Book Boutique Hotels in Winter Park, FL | Choice Hotels

Comfort Suites Downtown
2416 N. Orange Ave.,
Orlando, FL, 32804, US
3.22 km from Winter Park, FL
4.23 stars rating. Excellent. 2835 reviews4.23 stars rating. Excellent. 2835 reviews
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Strikethrough Rate:~~$144~~Discounted rate:$130USD/night
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Sleep Inn & Suites Orlando International Airport
1700 McCoy Road,
Orlando, FL, 32809, US
16.03 km from Winter Park, FL
3.85 stars rating. Good. 2182 reviews3.85 stars rating. Good. 2182 reviews
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Strikethrough Rate:~~$75~~Discounted rate:$68USD/night
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Comfort Inn & Suites Near Universal Orlando Resort-Convention Ctr.
7495 Canada Avenue,
Orlando, FL, 32819, US
19.48 km from Winter Park, FL
4 stars rating. Very Good. 2901 reviews4 stars rating. Very Good. 2901 reviews
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Strikethrough Rate:~~$98~~Discounted rate:$83USD/night
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Clarion Inn & Suites Across From Universal Orlando Resort
5829 Grand National Drive,
Orlando, FL, 32819, US
16.57 km from Winter Park, FL
3.84 stars rating. Good. 2076 reviews3.84 stars rating. Good. 2076 reviews
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Strikethrough Rate:~~$84~~Discounted rate:$76USD/night
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Comfort Suites Orlando Airport
1936 McCoy Road,
Orlando, FL, 32809, US
16.03 km from Winter Park, FL
4.3 stars rating. Excellent. 3732 reviews4.3 stars rating. Excellent. 3732 reviews
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Strikethrough Rate:~~$102~~Discounted rate:$87USD/night
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Quality Inn & Suites Altamonte Springs Orlando-North
150 S Westmonte Dr,
Altamonte Springs, FL, 32714, US
8.46 km from Winter Park, FL
3.12 stars rating. Good. 178 reviews3.12 stars rating. Good. 178 reviews
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Strikethrough Rate:~~$79~~Discounted rate:$73USD/night
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Comfort Suites Near Universal Orlando Resort
5617 Major Blvd.,
Orlando, FL, 32819, US
16.17 km from Winter Park, FL
4.47 stars rating. Excellent. 2370 reviews4.47 stars rating. Excellent. 2370 reviews
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Strikethrough Rate:~~$109~~Discounted rate:$98USD/night
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Quality Inn & Suites Orlando Airport
2601 McCoy Rd.,
Orlando, FL, 32809, US
15.95 km from Winter Park, FL
3.17 stars rating. Good. 1526 reviews3.17 stars rating. Good. 1526 reviews
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Strikethrough Rate:~~$62~~Discounted rate:$58USD/night
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MainStay Suites Orlando Altamonte Springs
644 Raymond Avenue,
Altamonte Springs, FL, 32701, US
9.43 km from Winter Park, FL
2.88 stars rating. Fair. 336 reviews2.88 stars rating. Fair. 336 reviews
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Strikethrough Rate:~~$62~~Discounted rate:$59USD/night
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DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
7400 Canada Ave.,
Orlando, FL, 32819, US
19.46 km from Winter Park, FL
4.11 stars rating. Very Good. 99 reviews4.11 stars rating. Very Good. 99 reviews
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Strikethrough Rate:~~$105~~Discounted rate:$85USD/night
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Country Inn & Suites by Radisson, Orlando Airport, FL
5440 Forbes Pl,
Orlando, FL, 32812, US
15.46 km from Winter Park, FL
3.57 stars rating. Good. 427 reviews3.57 stars rating. Good. 427 reviews
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Strikethrough Rate:~~$79~~Discounted rate:$73USD/night
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Cambria Hotel Orlando Airport
7986 Conway Road,
Orlando, FL, 32812, US
15.81 km from Winter Park, FL
4.09 stars rating. Very Good. 1044 reviews4.09 stars rating. Very Good. 1044 reviews
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Strikethrough Rate:~~$104~~Discounted rate:$92USD/night
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Comfort Inn & Suites Orlando North
590 Ava Court,
Sanford, FL, 32771, US
24.52 km from Winter Park, FL
4.48 stars rating. Excellent. 3120 reviews4.48 stars rating. Excellent. 3120 reviews
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Strikethrough Rate:~~$99~~Discounted rate:$89USD/night
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Cambria Hotel Orlando Universal Blvd
6801 Visitors Circle,
Orlando, FL, 32819, US
18.38 km from Winter Park, FL
3.57 stars rating. Good. 485 reviews3.57 stars rating. Good. 485 reviews
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Strikethrough Rate:~~$104~~Discounted rate:$89USD/night
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Quality Inn Kissimmee West - Lake Buena Vista South
2934 Polynesian Isle Blvd.,
Kissimmee, FL, 34746, US
32.26 km from Winter Park, FL
2.05 stars rating. Fair. 482 reviews2.05 stars rating. Fair. 482 reviews
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Strikethrough Rate:~~$43~~Discounted rate:$41USD/night
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Suburban Studios International Drive
7102 International Drive,
Orlando, FL, 32819, US
19.38 km from Winter Park, FL
3.15 stars rating. Good. 1087 reviews3.15 stars rating. Good. 1087 reviews
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Strikethrough Rate:~~$64~~Discounted rate:$60USD/night
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Econo Lodge Inn & Suites Maingate Central
4669 West Irlo Bronson Hwy.,
Kissimmee, FL, 34746, US
33 km from Winter Park, FL
3.02 stars rating. 1761 reviews3.02 stars rating. 1761 reviews
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Strikethrough Rate:~~$42~~Discounted rate:$40USD/night
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Quality Inn & Suites Orlando East - UCF Area
11639 East Colonial Drive,
Orlando, FL, 32817, US
14.08 km from Winter Park, FL
2.43 stars rating. Fair. 145 reviews2.43 stars rating. Fair. 145 reviews
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Strikethrough Rate:~~$85~~Discounted rate:$79USD/night
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Quality Inn & Suites Heritage Park
2039 E. Irlo Bronson Hwy,
Kissimmee, FL, 34744, US
33.8 km from Winter Park, FL
3.93 stars rating. Good. 1027 reviews3.93 stars rating. Good. 1027 reviews
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Strikethrough Rate:~~$70~~Discounted rate:$65USD/night
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Quality Inn & Suites By the Parks
2945 Entry Point Boulevard,
Kissimmee, FL, 34747, US
37.34 km from Winter Park, FL
4.27 stars rating. Excellent. 2144 reviews4.27 stars rating. Excellent. 2144 reviews
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Strikethrough Rate:~~$68~~Discounted rate:$61USD/night
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Quality Inn Orlando Near International Drive
8342 Jamaican Ct,
Orlando, FL, 32819, US
20.5 km from Winter Park, FL
2.15 stars rating. Fair. 27 reviews2.15 stars rating. Fair. 27 reviews
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Strikethrough Rate:~~$79~~Discounted rate:$62USD/night
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Rodeway Inn Kissimmee Maingate West
7455 WEST IRLO BRONSON HGHWAY,
Kissimmee, FL, 34747, US
36.94 km from Winter Park, FL
2.8 stars rating. Fair. 680 reviews2.8 stars rating. Fair. 680 reviews
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Strikethrough Rate:~~$49~~Discounted rate:$46USD/night
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Clarion Inn & Suites Kissimmee-Lake Buena Vista South
4985 W. Irlo Bronson Memorial,
Kissimmee, FL, 34746, US
31.71 km from Winter Park, FL
2.73 stars rating. Fair. 1094 reviews2.73 stars rating. Fair. 1094 reviews
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Strikethrough Rate:~~$51~~Discounted rate:$49USD/night
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Clarion Inn International Drive
8444 International Drive,
Orlando, FL, 32819-9329, US
20.58 km from Winter Park, FL
1.98 stars rating. Fair. 521 reviews1.98 stars rating. Fair. 521 reviews
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Strikethrough Rate:~~$69~~Discounted rate:$60USD/night
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Comfort Inn Kissimmee-Lake Buena Vista South
5196 West Irlo Bronson Memoria,
Kissimmee, FL, 34746, US
32.34 km from Winter Park, FL
3.68 stars rating. Good. 1305 reviews3.68 stars rating. Good. 1305 reviews
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Strikethrough Rate:~~$75~~Discounted rate:$63USD/night
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Rodeway Inn Apopka South
1317 South Orange Blossom Trai,
Apopka, FL, 32703, US
14.16 km from Winter Park, FL
2.75 stars rating. Fair. 137 reviews2.75 stars rating. Fair. 137 reviews
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Strikethrough Rate:~~$76~~Discounted rate:$70USD/night
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Quality Inn & Suites Kissimmee by The Lake
7785 W. Irlo Bronson Memorial,
Kissimmee, FL, 34747, US
37.08 km from Winter Park, FL
3.79 stars rating. Good. 1471 reviews3.79 stars rating. Good. 1471 reviews
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Strikethrough Rate:~~$64~~Discounted rate:$60USD/night
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Suburban Studios Orlando - Ocoee/Winter Garden
11241 W Colonial Drive,
Ocoee, FL, 34761, US
19.64 km from Winter Park, FL
2.5 stars rating. Fair. 38 reviews2.5 stars rating. Fair. 38 reviews
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Strikethrough Rate:~~$95~~Discounted rate:$88USD/night
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Westgate Lakes Resort & Spa
9500 Turkey Lake Road,
Orlando, FL, 32819, US
22.16 km from Winter Park, FL
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$154~~Discounted rate:$114USD/night
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Comfort Inn & Suites Kissimmee by the Parks
7675 W Irlo Bronson Hwy,
Kissimmee, FL, 34747, US
37.14 km from Winter Park, FL
3.62 stars rating. Good. 3002 reviews3.62 stars rating. Good. 3002 reviews
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Strikethrough Rate:~~$95~~Discounted rate:$83USD/night
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Comfort Suites Maingate East
2775 Florida Plaza Blvd,
Kissimmee, FL, 34746, US
33.57 km from Winter Park, FL
4.44 stars rating. Excellent. 4519 reviews4.44 stars rating. Excellent. 4519 reviews
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Strikethrough Rate:~~$114~~Discounted rate:$101USD/night
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Westgate Leisure Resort
6950 Villa de Costa Drive,
Orlando, FL, 32821, US
25.54 km from Winter Park, FL
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$130~~Discounted rate:$101USD/night
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Westgate Blue Tree Resort
12007 Cypress Run Road,
Orlando, FL, 32836, US
27.42 km from Winter Park, FL
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$140~~Discounted rate:$108USD/night
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Westgate Towers Resort
7600 W. Irlo Bronson Highway,
Kissimmee, FL, 34747, US
37.39 km from Winter Park, FL
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$123~~Discounted rate:$108USD/night
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Westgate Vacation Villas Resort
7700 Westgate Boulevard, Building B,
Kissimmee, FL, 34747, US
38.11 km from Winter Park, FL
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$138~~Discounted rate:$119USD/night
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Westgate Town Center Resort
7700 Westgate Boulevard, Building A,
Kissimmee, FL, 34747, US
38.11 km from Winter Park, FL
No Reviews YetNo Reviews Yet
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Strikethrough Rate:~~$143~~Discounted rate:$123USD/night
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Bluegreen Vacations Fountains, an Ascend Collection Resort
12400 South International Driv,
Orlando, FL, 32821, US
26.12 km from Winter Park, FL
4.12 stars rating. Very Good. 504 reviews4.12 stars rating. Very Good. 504 reviews
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Westgate Palace Hotel/ Universal/ I Drive
6145 Carrier Drive,
Orlando, FL, 32819, US
19.07 km from Winter Park, FL
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
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Comfort Inn & Suites Orlando Sanford Airport
3043 E. Lake Mary Blvd.,
Sanford, FL, 32773, US
21.88 km from Winter Park, FL
No Reviews YetNo Reviews Yet
Coming soonStart booking 02 Feb 2026
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Good to know

Boutique hotels

39 hotels in Winter Park

Highest Price

$130

Lowest Price

$40

Avg. rating

2.7 (43255 reviews)