quarter wraps you in academic charm with Mediterranean Revival buildings and leafy walkways. Students chat at outdoor cafes while indie bookstores and small galleries invite exploration. Stroll through palm-dotted streets where historic architecture creates a scholarly yet welcoming vibe. Catch a game at Barker Stadium or visit the Winter Park Playhouse for a cultural fix. Budget-friendly cafes and casual eateries cater to student appetites with extended hours during the school year. Vacation rentals in converted student housing offer affordable stays, putting you steps away from campus attractions. The neighborhood's walkable streets make getting around a breeze without needing a car.

Top landmarks in Winter Park

A bar with wooden decor, a TV screen, and a bartender wearing a red jersey.
Photo by Jay Mullenix

Full Sail University

8.4/10 (73 reviews)
If you'd like to get a taste of Winter Park student life, check out Full Sail University, located 2.2 mi (3.6 km) from central Winter Park.
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A traditional brick house with a tiled roof, surrounded by well-maintained hedges and tropical plants.

Casa Feliz Historic Home Museum

9.2/10 (34 reviews)
If museums are on your list of things to see in Winter Park, then you might want to head to Casa Feliz Historic Home Museum. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to see more of the museums in Winter Park, you can easily walk to Morse Museum of American Art or Winter Park History Museum.
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A stained glass window with a mermaid design.

Morse Museum of American Art

9.8/10 (68 reviews)
Morse Museum of American Art is just one of the attractions in Park Avenue District, Winter Park so you might want to stop by during your trip. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to experience more of the culture Winter Park has to offer, head to Casa Feliz Historic Home Museum, Rollins College, and Winter Park Village.
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A historic building with large columns and moss-covered trees.

Kraft Azalea Gardens

9.6/10 (24 reviews)
Ready for an education in local botany? Kraft Azalea Gardens should make your list of places to visit, located 0.8 mi (1.3 km) from central Winter Park. Want to stretch your legs some more? Head to Harry P. Leu Gardens and Red Bug Lake Park, both nearby.
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A sign for the Winter Park Historical Museum at 200 West New England Avenue.

Winter Park History Museum

7.2/10 (5 reviews)
Winter Park History Museum is just one of the attractions in Hannibal Square, Winter Park so you might want to stop by during your trip. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to experience more of the culture Winter Park has to offer, head to Rollins College, Casa Feliz Historic Home Museum, and Orlando Museum of Art.
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A statue of a man in a garden, a yellow building, and a well-maintained lawn.
Photo by Visit Orlando

Albin Polasek Museum and Sculpture Gardens

8.8/10 (26 reviews)
Albin Polasek Museum and Sculpture Gardens is 0.4 mi (0.6 km) from central Winter Park, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to experience more of the culture Winter Park has to offer, head to Rollins College, Casa Feliz Historic Home Museum, and Winter Park Village.
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Winter Park Village

9.6/10 (323 reviews)
If you like shopping, take time out to go to Winter Park Village when in Winter Park. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.
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Lee Road Shopping Center

9.0/10 (38 reviews)
If you want to give your credit card some exercise, head out to Lee Road Shopping Center in Fairview Shores. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at The Center of Winter Park Shopping Center and Hollie Anna Shopping Center.
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Frequently asked questions

What are the best cheap things to do in Winter Park?
Sightseeing doesn't mean you have to blow the budget. For some things to do in Winter Park, enjoy the outdoors at Lake Virginia or Mead Garden. Be certain to include a visit to Albin Polasek Museum and Sculpture Gardens.