Book Boutique Hotels in Winter Park, FL | Choice Hotels

Quality Inn & Suites Altamonte Springs Orlando-North
150 S Westmonte Dr,
Altamonte Springs, FL, 32714, US
8.46 km from Winter Park, FL, USA
3.06 stars rating. Fair. 206 reviews3.06 stars rating. Fair. 206 reviews
Book Now & Save 7%
Strikethrough Rate:~~$119~~Discounted rate:$111USD/night
Member Rate
See Availability
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
7400 Canada Ave.,
Orlando, FL, 32819, US
19.46 km from Winter Park, FL, USA
3.9 stars rating. Good. 147 reviews3.9 stars rating. Good. 147 reviews
Book Now & Save 10%
Strikethrough Rate:~~$999~~Discounted rate:$899USD/night
Member Rate
See Availability
Rodeway Inn Apopka South
1317 South Orange Blossom Trai,
Apopka, FL, 32703, US
14.16 km from Winter Park, FL, USA
2.75 stars rating. Fair. 138 reviews2.75 stars rating. Fair. 138 reviews
Book Now & Save 7%
Strikethrough Rate:~~$84~~Discounted rate:$79USD/night
Member Rate
See Availability
Quality Inn & Suites Orlando East - UCF Area
11639 East Colonial Drive,
Orlando, FL, 32817, US
14.08 km from Winter Park, FL, USA
2.44 stars rating. Fair. 147 reviews2.44 stars rating. Fair. 147 reviews
Book Now & Save 7%
Strikethrough Rate:~~$187~~Discounted rate:$174USD/night
Member Rate
See Availability
Cambria Hotel Orlando Universal Blvd
6801 Visitors Circle,
Orlando, FL, 32819, US
18.38 km from Winter Park, FL, USA
3.57 stars rating. Good. 541 reviews3.57 stars rating. Good. 541 reviews
Book Now & Save 15%
Strikethrough Rate:~~$409~~Discounted rate:$350USD/night
Member Rate
See Availability
Quality Inn Orlando Near International Drive
8342 Jamaican Ct,
Orlando, FL, 32819, US
20.5 km from Winter Park, FL, USA
1.91 stars rating. Fair. 69 reviews1.91 stars rating. Fair. 69 reviews
Book Now & Save 19%
Strikethrough Rate:~~$240~~Discounted rate:$194USD/night
Member Rate
See Availability
Suburban Studios Orlando - Ocoee/Winter Garden
11241 W Colonial Drive,
Ocoee, FL, 34761, US
19.64 km from Winter Park, FL, USA
2.42 stars rating. Fair. 55 reviews2.42 stars rating. Fair. 55 reviews
Book Now & Save 5%
Strikethrough Rate:~~$189~~Discounted rate:$180USD/night
Member Rate
See Availability
Quality Inn near Blue Spring
445 S. Volusia Ave.,
Orange City, FL, 32763-5807, US
39.12 km from Winter Park, FL, USA
3.24 stars rating. Good. 640 reviews3.24 stars rating. Good. 640 reviews
Book Now & Save 7%
Strikethrough Rate:~~$95~~Discounted rate:$88USD/night
Member Rate
See Availability
Comfort Inn & Suites Tavares North
1380 E Burleigh Blvd,
Tavares, FL, 32778, US
43.44 km from Winter Park, FL, USA
3.81 stars rating. Good. 1393 reviews3.81 stars rating. Good. 1393 reviews
Book Now & Save 12%
Strikethrough Rate:~~$120~~Discounted rate:$106USD/night
Member Rate
See Availability
Clarion Inn International Drive
8444 International Drive,
Orlando, FL, 32819-9329, US
20.58 km from Winter Park, FL, USA
1.99 stars rating. Fair. 544 reviews1.99 stars rating. Fair. 544 reviews
Book Now & Save 14%
Strikethrough Rate:~~$258~~Discounted rate:$222USD/night
Member Rate
Fees included
See Availability
Comfort Inn Kissimmee-Lake Buena Vista South
5196 West Irlo Bronson Memoria,
Kissimmee, FL, 34746, US
32.34 km from Winter Park, FL, USA
3.67 stars rating. Good. 1329 reviews3.67 stars rating. Good. 1329 reviews
Book Now & Save 9%
Strikethrough Rate:~~$214~~Discounted rate:$194USD/night
Member Rate
Fees included
See Availability
Clarion Inn & Suites Kissimmee-Lake Buena Vista South
4985 W. Irlo Bronson Memorial,
Kissimmee, FL, 34746, US
31.71 km from Winter Park, FL, USA
2.74 stars rating. Fair. 1136 reviews2.74 stars rating. Fair. 1136 reviews
Book Now & Save 5%
Strikethrough Rate:~~$124~~Discounted rate:$119USD/night
Member Rate
Fees included
See Availability
Econo Lodge Inn & Suites Maingate Central
4669 West Irlo Bronson Hwy.,
Kissimmee, FL, 34746, US
33 km from Winter Park, FL, USA
3.01 stars rating. Fair. 1794 reviews3.01 stars rating. Fair. 1794 reviews
Book Now & Save 6%
Strikethrough Rate:~~$79~~Discounted rate:$75USD/night
Member Rate
Fees included
See Availability
Rodeway Inn Clermont North
20329 US Highway 27,
Clermont, FL, 34715, US
44.12 km from Winter Park, FL, USA
2.75 stars rating. Fair. 298 reviews2.75 stars rating. Fair. 298 reviews
Book Now & Save 16%
Strikethrough Rate:~~$86~~Discounted rate:$72USD/night
Member Rate
See Availability
Quality Inn & Suites Heritage Park
2039 E. Irlo Bronson Hwy,
Kissimmee, FL, 34744, US
33.8 km from Winter Park, FL, USA
3.9 stars rating. Good. 1089 reviews3.9 stars rating. Good. 1089 reviews
Book Now & Save 10%
Strikethrough Rate:~~$189~~Discounted rate:$170USD/night
Member Rate
See Availability
Quality Inn & Suites Mt Dora North
16630 US 441 W.,
Mount Dora, FL, 32757, US
40.88 km from Winter Park, FL, USA
3.46 stars rating. Good. 1321 reviews3.46 stars rating. Good. 1321 reviews
Book Now & Save 7%
Strikethrough Rate:~~$88~~Discounted rate:$82USD/night
Member Rate
See Availability
Comfort Suites Maingate East
2775 Florida Plaza Blvd,
Kissimmee, FL, 34746, US
33.57 km from Winter Park, FL, USA
4.42 stars rating. Excellent. 4690 reviews4.42 stars rating. Excellent. 4690 reviews
Book Now & Save 10%
Strikethrough Rate:~~$364~~Discounted rate:$328USD/night
Member Rate
See Availability
Quality Inn & Suites Kissimmee near Main Gate
7785 W. Irlo Bronson Memorial,
Kissimmee, FL, 34747, US
37.08 km from Winter Park, FL, USA
3.76 stars rating. Good. 1556 reviews3.76 stars rating. Good. 1556 reviews
Book Now & Save 10%
Strikethrough Rate:~~$235~~Discounted rate:$212USD/night
Member Rate
See Availability
Quality Inn Clermont West Kissimmee
9330 W. US Highway 192,
Clermont, FL, 34714, US
40.95 km from Winter Park, FL, USA
2.8 stars rating. Fair. 305 reviews2.8 stars rating. Fair. 305 reviews
Book Now & Save 7%
Strikethrough Rate:~~$163~~Discounted rate:$152USD/night
Member Rate
Fees included
See Availability
Quality Inn & Suites By the Parks
2945 Entry Point Boulevard,
Kissimmee, FL, 34747, US
37.34 km from Winter Park, FL, USA
4.27 stars rating. Excellent. 2167 reviews4.27 stars rating. Excellent. 2167 reviews
Book Now & Save 10%
Strikethrough Rate:~~$235~~Discounted rate:$212USD/night
Member Rate
See Availability

Change your dates to book properties below.

MainStay Suites Orlando Altamonte Springs
644 Raymond Avenue,
Altamonte Springs, FL, 32701, US
9.43 km from Winter Park, FL, USA
2.86 stars rating. Fair. 362 reviews2.86 stars rating. Fair. 362 reviews
Sold outfor your selected dates
See Availability
Comfort Suites Near Universal Orlando Resort
5617 Major Blvd.,
Orlando, FL, 32819, US
16.17 km from Winter Park, FL, USA
4.46 stars rating. Excellent. 2478 reviews4.46 stars rating. Excellent. 2478 reviews
Sold outfor your selected dates
See Availability
Westgate Towers Resort
7600 W. Irlo Bronson Highway,
Kissimmee, FL, 34747, US
37.39 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Comfort Suites Downtown
2416 N. Orange Ave.,
Orlando, FL, 32804, US
3.22 km from Winter Park, FL, USA
4.24 stars rating. Excellent. 2987 reviews4.24 stars rating. Excellent. 2987 reviews
Sold outfor your selected dates
See Availability
NEW TO CHOICE
Orlando Inn International Drive Area
5900 American Way,
Orlando, FL, 32819, US
18.08 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Westgate Vacation Villas Resort
7700 Westgate Boulevard, Building B,
Kissimmee, FL, 34747, US
38.11 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Rodeway Inn Kissimmee Maingate West
7455 WEST IRLO BRONSON HGHWAY,
Kissimmee, FL, 34747, US
36.94 km from Winter Park, FL, USA
2.79 stars rating. Fair. 696 reviews2.79 stars rating. Fair. 696 reviews
Sold outfor your selected dates
See Availability
Sleep Inn & Suites Orlando International Airport
1700 McCoy Road,
Orlando, FL, 32809, US
16.03 km from Winter Park, FL, USA
3.85 stars rating. Good. 2200 reviews3.85 stars rating. Good. 2200 reviews
Sold outfor your selected dates
See Availability
Westgate Palace Hotel/ Universal/ I Drive
6145 Carrier Drive,
Orlando, FL, 32819, US
19.07 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Cambria Hotel Orlando Airport
7986 Conway Road,
Orlando, FL, 32812, US
15.81 km from Winter Park, FL, USA
4.11 stars rating. Very Good. 1147 reviews4.11 stars rating. Very Good. 1147 reviews
Sold outfor your selected dates
See Availability
Comfort Suites Orlando Airport
1936 McCoy Road,
Orlando, FL, 32809, US
16.03 km from Winter Park, FL, USA
4.3 stars rating. Excellent. 3860 reviews4.3 stars rating. Excellent. 3860 reviews
Sold outfor your selected dates
See Availability
Westgate Lakes Resort & Spa
9500 Turkey Lake Road,
Orlando, FL, 32819, US
22.16 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Quality Inn & Suites Orlando Airport
2601 McCoy Rd.,
Orlando, FL, 32809, US
15.95 km from Winter Park, FL, USA
3.19 stars rating. Good. 1578 reviews3.19 stars rating. Good. 1578 reviews
Sold outfor your selected dates
See Availability
Westgate Leisure Resort
6950 Villa de Costa Drive,
Orlando, FL, 32821, US
25.54 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Westgate Town Center Resort
7700 Westgate Boulevard, Building A,
Kissimmee, FL, 34747, US
38.11 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
NEW TO CHOICE
Radisson Hotel Orlando Lake Buena Vista South
5150 W. Irlo Bronson Highway,
Kissimmee, FL, 34746, US
32.15 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Coming soonStart booking 23 Feb 2026
See Availability
NEW HOTEL
Comfort Inn & Suites Orlando Sanford Airport
3043 E. Lake Mary Blvd.,
Sanford, FL, 32773, US
21.88 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Coming soonStart booking 26 Feb 2026
See Availability
Suburban Studios International Drive
7102 International Drive,
Orlando, FL, 32819, US
19.38 km from Winter Park, FL, USA
3.14 stars rating. Good. 1109 reviews3.14 stars rating. Good. 1109 reviews
Sold outfor your selected dates
See Availability
Comfort Inn & Suites Orlando North
590 Ava Court,
Sanford, FL, 32771, US
24.52 km from Winter Park, FL, USA
4.47 stars rating. Excellent. 3274 reviews4.47 stars rating. Excellent. 3274 reviews
Sold outfor your selected dates
See Availability
Bluegreen Vacations Fountains, an Ascend Collection Resort
12400 South International Driv,
Orlando, FL, 32821, US
26.12 km from Winter Park, FL, USA
4.12 stars rating. Very Good. 514 reviews4.12 stars rating. Very Good. 514 reviews
Sold outfor your selected dates
See Availability
Westgate Blue Tree Resort
12007 Cypress Run Road,
Orlando, FL, 32836, US
27.42 km from Winter Park, FL, USA
No Reviews YetNo Reviews Yet
Sold outfor your selected dates
See Availability
Country Inn & Suites by Radisson, Orlando Airport, FL
5440 Forbes Pl,
Orlando, FL, 32812, US
15.46 km from Winter Park, FL, USA
3.53 stars rating. Good. 554 reviews3.53 stars rating. Good. 554 reviews
Sold outfor your selected dates
See Availability
Clarion Inn & Suites Across From Universal Orlando Resort
5829 Grand National Drive,
Orlando, FL, 32819, US
16.57 km from Winter Park, FL, USA
3.85 stars rating. Good. 2149 reviews3.85 stars rating. Good. 2149 reviews
Sold outfor your selected dates
See Availability

Other Winter Park searches

All Hotels in Winter Park

Hotel Deals in Winter Park

Extended Stay Hotels in Winter Park

Pet Friendly Hotels in Winter Park

Top Rated Hotels in Winter Park

Good to know

Boutique hotels

20 of 43 hotels in Winter Park

Highest Price

$899

Lowest Price

$72

Avg. rating

2.6 (42473 reviews)