Planning a charming getaway to Winter Park? These inviting places to stay in Winter Park, FL offer boutique hotels, cozy inns, and lakeside escapes perfect for exploring the area’s parks, shops, and art scene.

Highlights:

  • The Alfond Inn – Stylish boutique hotel featuring art-filled spaces, elegant rooms, and a walkable location near Park Avenue
  • Park Plaza Hotel – Historic European-style hotel with vintage charm, balcony rooms, and direct access to Winter Park’s main shopping street
  • Thurston House Bed & Breakfast – Romantic lakefront inn offering cozy rooms, personalized service, and peaceful garden views
  • Comfort Suites Downtown Orlando – Budget-friendly option just minutes away from Winter Park with spacious suites and family-friendly amenities
  • Homewood Suites by Hilton Orlando-Maitland – Extended-stay comfort with pool, breakfast included, and easy access to Winter Park’s attractions

Luxury Hotels

For art lovers: The Alfond Inn


Admire boutique charm and enjoy a romantic weekend in stylish Winter Park.

For art lovers: The Alfond Inn

© The Alfond Inn

The Alfond Inn at Rollins College offers a boutique hotel experience within Winter Park. It is actually owned by Rollins College and the net income goes towards the premier scholarship fund at the college.

Highlights:
  • 112 elegantly appointed, dog-friendly guest rooms
  • Alfond Collection of Contemporary Art on-site
  • Heated outdoor pool and 24/7 fitness center
  • Award-winning dining at Hamilton’s Kitchen
  • Free Wi-Fi and in-room luxury amenities
  • Valet parking and concierge service available
  • Flexible 10,000 sq. ft. meeting/event space

For Couples: Park Plaza Hotel Winter Park


Stay steps from shops and savor vintage charm on an easy weekend trip.

For Couples: Park Plaza Hotel Winter Park

© Park Plaza Hotel Winter Park

The Park Plaza Hotel Winter Park offers a retreat in the European style within the Park Avenue district, a chic part of Winter Park.

Highlights:
  • Charming European-style boutique hotel on Park Avenue
  • Historic 1922 building with preserved architecture
  • Complimentary in-room continental breakfast
  • Shaded balcony overlooking Park Avenue
  • Complimentary access to local YMCA
  • Concierge services and 24-hour front desk
  • Free Wi-Fi and in-room amenities with local art
  • Valet parking, laundry, and dry-cleaning available

307 South Park Avenue, Winter Park, FL, Phone: 407-647-1072

For Downtown Event Goers: Crowne Plaza Orlando Downtown


Relax in sleek comfort and explore downtown sights during a quick, affordable stay.

For Downtown Event Goers: Crowne Plaza Orlando Downtown

© Crowne Plaza Orlando Downtown

Accommodations at Crowne Plaza Orlando Downtown include chairs, desks, available balconies, available sitting areas with sofas, separate showers, and available spacious suites with kitchenettes.

Highlights:
  • Sleep Advantage program with Quiet Zones and premium bedding
  • Spacious rooms and suites with optional kitchenettes
  • Heated outdoor pool and whirlpool
  • 24/7 Marketplace for snacks and beverages
  • BITE Bistro & Wine Bar open all day
  • Fitness center with cardio and free weights
  • Multilingual staff, porter service, and daily housekeeping
  • Convenient downtown location with paid parking

304 W. Colonial Dr., Orlando, FL, Phone: 407-843-8700

Romantic Hotels

For budget-friendly travel: Days Inn by Wyndham N Orlando/Casselberry


Save on a cheap trip and enjoy easy access to nearby attractions.

For budget-friendly travel: Days Inn by Wyndham N Orlando/Casselberry

© Days Inn by Wyndham N Orlando/Casselberry

The Days Inn by Wyndham N Orlando/Casselberry offers quick access to all of the nearby attractions, from amusement parks to gorgeous natural parks to historic sites.

Highlights:
  • Free hot breakfast served daily
  • Outdoor pool for relaxing and unwinding
  • 24-hour front desk and guest laundry facilities
  • In-room refrigerators, microwaves, and safes available
  • Accessible rooms and hot tub suites offered
  • Free Wi-Fi and daily housekeeping
  • Business center, free parking, and RV parking
  • On-site car rental for added convenience

9245 South US Highway 1792, Fern Park, FL, Phone: 407-961-7108

For Budget-conscious travelers: Katerina Hotel Orlando


Rest comfortably and explore Orlando on a simple, affordable family getaway.

For Budget-conscious travelers: Katerina Hotel Orlando

© whyframeshot/stock.adobe.com

Katerina Hotel Orlando is a very nice option for those on a budget and it is conveniently close to Winter Park Village and the Amway Center.

Highlights:
  • Spacious rooms with microwaves, refrigerators, and coffeemakers
  • Free Wi-Fi throughout the property
  • Outdoor pool with lounge seating and sun chairs
  • 24-hour front desk and daily housekeeping
  • Free parking and on-site vending machines
  • Business center, ATM, and laundry services
  • Family-friendly with children's club and interconnecting rooms

830 Lee Rd, Orlando, FL, Phone: 407-379-0800

For an inexpensive vacation: Motel 6 Orlando-Winter Park


Enjoy a budget-friendly stay and explore nearby sights on a quick, cheap trip.

For an inexpensive vacation: Motel 6 Orlando-Winter Park

© Africa Studio/stock.adobe.com

Those who want to stay in a familiar hotel chain in Orlando can enjoy the Motel 6 Orlando-Winter Park.

Highlights:
  • Budget-friendly with free stays for kids and pets
  • Modern rooms with free Wi-Fi and expanded cable
  • Outdoor pool perfect for sunny Orlando days
  • Free morning coffee and local calls
  • Accessible room options with mobility features
  • Convenient location near Universal Studios and local dining
  • On-site coin laundry for guest use

5300 Adanson Rd, Orlando, FL, Phone: 407-647-1444

Family-Friendly Hotels

For Families: DoubleTree by Hilton Orlando Downtown


Savor a warm cookie and walk to sights during a romantic weekend escape.

For Families: DoubleTree by Hilton Orlando Downtown

© DoubleTree by Hilton Orlando Downtown

DoubleTree by Hilton Orlando Downtown gives guests convenient access to I-4.

Highlights:
  • Newly renovated rooms and suites with Sweet Dreams beds
  • Heated rooftop pool and lounge deck with city views
  • Complimentary Wi-Fi and ergonomic workspaces
  • Shuttle to Amway Center and Orlando City Soccer Stadium
  • On-site dining at Sixty South Restaurant & Bar and Starbucks Café
  • 24-hour business center and Life Fitness gym
  • Concierge, valet, laundry, and baggage storage services
  • Convenient access to I-4 and downtown Orlando

60 South Ivanhoe Boulevard, Orlando, FL, Phone: 407-425-4455

Frequently Asked Questions:

  • Why is Orlando a popular travel destination?
    • Orlando is a popular destination for families, individuals, groups of friends, and business travelers.
  • What types of accommodations are available in Orlando?
    • Whether you are in town to visit the theme parks or to see the sights downtown, you will find yourself with numerous options of accommodations.
  • Are there hotel options for different budgets in Orlando?
    • There are Orlando hotels for all tastes and budgets, whether you prefer a personalized hotel or one that is part of a major national or international chain.
  • How can visitors choose the right hotel in Orlando?
    • Simply decide the amenities that you need during your stay, such as free breakfast or a pool, and you should be able to find an Orlando hotel that fits your needs and your budget.

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