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Check prices in Winter Park for tonight, Oct 3 - Oct 4
Oct 3 - Oct 4
Tomorrow night
Check prices in Winter Park for tomorrow night, Oct 4 - Oct 5
Oct 4 - Oct 5
Next weekend
Check prices in Winter Park for next weekend, Oct 9 - Oct 11
Oct 9 - Oct 11

Most frequently booked Winter Park hotels

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Free cancellation
Reserve now, pay when you stay
19.06 km from city centre
The price is CA $311 per night
CA $311
CA $350 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Florida Mall and Hoffner Plaza Shopping Center are located nearby.
Pool
Free WiFi
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 $195 per night
CA $195
CA $219 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this family-friendly aparthotel 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 Orlando Vineland Premium Outlets are located nearby.
Pool
Hot tub
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Free cancellation
Reserve now, pay when you stay
25.35 km from city centre
The price is CA $137 per night
CA $137
CA $154 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Orlando Vineland Premium Outlets are located nearby.
Pool
Hot tub
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 $214 per night
CA $214
CA $240 total
Nov 3 - Nov 4
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’s Volcano Bay are located nearby.
Pool
Hot tub
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
Free cancellation
Reserve now, pay when you stay
28.38 km from city centre
The price is CA $89 per night
CA $89
CA $100 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
Pool
Pet-friendly
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
22.08 km from city centre
The price is CA $113 per night
CA $113
CA $156 total
Oct 4 - Oct 5
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 Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Pool
Hot tub
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
Free cancellation
Reserve now, pay when you stay
27.24 km from city centre
The price is CA $137 per night
CA $137
CA $154 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando Vineland Premium Outlets and Orange County Convention Center are located nearby.
Pool
Hot tub
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
Free cancellation
Reserve now, pay when you stay
23.19 km from city centre
The price is CA $128 per night
CA $128
CA $192 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay 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
17.72 km from city centre
The price is CA $132 per night
CA $132
CA $148 total
Oct 19 - Oct 20
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
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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
The price is CA $420 per night from Oct 28 to Oct 29
CA $420
CA $516 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)

Top hotels in Winter Park for Extended Stay

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
The price is CA $195 per night from Oct 25 to Oct 26
CA $195
CA $219 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (6,921 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
15,776 hotels
Lowest Price
CA $100
Highest Price
CA $516
Popular hotels
Hyatt Regency Orlando International Airport, Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, Marriott's Grande Vista, Universal's Cabana Bay Beach Resort, Rosen Inn Lake Buena Vista, Avanti International Resort, Sheraton Vistana Villages Resort Villas, I-Drive/Orlando, Westgate Lakes Resort & Spa Universal Studios Area, DoubleTree by Hilton at the Entrance to Universal Orlando

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 $100 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 15,776 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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Loved our stay. Great staff."
A verified traveller stayed at Drury Plaza Hotel Orlando - Disney Springs Area
Drury Plaza Hotel Orlando - Disney Springs Area