Book Cheap Hotels in Winter Park

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Most frequently booked Winter Park hotels

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Free cancellation
Reserve now, pay when you stay
19.67 km from city centre
The price is CA $182 per night
CA $182
CA $205 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Pool
Hot tub
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive Orlando FL
Free cancellation
Reserve now, pay when you stay
20.32 km from city centre
The price is CA $85 per night
CA $85
CA $124 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Pool
Hot tub
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Free cancellation
Reserve now, pay when you stay
22.58 km from city centre
The price is CA $94 per night
CA $94
CA $106 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Pool
Pet-friendly
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
Free cancellation
Reserve now, pay when you stay
22.08 km from city centre
The price is CA $104 per night
CA $104
CA $144 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Pool
Hot tub
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
Free cancellation
Reserve now, pay when you stay
17.81 km from city centre
The price is CA $122 per night
CA $122
CA $138 total
Jan 15 - Jan 16, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
Pool
Hot tub
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Free cancellation
Reserve now, pay when you stay
23.42 km from city centre
The price is CA $100 per night
CA $100
CA $151 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Pool
Pet-friendly
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3 out of 5
7160 N Frontage Rd Orlando FL
Free cancellation
Reserve now, pay when you stay
15.88 km from city centre
The price is CA $130 per night
CA $130
CA $147 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Hoffner Plaza Shopping Center are located nearby.
Pool
Hot tub
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Free cancellation
Reserve now, pay when you stay
30.47 km from city centre
The price is CA $152 per night
CA $152
CA $171 total
Jan 27 - Jan 28, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Pool
Hot tub
DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

4 out of 5
60 South Ivanhoe Boulevard Orlando FL
Free cancellation
Reserve now, pay when you stay
5.99 km from city centre
The price is CA $158 per night
CA $158
CA $178 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Pool
Pet-friendly
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See all available properties in Winter Park
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top family friendly Winter Park hotel deals

The Alfond Inn

The Alfond Inn

300 East New England Avenue Winter Park FL
Get rates
9.4/10 Exceptional! (1,008 reviews)

Top hotels in Winter Park for Extended Stay

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

1500 Sand Lake Road Orlando FL
9/10 Wonderful! (2,370 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winter Park hotels essential information

Accommodation
14,889 hotels
Lowest Price
CA $106
Highest Price
CA $271
Popular hotels
Universal's Cabana Bay Beach Resort, Wyndham I-Drive Avanti Resort & Conference Center, Rosen Inn at Pointe Orlando, Avanti International Resort, DoubleTree by Hilton at the Entrance to Universal Orlando, DoubleTree by Hilton Hotel Orlando at SeaWorld, La Quinta Inn & Suites by Wyndham Orlando Airport North, Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, DoubleTree by Hilton Hotel Orlando Downtown

Frequently asked questions

What are the top kid-friendly hotels in Winter Park?
Take some of the trials out of traveling with young ones by booking a family-friendly Winter Park hotel. From special amenities to extra-helpful services, these stays feature perks that'll help make your trip go off without a hitch: Settle in at Cute bungalow minutes walk from Park Avenue.. It comes with a fireplace, pet-friendly facilities and a commitment to making families feel at home. The Alfond Inn is another top pick. After a fun day of exploring Winter Park, come back home to your comfortable room and perks like a swimming pool and a pillowtop mattress.
Where can I find cheap hotels in Winter Park?
At Travelocity you'll find really nice hotels in Winter Park at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winter Park rather than in Winter Park. We may find you even better rates, too.
How do I find the best Winter Park hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winter Park then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winter Park?
The cheapest hotel in Winter Park is CA $106 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winter Park?
There are 14,889 hotels in Winter Park on Travelocity.
What are the best hotels in Winter Park?
Winter Park has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winter Park for you!
When is the best time to visit Winter Park?
If you want the joy of a fun-filled trip in peak season, visit Winter Park during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, April and December.
When is the cheapest time to stay in Winter Park?
Based on historic data is usually the cheapest month to visit Winter Park. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winter Park?
There are multiple hotels in Winter Park that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winter Park. We have plenty of kid-friendly hotels in Winter Park to choose from on Travelocity!
Why book a hotel in Winter Park through Travelocity?
Because we have the top hotels in Winter Park! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winter Park on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winter Park hotel reviews by fellow wanderers

La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Very convenient location "
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Orlando Airport North
La Quinta Inn & Suites by Wyndham Orlando Airport North

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