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Hotels in Winter Park, Florida

Hotels in Winter Park, Florida

Compare hotels, read the city guide, and book your stay.

Winter Park, Florida
Dates
1 room, 2 guests

15 Hotels in Winter Park

Multiple hotel sources, one search — rates you won't find on a single booking site.

Photo of Hilton Garden Inn Winter Park $$
(855) 233-0132

Hilton Garden Inn Winter Park

Reviews: 4.6 Excellent (371)

Experiencing Winter Park as a group means finding that perfect balance of adventure and reliability that Hilton Garden Inn delivers every time. The hotel delivers Hilton Garden Inn's signature balance of comfort and functionality, ensuring traveling teams stay focused and refreshed between events.

  • Indoor corridors keep families together while navigating between rooms safely
  • Complimentary WiFi keeps groups connected while exploring an unfamiliar city
  • Indoor corridors provide secure navigation between rooms and common areas
GymRestaurantIndoor PoolShuttleWi-FiLaundry
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Photo of SpringHill Suites by Marriott Winter Park $$
(855) 233-7850

SpringHill Suites by Marriott Winter Park

Reviews: 4.5 Excellent (236)

Planning multi-night group stays in Winter Park gets easier when you find hotels that maintain solid standards while keeping per-room costs reasonable. SpringHill Suites offers the extra space and practical touches that turn chaotic group trips into well-orchestrated team experiences.

  • Indoor pool offers familiar recreation after long city walking days
  • Guest laundry facilities mean packing lighter for extended visits
  • Indoor corridors offer secure access without navigating unfamiliar outdoor areas
Free BreakfastGymLaundryEarly Check-InPets OKIndoor Pool
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Photo of Days Inn by Wyndham Orlando Downtown $
(855) 234-2997

Days Inn by Wyndham Orlando Downtown

Reviews: 2.5 Fair (932)

Bringing multiple teams to Winter Park means stretching every dollar, and Days Inn delivers clean, reliable rooms that keep costs manageable. Days Inn by Wyndham combines budget-smart reliability with organized group support that keeps everyone comfortable and accounted for throughout their stay.

  • Indoor pool provides familiar recreation when exploring new surroundings
  • Bus parking accommodates large groups arriving together by charter
  • Free WiFi keeps everyone connected while navigating new surroundings
Free BreakfastLaundryPets OKEarly Check-InWi-FiIndoor Pool
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Photo of Ramada by Wyndham Suites Orlando Airport $$
(855) 234-5074

Ramada by Wyndham Suites Orlando Airport

No reviews available

Teams visiting Winter Park can turn a potentially chaotic trip into a well-coordinated experience with Ramada as their reliable base. For teams and families navigating multi-night city stays, Ramada by Wyndham provides the foundational organization that prevents scattered experiences.

  • Meeting room creates a private gathering space for group coordination
  • Indoor pool provides familiar relaxation after busy city exploration days
  • Meeting room provides private space for group planning and discussions
Free BreakfastGymPets OKWi-FiLaundryIndoor Pool
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Photo of Days Inn & Suites by Wyndham Orlando Airport $$
(855) 234-7135

Days Inn & Suites by Wyndham Orlando Airport

No reviews available

During those crucial pre-game hours and post-match recoveries, Days Inn ensures your Winter Park sports trip stays on track and on budget. Days Inn by Wyndham offers the trusted comfort that transforms unfamiliar cities into welcoming destinations for every group member.

  • Guest laundry facilities mean packing lighter for extended trips
  • Suites offer extra space for spreading out maps and planning
  • Bus parking accommodates larger groups traveling together
Free BreakfastLaundryEarly Check-InBus ParkingPets OKIndoor Pool
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Photo of Sleep Inn & Suites Orlando International Airport $$
(855) 235-0725

Sleep Inn & Suites Orlando International Airport

No reviews available

Competing in Winter Park means securing affordable group accommodations that handle your basics so you can focus on performance. Sleep Inn provides the dependable home base that keeps traveling groups connected, comfortable, and ready for each day's activities.

  • On-site fitness center maintains routines without searching unfamiliar neighborhoods
  • Complimentary breakfast eliminates one meal decision in an unfamiliar city
  • Fitness center offers routine workouts when travel disrupts normal schedules
Free BreakfastGymPets OKLaundryEarly Check-InIndoor Pool
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Photo of La Quinta Inn & Suites by Wyndham Orlando Universal area $$
(855) 235-6136

La Quinta Inn & Suites by Wyndham Orlando Universal area

No reviews available

Exploring Winter Park becomes more rewarding when your team returns each evening to La Quinta's reliable comfort and consistent service. La Quinta by Wyndham offers the dependable hospitality that helps teams navigate new cities while staying organized and refreshed.

  • Free parking removes downtown navigation stress for visiting groups
  • Suites offer separate spaces for groups to spread out comfortably
  • Connecting rooms keep families and groups organized across multiple nights
Free BreakfastGymPets OKWi-FiEarly Check-InIndoor Pool
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Photo of Candlewood Suites Lake Mary by IHG $$
(855) 236-8982

Candlewood Suites Lake Mary by IHG

No reviews available

Throughout your Winter Park sports weekend, extended accommodations offer the reliable home base that keeps team logistics smooth and stress levels low. Candlewood Suites becomes your group's reliable command center, providing the stability needed to coordinate successfully in any city.

  • Studio and one-bedroom suites provide space for groups to spread out
  • Indoor corridors provide secure access between rooms and common areas
  • Multi-bedroom suites keep traveling families organized under one roof
GymLaundryWi-FiEarly Check-InPets OKKitchen
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Photo of Holiday Inn Express & Suites Nearest Universal Orlando by IHG $$
(855) 239-4019

Holiday Inn Express & Suites Nearest Universal Orlando by IHG

No reviews available

Coordinating multiple game days in Winter Park works best with Holiday Inn Express providing consistent routines your team can count on. Holiday Inn Express creates the organized hub that eliminates the scattered feeling of navigating unfamiliar cities with your team.

  • Connecting rooms keep families together while navigating unknown city layouts
  • Complimentary breakfast eliminates morning meal planning in an unfamiliar city
  • Meeting space gives groups a private area to plan daily activities
Free BreakfastGymEarly Check-InLaundryWi-FiIndoor Pool
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Photo of Comfort Suites Orlando Airport $$
(855) 239-5277

Comfort Suites Orlando Airport

No reviews available

When your team travels to Winter Park for competition, Comfort Suites delivers the reliable foundation every group needs to perform their best. Comfort Suites offers the group-friendly environment that simplifies coordination and keeps everyone comfortable during extended city visits.

  • Kitchenettes in suites offer flexibility for meals and snacks
  • Spacious suites provide room for families to spread out after city exploration
  • In-room kitchenettes reduce dining decisions when navigating new restaurants seems overwhelming
Free BreakfastGymPets OKKitchenEarly Check-InLaundry
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Photo of Comfort Suites Near Universal Orlando Resort $$
(855) 233-0132

Comfort Suites Near Universal Orlando Resort

No reviews available

Families coordinating group stays in Winter Park trust Comfort Suites to handle the logistics so they can focus on competition. When your group needs dependable accommodations that won't complicate your city tournament logistics, Comfort Suites provides straightforward, consistent value.

  • Meeting space provides private gathering areas for group planning sessions
  • Fitness center maintains routines when exploring a new city on foot
  • Meeting spaces provide private areas for group planning and coordination
Free BreakfastGymLaundryKitchenPets OKEarly Check-In
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Photo of Extended Stay America Suites Orlando Theme Parks Vineland Rd $$
(855) 233-7850

Extended Stay America Suites Orlando Theme Parks Vineland Rd

No reviews available

If your Winter Park trip spans several days, Extended Stay America offers the kitchen access and room configurations that turn a hotel stay into a comfortable basecamp. Extended Stay America provides the reliable foundation that keeps traveling groups connected and comfortable throughout their entire stay.

  • Free WiFi keeps everyone connected during multi-day visits
  • Fitness center maintains routines when exploring disrupts normal schedules
  • Free parking removes the stress of finding spots in busy areas
Free BreakfastGymEarly Check-InKitchenLaundryPets OK
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Photo of Extended Stay America Suites Orlando Theme Parks Major Blvd $$
(855) 234-2997

Extended Stay America Suites Orlando Theme Parks Major Blvd

No reviews available

Planning multi-day tournaments in Winter Park works smoothly when your hotel base offers the room and resources for proper trip coordination. Extended Stay America creates the consistent anchor point your team relies on to regroup and strategize throughout extended city stays.

  • Smoke-free environment ensures comfort during longer urban visits
  • Indoor corridors provide secure access during unpredictable city weather conditions
  • Guest laundry facilities mean lighter packing for extended stays
Free BreakfastGymEarly Check-InLaundryWi-FiPets OK
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Photo of Fairfield Inn & Suites by Marriott Near Universal Orlando $$
(855) 234-5074

Fairfield Inn & Suites by Marriott Near Universal Orlando

No reviews available

If your group is heading to Winter Park for tournaments or events, Fairfield Inn provides the consistent experience traveling teams count on. Fairfield by Marriott provides the consistent structure that keeps traveling teams coordinated when navigating unfamiliar cities together.

  • Meeting space provides private group gathering areas for trip coordination
  • 24-hour fitness center maintains routines regardless of city exploration schedules
  • Suite accommodations offer extra space for spreading out during extended stays
Free BreakfastGymLaundryEarly Check-InWi-FiIndoor Pool
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Photo of Residence Inn by Marriott Near Universal Orlando™ $$
(855) 234-7135

Residence Inn by Marriott Near Universal Orlando™

No reviews available

When your Winter Park tournament spans several days, Residence Inn gives teams the kitchen space and room layout that makes group coordination effortless. The brand specializes in creating that essential sense of home that traveling teams need to stay focused and rested.

  • Complimentary breakfast removes one dining decision from busy city itineraries
  • Fitness center maintains routines when navigating new surroundings disrupts schedules
  • Guest laundry facilities support lighter packing for extended city stays
Free BreakfastGymPets OKWi-FiEarly Check-InLaundry
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Hotel offerings and amenities can change. Check the hotel page for up-to-date details.
City Guide

Winter Park, Florida Travel Guide

Where to stay, how to get around, what to eat, and everything else you need to plan your trip.

City Overview

Winter Park is an upscale college town of about 30,000 residents just north of Orlando, known for its tree-lined streets, world-class museums, and Rollins College campus. This affluent community has managed to maintain its small-town feel despite being minutes from major theme parks and Orlando's downtown core. The city's well-maintained parks and facilities make it a natural host for youth sports tournaments and collegiate events.

The sports scene here revolves heavily around Rollins College athletics, particularly their nationally competitive baseball and tennis programs. While Winter Park isn't a major tournament destination like nearby Orlando, it regularly hosts smaller-scale youth baseball, soccer, and tennis events at its excellent municipal facilities. The city's proximity to Orlando means teams can enjoy Winter Park's quieter atmosphere while still accessing major venues just 20 minutes away.

Getting Around

Orlando International Airport (MCO) is your main gateway, located about 25 miles southeast of Winter Park. The drive typically takes 30-45 minutes depending on traffic, with the worst congestion during weekday rush hours and weekend theme park traffic. Orlando Sanford International Airport is actually closer at 20 miles northeast, but has limited flight options.

Uber and Lyft are readily available throughout Winter Park, though surge pricing can kick in during peak times. The city has limited public transit - the SunRail commuter train connects Winter Park to downtown Orlando, but it doesn't run evenings or weekends, making it useless for most tournament schedules. Your best bet is renting a car, especially if you're planning to hit multiple venues or do any Orlando attractions.

Winter Park sits right off Interstate 4, the main east-west artery through Central Florida. From Winter Park, you're 20 minutes to downtown Orlando, 25 minutes to Universal Studios, and 35 minutes to Disney World. Traffic on I-4 can be brutal, especially between 7-9 AM and 4-7 PM on weekdays.

Where to Stay

Your hotel options in Winter Park proper are limited but high-quality. The Park Avenue area puts you in the heart of downtown Winter Park within walking distance of shops and restaurants, though parking can be tight during events. The Alfond Inn is the premier choice here - a boutique hotel owned by Rollins College that caters to visiting teams and families.

For more chain hotel options and team rates, look along State Road 436 (Semoran Boulevard) or Highway 17-92. These corridors offer Hampton Inn, Hilton Garden Inn, and similar properties that are tournament-friendly with pools, breakfast, and group booking capabilities. You'll be 5-10 minutes from Winter Park's sports venues and still have easy highway access.

If Winter Park hotels are full or too pricey, consider staying in nearby Maitland or Altamonte Springs for more budget-friendly chains. These areas are 10-15 minutes from Winter Park venues and offer better group rates. Avoid staying too far south toward Orlando proper unless you're splitting time between Winter Park and Orlando venues - the drive times add up quickly.

Sports & Recreation

Rollins College is the sports anchor here, with their baseball team playing at Alfond Stadium, one of the nicest Division II facilities in the country. The college also hosts youth baseball camps and tournaments throughout the summer. Their tennis complex regularly hosts USTA events and has 16 courts including a stadium court.

For municipal sports, Showalter Field is Winter Park's main baseball/softball complex with four fields that host youth travel ball tournaments. Martin Luther King Jr. Park has multiple soccer fields and hosts recreational leagues plus smaller tournaments. The city's Ward Park features tennis courts and is popular for USTA league play.

Winter Park specializes in smaller, well-run tournaments rather than massive events. The city's youth baseball tournaments typically draw teams from across Central Florida, while tennis events leverage the Rollins College connection to attract higher-level junior players. Soccer tournaments are less common but growing. The facilities are excellent but limited in capacity, so events here tend to be more intimate than what you'd find in Orlando.

Things to Do

Park Avenue is Winter Park's main attraction - a walkable strip of upscale shops, restaurants, and the Charles Hosmer Morse Museum of American Art, which houses the world's largest collection of Tiffany glass. It's perfect for parents killing time between games, though probably too refined for restless kids. The Winter Park Scenic Boat Tour offers a relaxing hour-long cruise through the city's chain of lakes.

For families with younger kids, Central Park in downtown Winter Park has a playground and hosts weekend farmers markets. Kraft Azalea Garden is free and offers nice walking paths along Lake Maitland. If you need to burn energy, Mead Botanical Garden in nearby Maitland has trails and boardwalks through native Florida landscape.

The elephant in the room is proximity to Orlando's theme parks. Disney World is 35-40 minutes away, Universal is 25 minutes, and many tournament families will split their trip between sports and attractions. Icon Park on International Drive offers Orlando attractions without the full theme park commitment - good for a quick team outing between games.

Food & Drink

Winter Park's food scene punches above its weight, though it skews upscale. Park Avenue has excellent restaurants like The Ravenous Pig and Prato, but these are more parent date night spots than team dinner venues. For families, Bosphorous Turkish Cuisine offers generous portions and Pannullo's Italian Restaurant is a local institution that can handle groups.

For team meals and quick eats, head to the chain restaurants along Highway 17-92 and Semoran Boulevard. You'll find Chipotle, Five Guys, Chick-fil-A, and other tournament staples. Tijuana Flats is a Florida-based Tex-Mex chain that's popular with youth sports teams and offers group ordering.

Winter Park Farmers Market runs Saturday mornings in Central Park and offers fresh fruit and prepared foods - perfect for stocking up on healthy snacks. Whole Foods and Publix are your grocery options, with Publix being the local favorite for sub sandwiches and team lunch orders.

Shopping & Entertainment

Winter Park isn't a shopping destination for sports families looking for deals. Park Avenue has upscale boutiques and galleries that are more browsing than buying. For actual shopping needs, head to Winter Park Village, an outdoor shopping center with Target, Barnes & Noble, and chain restaurants - useful for forgotten tournament supplies or team gifts.

For entertainment, the Enzian Theater is a unique single-screen cinema that shows independent films - not great for kids but interesting for adults. Splitsville Luxury Lanes at nearby Disney Springs offers upscale bowling and can handle team parties, though it's a 35-minute drive.

Your best bet for team entertainment is heading toward International Drive in Orlando, where you'll find TopGolf, Dave & Buster's, and multiple arcade/entertainment complexes. It's a 25-30 minute drive but gives you way more options for team bonding activities. Universal CityWalk also offers dining and entertainment without park admission.

Weather & Packing

Central Florida means heat, humidity, and afternoon thunderstorms from May through October. Summer tournaments (June-August) see temperatures in the 90s with oppressive humidity - pack lightweight, moisture-wicking clothing and plan for games to be delayed or moved due to lightning. Most outdoor events start early (8 AM) to beat the heat and afternoon storms that typically roll in around 2-4 PM.

Winter months (December-February) are actually perfect for sports, with daytime temperatures in the 70s and low humidity. This is peak tournament season in Florida. Pack layers since mornings can be in the 50s. Spring (March-May) and fall (November) offer the best weather - warm but not brutal, with less predictable rain.

Always pack rain gear and have indoor backup plans. Florida storms are intense but usually brief. Sunscreen is mandatory year-round - the Florida sun is stronger than you think. For parents, pack comfortable walking shoes for Park Avenue strolls and bring a good umbrella that can handle both rain and shade duty during games.

Local Tips

Parking in downtown Winter Park is notoriously difficult, especially on weekends. The SunTrust building garage on Park Avenue offers reasonable rates and puts you in the heart of everything. Many restaurants offer valet parking, but it adds up quickly. Side streets have metered parking that's free after 6 PM and on Sundays.

Download the ParkWhiz app to reserve parking spots in advance, especially during busy tournament weekends. The Waze app is essential for navigating I-4 traffic and finding alternate routes when accidents inevitably happen. GasBuddy helps find cheaper gas - prices vary significantly across Central Florida.

Winter Park has a low crime rate, but don't leave equipment visible in rental cars, especially near tourist areas. Hotel pools close early (usually 10 PM) due to city noise ordinances, so plan team pool parties accordingly. Many restaurants stop serving at 9 PM on weeknights, earlier than you might expect. Cash is still king at some local spots, though most places take cards. Tipping 20% is standard at sit-down restaurants.

Questions Travelers Ask

What people want to know before booking in Winter Park

Which hotels in Winter Park, Florida are good for families?

Several hotels in Winter Park, Florida are well-suited for families. Hilton Garden Inn Winter Park (1.79 mi) offers suites or connecting rooms, a pool, complimentary breakfast, and on-site laundry. SpringHill Suites by Marriott Winter Park (1.87 mi) offers suites or connecting rooms, a pool, complimentary breakfast, and on-site laundry. Ramada by Wyndham Suites Orlando Airport (10.01 mi) offers suites or connecting rooms, a pool, complimentary breakfast, and on-site laundry.

Which hotels in Winter Park, Florida are good for team or group travel?

Several hotels in Winter Park, Florida accommodate team and group travel. Hilton Garden Inn Winter Park (1.79 mi) offers meeting space, complimentary breakfast, and on-site laundry. SpringHill Suites by Marriott Winter Park (1.87 mi) offers meeting space, complimentary breakfast, and on-site laundry. Ramada by Wyndham Suites Orlando Airport (10.01 mi) offers meeting space, complimentary breakfast, and on-site laundry.

Are there budget-friendly hotels in Winter Park, Florida?

Yes — several budget-friendly options are available in Winter Park, Florida. Hilton Garden Inn Winter Park (1.79 mi) offers free breakfast and free Wi-Fi. SpringHill Suites by Marriott Winter Park (1.87 mi) offers free breakfast and free Wi-Fi. Ramada by Wyndham Suites Orlando Airport (10.01 mi) offers free breakfast and free Wi-Fi.

Are there extended-stay hotels in Winter Park, Florida?

Yes — several extended-stay hotels are available in Winter Park, Florida. Candlewood Suites Lake Mary by IHG (10.06 mi) offers a full kitchen and on-site laundry. Extended Stay America Suites Orlando Theme Parks Vineland Rd (10.13 mi) offers a full kitchen and on-site laundry. Extended Stay America Suites Orlando Theme Parks Major Blvd (10.13 mi) offers a full kitchen and on-site laundry.

Which hotels in Winter Park, Florida are great for a weekend getaway?

Yes — Hilton Garden Inn Winter Park (1.79 mi) offers a pool and on-site dining.

Hotel Amenities & Features

Pools, breakfast, pet policies, and more

Which hotels in Winter Park, Florida offer free breakfast?
Which hotels in Winter Park, Florida offer free parking?
Which hotels in Winter Park, Florida have a pool?
Which hotels in Winter Park, Florida have suites or extra space?

Hilton Garden Inn Winter Park (1.79 mi), SpringHill Suites by Marriott Winter Park (1.87 mi), and Ramada by Wyndham Suites Orlando Airport (10.01 mi) offer suite-style rooms with extra living space.

Which hotels in Winter Park, Florida have an in-room kitchen or kitchenette?

Hilton Garden Inn Winter Park (1.79 mi), SpringHill Suites by Marriott Winter Park (1.87 mi), and Candlewood Suites Lake Mary by IHG (10.06 mi) offer an in-room kitchen or kitchenette.

Ready to book in Winter Park?

15 hotels to choose from. Lowest rate guarantee, flexible cancellation on most rooms, and a support team that gets sports travel.