Book Boutique Hotels in Winter Park, FL

Comfort Suites Downtown
2416 N. Orange Ave.,
Orlando, FL, 32804, US
2 mi from Winter Park, FL, USA
4.24 stars rating. Excellent. 2987 reviews
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Strikethrough Rate:~~$199~~Discounted rate:$179USD/night
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Quality Inn & Suites Altamonte Springs Orlando-North
150 S Westmonte Dr,
Altamonte Springs, FL, 32714, US
5.25 mi from Winter Park, FL, USA
3.06 stars rating. Fair. 206 reviews
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Strikethrough Rate:~~$84~~Discounted rate:$74USD/night
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WoodSpring Suites Orlando North - Maitland
4125 Clarcona Ocoee Road,
Orlando, FL, 32810, US
5.01 mi from Winter Park, FL, USA
3.33 stars rating. Good. 90 reviews
$89USD/night
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Comfort Inn & Suites Orlando North
590 Ava Court,
Sanford, FL, 32771, US
15.23 mi from Winter Park, FL, USA
4.47 stars rating. Excellent. 3276 reviews
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Strikethrough Rate:~~$129~~Discounted rate:$116USD/night
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MainStay Suites Orlando Altamonte Springs
644 Raymond Avenue,
Altamonte Springs, FL, 32701, US
5.86 mi from Winter Park, FL, USA
2.86 stars rating. Fair. 362 reviews
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Strikethrough Rate:~~$79~~Discounted rate:$75USD/night
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NEW TO CHOICE
Orlando Inn International Drive Area
5900 American Way,
Orlando, FL, 32819, US
11.23 mi from Winter Park, FL, USA
No Reviews Yet
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Strikethrough Rate:~~$67~~Discounted rate:$60USD/night
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Clarion Inn & Suites Across From Universal Orlando Resort
5829 Grand National Drive,
Orlando, FL, 32819, US
10.3 mi from Winter Park, FL, USA
3.85 stars rating. Good. 2149 reviews
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Strikethrough Rate:~~$149~~Discounted rate:$134USD/night
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Comfort Suites Near Universal Orlando Resort
5617 Major Blvd.,
Orlando, FL, 32819, US
10.05 mi from Winter Park, FL, USA
4.46 stars rating. Excellent. 2479 reviews
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Strikethrough Rate:~~$182~~Discounted rate:$164USD/night
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Cambria Hotel Orlando Universal Blvd
6801 Visitors Circle,
Orlando, FL, 32819, US
11.42 mi from Winter Park, FL, USA
3.58 stars rating. Good. 542 reviews
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Strikethrough Rate:~~$149~~Discounted rate:$127USD/night
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Sleep Inn & Suites Orlando International Airport
1700 McCoy Road,
Orlando, FL, 32809, US
9.96 mi from Winter Park, FL, USA
3.85 stars rating. Good. 2200 reviews
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Strikethrough Rate:~~$167~~Discounted rate:$150USD/night
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Cambria Hotel Orlando Airport
7986 Conway Road,
Orlando, FL, 32812, US
9.83 mi from Winter Park, FL, USA
4.11 stars rating. Very Good. 1147 reviews
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Strikethrough Rate:~~$264~~Discounted rate:$221USD/night
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WoodSpring Suites Orlando International Drive
11781 International Dr.,
Orlando, FL, 32821, US
15.45 mi from Winter Park, FL, USA
3.8 stars rating. Good. 52 reviews
$65USD/night
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Quality Inn & Suites Orlando Airport
2601 McCoy Rd.,
Orlando, FL, 32809, US
9.91 mi from Winter Park, FL, USA
3.19 stars rating. Good. 1580 reviews
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Strikethrough Rate:~~$154~~Discounted rate:$143USD/night
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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
7400 Canada Ave.,
Orlando, FL, 32819, US
12.09 mi from Winter Park, FL, USA
3.91 stars rating. Good. 148 reviews
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Strikethrough Rate:~~$139~~Discounted rate:$125USD/night
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WoodSpring Suites Sanford North I-4 Orlando Area
171 Hickman Drive,
Sanford, FL, 32771, US
15.23 mi from Winter Park, FL, USA
No Reviews Yet
$89USD/night
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Quality Inn & Suites Orlando East - UCF Area
11639 East Colonial Drive,
Orlando, FL, 32817, US
8.75 mi from Winter Park, FL, USA
2.44 stars rating. Fair. 147 reviews
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Strikethrough Rate:~~$149~~Discounted rate:$139USD/night
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Radisson Hotel Orlando Lake Buena Vista South
5150 W. Irlo Bronson Highway,
Kissimmee, FL, 34746, US
19.97 mi from Winter Park, FL, USA
No Reviews Yet
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Strikethrough Rate:~~$109~~Discounted rate:$105USD/night
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Suburban Studios International Drive
7102 International Drive,
Orlando, FL, 32819, US
12.04 mi from Winter Park, FL, USA
3.14 stars rating. Good. 1109 reviews
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Strikethrough Rate:~~$97~~Discounted rate:$91USD/night
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Comfort Suites Orlando Airport
1936 McCoy Road,
Orlando, FL, 32809, US
9.96 mi from Winter Park, FL, USA
4.3 stars rating. Excellent. 3861 reviews
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Strikethrough Rate:~~$239~~Discounted rate:$215USD/night
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WoodSpring Suites Orlando I-4 & Convention Center
6025 Sand Lake Vista Drive,
Orlando, FL, 32819, US
13.52 mi from Winter Park, FL, USA
No Reviews Yet
$109USD/night
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Country Inn & Suites by Radisson, Orlando Airport, FL
5440 Forbes Pl,
Orlando, FL, 32812, US
9.61 mi from Winter Park, FL, USA
3.53 stars rating. Good. 554 reviews
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Strikethrough Rate:~~$304~~Discounted rate:$283USD/night
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Quality Inn Orlando Near International Drive
8342 Jamaican Ct,
Orlando, FL, 32819, US
12.74 mi from Winter Park, FL, USA
1.91 stars rating. Fair. 69 reviews
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Strikethrough Rate:~~$119~~Discounted rate:$96USD/night
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Clarion Inn International Drive
8444 International Drive,
Orlando, FL, 32819-9329, US
12.79 mi from Winter Park, FL, USA
1.99 stars rating. Fair. 544 reviews
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Strikethrough Rate:~~$94~~Discounted rate:$82USD/night
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WoodSpring Suites Orlando West - Clermont
16311 FL-50,
Clermont, FL, 34711, US
20.51 mi from Winter Park, FL, USA
3.1 stars rating. Good. 103 reviews
$89USD/night
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Econo Lodge Inn & Suites Maingate Central
4669 West Irlo Bronson Hwy.,
Kissimmee, FL, 34746, US
20.51 mi from Winter Park, FL, USA
3.01 stars rating. Fair. 1794 reviews
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Strikethrough Rate:~~$79~~Discounted rate:$75USD/night
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Suburban Studios Orlando - Ocoee/Winter Garden
11241 W Colonial Drive,
Ocoee, FL, 34761, US
12.2 mi from Winter Park, FL, USA
2.42 stars rating. Fair. 55 reviews
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Strikethrough Rate:~~$165~~Discounted rate:$157USD/night
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Quality Inn near Blue Spring
445 S. Volusia Ave.,
Orange City, FL, 32763-5807, US
24.31 mi from Winter Park, FL, USA
3.24 stars rating. Good. 640 reviews
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Strikethrough Rate:~~$110~~Discounted rate:$102USD/night
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Rodeway Inn Clermont North
20329 US Highway 27,
Clermont, FL, 34715, US
27.41 mi from Winter Park, FL, USA
2.75 stars rating. Fair. 298 reviews
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Strikethrough Rate:~~$86~~Discounted rate:$72USD/night
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Clarion Inn & Suites Kissimmee-Lake Buena Vista South
4985 W. Irlo Bronson Memorial,
Kissimmee, FL, 34746, US
19.7 mi from Winter Park, FL, USA
2.74 stars rating. Fair. 1137 reviews
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Strikethrough Rate:~~$121~~Discounted rate:$115USD/night
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Comfort Inn Kissimmee-Lake Buena Vista South
5196 West Irlo Bronson Memoria,
Kissimmee, FL, 34746, US
20.09 mi from Winter Park, FL, USA
3.67 stars rating. Good. 1329 reviews
BOOK NOW AND SAVE 9%
Strikethrough Rate:~~$214~~Discounted rate:$194USD/night
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Quality Inn & Suites Heritage Park
2039 E. Irlo Bronson Hwy,
Kissimmee, FL, 34744, US
21 mi from Winter Park, FL, USA
3.9 stars rating. Good. 1089 reviews
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Strikethrough Rate:~~$169~~Discounted rate:$152USD/night
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Quality Inn & Suites Kissimmee near Main Gate
7785 W. Irlo Bronson Memorial,
Kissimmee, FL, 34747, US
23.04 mi from Winter Park, FL, USA
3.76 stars rating. Good. 1556 reviews
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Strikethrough Rate:~~$155~~Discounted rate:$140USD/night
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Quality Inn & Suites By the Parks
2945 Entry Point Boulevard,
Kissimmee, FL, 34747, US
23.2 mi from Winter Park, FL, USA
4.27 stars rating. Excellent. 2167 reviews
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Strikethrough Rate:~~$169~~Discounted rate:$152USD/night
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Quality Inn & Suites Mt Dora North
16630 US 441 W.,
Mount Dora, FL, 32757, US
25.4 mi from Winter Park, FL, USA
3.46 stars rating. Good. 1321 reviews
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Strikethrough Rate:~~$197~~Discounted rate:$183USD/night
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Comfort Inn & Suites Tavares North
1380 E Burleigh Blvd,
Tavares, FL, 32778, US
26.99 mi from Winter Park, FL, USA
3.81 stars rating. Good. 1393 reviews
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Strikethrough Rate:~~$259~~Discounted rate:$229USD/night
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Comfort Suites Maingate East
2775 Florida Plaza Blvd,
Kissimmee, FL, 34746, US
20.86 mi from Winter Park, FL, USA
4.42 stars rating. Excellent. 4691 reviews
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Strikethrough Rate:~~$234~~Discounted rate:$211USD/night
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Quality Inn Clermont West Kissimmee
9330 W. US Highway 192,
Clermont, FL, 34714, US
25.45 mi from Winter Park, FL, USA
2.8 stars rating. Fair. 305 reviews
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Strikethrough Rate:~~$153~~Discounted rate:$143USD/night
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WoodSpring Suites Davenport FL
702 Champions Drive,
Davenport, FL, 33897, US
29.16 mi from Winter Park, FL, USA
3.37 stars rating. Good. 16 reviews
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Westgate Towers Resort
7600 W. Irlo Bronson Highway,
Kissimmee, FL, 34747, US
23.23 mi from Winter Park, FL, USA
No Reviews Yet
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Rodeway Inn Kissimmee Maingate West
7455 WEST IRLO BRONSON HGHWAY,
Kissimmee, FL, 34747, US
22.95 mi from Winter Park, FL, USA
2.79 stars rating. Fair. 696 reviews
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Westgate Palace Hotel/ Universal/ I Drive
6145 Carrier Drive,
Orlando, FL, 32819, US
11.85 mi from Winter Park, FL, USA
No Reviews Yet
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Westgate Lakes Resort & Spa
9500 Turkey Lake Road,
Orlando, FL, 32819, US
13.77 mi from Winter Park, FL, USA
No Reviews Yet
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Westgate Town Center Resort
7700 Westgate Boulevard, Building A,
Kissimmee, FL, 34747, US
23.68 mi from Winter Park, FL, USA
No Reviews Yet
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Bluegreen Vacations Fountains, an Ascend Collection Resort
12400 South International Driv,
Orlando, FL, 32821, US
16.23 mi from Winter Park, FL, USA
4.12 stars rating. Very Good. 514 reviews
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Westgate Vacation Villas Resort
7700 Westgate Boulevard, Building B,
Kissimmee, FL, 34747, US
23.68 mi from Winter Park, FL, USA
No Reviews Yet
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WoodSpring Suites Orlando East UCF
1675 Bonneville Dr.,
Orlando, FL, 32826, US
10.11 mi from Winter Park, FL, USA
No Reviews Yet
Coming soonStart booking Mar 13, 2026
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Westgate Leisure Resort
6950 Villa de Costa Drive,
Orlando, FL, 32821, US
15.87 mi from Winter Park, FL, USA
No Reviews Yet
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NEW HOTEL
Comfort Inn & Suites Orlando Sanford Airport
3043 E. Lake Mary Blvd.,
Sanford, FL, 32773, US
13.6 mi from Winter Park, FL, USA
No Reviews Yet
Coming soonStart booking Feb 26, 2026
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Rodeway Inn Apopka South
1317 South Orange Blossom Trai,
Apopka, FL, 32703, US
8.8 mi from Winter Park, FL, USA
2.75 stars rating. Fair. 138 reviews
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Westgate Blue Tree Resort
12007 Cypress Run Road,
Orlando, FL, 32836, US
17.04 mi from Winter Park, FL, USA
No Reviews Yet
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Good to know

Boutique hotels

37 of 50 hotels in Winter Park

Highest Price

$283

Lowest Price

$60

Avg. rating

37 Boutique hotels near Winter Park, FL, USA

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Good to know

37 of 50 hotels in Winter Park

$283

$60

2.5 (42744 reviews)