Top Winter Park Hotel Deals

Make the Most of Your Winter Park Stay

European-inspired sophistication in Central Florida

Winter Park distinguishes itself from Orlando's theme park landscape through its Mediterranean Revival architecture, century-old oak canopy, and refined cultural offerings. The Morse Museum houses the world's most comprehensive collection of Louis Comfort Tiffany works, including the reconstructed chapel from the 1893 World's Columbian Exposition. Rollins College, Florida's oldest recognized institution, anchors the city with its Spanish-style campus along Lake Virginia. The historic Scenic Boat Tour, operating since 1938, glides through interconnected lakes past estates that reveal why this became a winter retreat for Northern industrialists.

Park Avenue and culinary distinction

Park Avenue functions as the city's elegant spine, where brick-paved sidewalks connect over 140 boutiques, galleries, and restaurants beneath mature trees. The dining scene earned national attention when The Ravenous Pig helped pioneer Florida's gastropub movement, with quality establishments now extending into the revitalized Hannibal Square district. Business travelers appreciate the walkability between the Alfond Inn, meeting venues, and dining options, while the SunRail station provides direct access to downtown Orlando's corporate centers.

Accessible natural beauty

The Winter Park Chain of Lakes offers an unexpected natural dimension, with 7 connected bodies of water accessible by kayak or pontoon tour. Mead Botanical Garden's 47 acres provide trails through diverse Florida ecosystems minutes from Park Avenue. The city sits just an hour from both Atlantic beaches and Kennedy Space Center, making it an efficient base for exploring Central Florida beyond the attractions corridor.

Frequently Asked Questions about Winter Park

Can I book hotels in Winter Park with miles on Delta Stays?

Yes, you can book your hotel stay in Winter Park using your Delta miles, either for the total amount or in combination with money to reserve your stay. Upon accessing your Delta SkyMiles® account, you will find Member-valued offers at participating properties that could enhance your visit.

What are the benefits of booking my Winter Park hotel on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 you spend on completed hotel stays and vacation rentals booked through Delta Stays. You will also enjoy access to special Member offers at select properties, and have the flexibility to pay with miles, cash, or a combination of both. Simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash to ensure you earn your miles. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Can I change or cancel my hotel booking made through Delta Stays?

Each property maintains its own cancellation policy. We recommend reviewing the specific cancellation policy displayed under each hotel's details before completing your reservation. Some rates may be refundable, while others may be non-refundable. Any modifications or cancellations to your reservation may affect the mileage credits you earn and receive in your account.

Can I book with my Delta SkyMiles® American Express® Card?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card grants you additional miles and valuable benefits, including an annual credit of up to $200 on your statement applicable toward prepaid accommodation or vacation rental reservations made through Delta Cars and Stays. Terms apply. For an overview of the advantages associated with your card membership, please visit the Delta SkyMiles® American Express Credit Cards page where you can review complete benefit details.

Can I earn MQDs on Delta Stays hotel bookings?

Delta Stays occasionally offers valued promotions allowing SkyMiles Members to accumulate Medallion® Qualification Dollars when booking accommodations through their platform. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

Do I need to be a Delta SkyMiles Member to book a hotel on Delta Stays?

No, anyone can book hotels through Delta Stays. However, only SkyMiles Members can earn miles and access Member-only prices and offers. As a Member, you will earn 2 miles per $1 you spend on Delta Cars and Stays (excluding taxes and additional charges). Plus joining SkyMiles is free. Register today by visiting the delta.com.

Can I book a vacation rental through Delta Stays?

Absolutely, Delta Stays features an extensive collection of vacation rentals in addition to traditional hotel accommodations. Explore the variety of homes, condos, and unique accommodations powered by Vrbo on the Vacation Rentals page.

Which hotels have high ratings in Winter Park?

You will find 6 hotels in Winter Park to choose from when you book on Delta Stays. The Alfond Inn has a guest rating of 9.6 out of 10, and features 2 outdoor pools and a restaurant.

What's a good time of year to visit Winter Park?

To experience Winter Park during great weather, consider a visit in October when temperatures cool and the skies clear after summer storms. For off-peak prices and fewer crowds, consider visiting during June when hotel rates drop significantly, though you'll encounter warm temperatures and afternoon rainfall.

Which hotels in Winter Park are located closest to Winter Park Village?

Winter Park Village blends upscale shopping with oak-shaded walkways and fountains. The outdoor center transforms at dusk with twinkling lights and lively restaurant patios. Popular hotels include Grand Bohemian Orlando, Autograph Collection which is a short drive away. Another top hotel is The Alfond Inn and it is within a short drive.

Which hotels in Winter Park are located near Full Sail University?

Full Sail's campus replicates professional studios with recording spaces, soundstages, and a Hollywood-style backlot. Book a Behind the Scenes Tour to watch students master entertainment industry skills. One popular hotel is Grand Bohemian Orlando, Autograph Collection which is a short drive away. Another hotel is The Alfond Inn and it is within a short drive.

Which hotels in Winter Park are located near Casa Feliz Historic Home Museum?

This 1932 Spanish farmhouse showcases Andalusian architecture with period furnishings and hosts Sunday "Music at the Casa" concerts overlooking Lake Osceola. The Alfond Inn is a popular hotel, which is just a short walk away. Another top hotel is Grand Bohemian Orlando, Autograph Collection and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar