We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Clear all
Your Selections
  Free Wifi Budget City Center Luxury Breakfast included Mid-range Pool Romantic Best Value Free Parking Trendy Boutique Family-friendly Charming Quiet Restaurant Pets Allowed Suites Kitchenette Spa Bar/Lounge Airport Transportation Fitness center Room Service Business Classic Green & up Internet & up Business Center Air Conditioning Non-Smoking Hotel & up Meeting Rooms Independent Hotels Hotels with Restaurants Clean Hotels Quiet Hotels Hotels with Complimentary Breakfast Modern Hotels Cheap Hotels Accessible rooms Downtown Hotels Wedding Hotels Concierge Hotels with Bars Hotels with Free Wifi Hotels with Room Service Hotels with Balconies Party Hotels Hotels with Jacuzzi Hotels on the Lake Days Inn Boutique Hotels Luxury Traveler Foodie Hampton Inn Hotels with Smoking Rooms Extended Stay America Unique Hotels Safe Hotels Trendsetter Hotels with Kitchenette Courtyard Family Vacationer Charming Hotels Hotels with Military Discounts DoubleTree Residence Inn Hotels with Hot Tubs Luxury Spa Hotels Boutique Spa Hotels Honeymoon Hotels Shopping Fanatic Condo Hotels Luxury Boutique Hotels Art and Architecture Lover Nightlife Seeker Beach Goer Hotels With Indoor Pools Apartment Hotels $ $$ $$$ $$$$ Central Business District Metro West Intown Suites Embassy Suites Beachfront Quality Inn Rodeway Inn Ramada Homewood Suites WoodSpring Suites Springhill Suites Best Western Holiday Inn Express Nature Lover Hawthorn Suites Heritage Hotels La Quinta Inn & Suites Renaissance Thrifty Traveler Fairfield Inn Like a Local Red Carpet Inn Budget Hotels Suite Hotels Hotels with Shuttle 60+ Traveler Home-Towne Suites Historic Hotels Motel 6 Urban Explorer Sheraton Hotels With Entertainment Themed Hotels Hunters Creek Hilton Hotels Peace and Quiet Seeker Boardwalk Hotels Travelodge Hyatt Marriott Autograph Collection Candlewood Suites Hotels with Weekly Rates Wingate Knights Inn Spa Hotels Comfort Suites Romantic Boutique Hotels Holiday Inn Marriott Convention Hotels Hotels With Adjoining Rooms Aloft Towneplace Suites Couples Hotels Crowne Plaza Cheap Motels Spring Break Hotels Within 5 mi Within 10 mi
Price per night
Enter dates & see best prices
to
Amenities
More
Amenities
Location
Any Distance
from
Traveler Rating
Hotel class
Style
More
Style
Hotel brand
More
Hotel brand
  • Sort by:
  • Traveler Ranked
  • Best Value
  • Lowest Price
  • Distance
TripAdvisor members only.
Login for exclusive access to hotel deals up to 40% off
Login to get best prices
Park Plaza Hotel Winter Park
SAVE $6
$189
Orbitz.com
$183
View Deal
0.5 miles from The Winter Park Playhouse
  • Free Wifi
  • Breakfast included
The Alfond Inn
SAVE $28
$252
Priceline
$224
View Deal
0.7 miles from The Winter Park Playhouse
  • Free Wifi
  • Pool
Countryside Inn & Suites
No availability for your dates from these sites
2.0 miles from The Winter Park Playhouse
  • Free Parking
  • Pool
Quality Inn & Suites Winter Park Village Area
SAVE $31
$110
QualityInn
$79
View Deal
2.1 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
InTown Suites Orlando North
2.2 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
Katerina Hotel Orlando
SAVE $15
$69
Booking.com
$54
View Deal
2.3 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
Motel 6 Orlando-Winter Park
SAVE $5
$59
Booking.com
$54
View Deal
2.4 miles from The Winter Park Playhouse
  • Free Parking
  • Pool
DoubleTree by Hilton Orlando Downtown
SAVE $12
$221
Doubletree.com
$209
View Deal
2.6 miles from The Winter Park Playhouse
  • Free Wifi
  • Pool
HomeSuiteHome
No availability for your dates from these sites
2.7 miles from The Winter Park Playhouse
  • Free Parking
  • Restaurant
Courtyard by Marriott Orlando Downtown
Courtyard
$269
View Deal
2.9 miles from The Winter Park Playhouse
  • Free Wifi
  • Pool
Residence Inn by Marriott Orlando Downtown
Residence Inn
$274
View Deal
3.0 miles from The Winter Park Playhouse
  • Free Wifi
  • Breakfast included
Crowne Plaza Orlando Downtown
SAVE $55
$247
CrownePlaza.com
$192
View Deal
3.1 miles from The Winter Park Playhouse
  • Free Wifi
  • Pool
Homewood Suites Orlando-Maitland
SAVE $16
$195
Homewood
$179
View Deal
3.3 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
Eo Inn
Eo Inn
SAVE $15
$284
Official Website
$269
View Deal
3.3 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
Travelodge Orlando Downtown Centroplex
Loading prices...
3.3 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
Sheraton Orlando North
SAVE $38
$144
AMOMA
$106
View Deal
3.4 miles from The Winter Park Playhouse
  • Free Wifi
  • Free Parking
No photo provided
No availability for your dates from these sites
3.4 miles from The Winter Park Playhouse
    No photo provided
    No availability for your dates from these sites
    3.5 miles from The Winter Park Playhouse
      Embassy Suites by Hilton Orlando Downtown
      No availability for your dates from these sites
      3.6 miles from The Winter Park Playhouse
      • Breakfast included
      • Pool
      Courtyard Orlando Altamonte Springs\/Maitland
      SAVE $10
      $119
      Expedia.com
      $109
      View Deal
      3.8 miles from The Winter Park Playhouse
      • Free Wifi
      • Free Parking
      Extended Stay America - Orlando - Maitland - 1776 Pembrook Drive
      SAVE $4
      $104
      ExtendedStay
      $100
      View Deal
      3.8 miles from The Winter Park Playhouse
      • Free Wifi
      • Free Parking
      Extended Stay America - Orlando - Maitland - 1760 Pembrook Dr.
      Hotwire.com
      $71
      View Deal
      3.8 miles from The Winter Park Playhouse
      • Free Wifi
      • Free Parking
      The Gardens by EVRentals
      3.8 miles from The Winter Park Playhouse
      • Free Parking
      • Free Internet
      Grand Bohemian Hotel Orlando, Autograph Collection
      SAVE $76
      $505
      Autograph
      $429
      View Deal
      3.9 miles from The Winter Park Playhouse
      • Free Wifi
      • Pool
      Parliament House Resort
      3.9 miles from The Winter Park Playhouse
      • Free Parking
      • Pool
      Aloft Orlando Downtown
      No availability for your dates from these sites
      4.0 miles from The Winter Park Playhouse
      • Free Wifi
      • Pool
      Best Western Orlando West
      No availability for your dates from these sites
      4.0 miles from The Winter Park Playhouse
      • Free Wifi
      • Free Parking
      Extended Stay America - Orlando - Maitland - Summit
      SAVE $5
      $81
      ExtendedStay
      $76
      View Deal
      4.0 miles from The Winter Park Playhouse
      • Free Wifi
      • Free Parking
      Days Inn N Orlando\/Casselberry
      SAVE $5
      $73
      Hotwire.com
      $68
      View Deal
      4.1 miles from The Winter Park Playhouse
      • Free Wifi
      • Free Parking
      Still looking for a place to stay?
      Winter Park has 1 B&Bs/inns with 0 reviews
      No photo provided
      3.2 miles from The Winter Park Playhouse
        See all 1 Winter Park B&Bs/inns
        See all hotels in or near Winter Park
        Countryside Inn & Suites
        No availability for your dates from these sites
        2.0 miles from The Winter Park Playhouse
        • Free Parking
        • Pool
        Quality Inn & Suites Winter Park Village Area
        SAVE $31
        $110
        QualityInn
        $79
        View Deal
        2.1 miles from The Winter Park Playhouse
        • Free Wifi
        • Free Parking
        DoubleTree by Hilton Orlando Downtown
        SAVE $12
        $221
        Doubletree.com
        $209
        View Deal
        2.6 miles from The Winter Park Playhouse
        • Free Wifi
        • Pool
        Courtyard by Marriott Orlando Downtown
        Courtyard
        $269
        View Deal