Blues From The Top 2026


Book your Blues Festival lodging!

Select your lodging for a memorable weekend of sunshine and music in Winter Park for the Annual Blues from the Top!  StayWinterPark offers lodging throughout the area - pick a condo, townhome, or large private home.

Festival dates are June 26- June 28.  

Friday: The Wood Brothers, Marc Broussard

Saturday:  Kenny Wayne Shephard, Jimmie Vaughn, North Mississippi Allstars, Bywater Call and more to come!

Sunday: Los Lobos, Southern Hospitality, Blind Boys of Alabama, Vanessa Collier

Get tickets your tickets here!



Properties Available 144 properties available
This charming studio unit is ideally situated in a prime downtown location, conveniently near various shops, restaurants, and year-round activities. The free town shuttle stops directly in front of the building, making it an excellent place to unwind after a day of outdoor enjoyment.The open floor layout features newly installed flooring across th
Hot HOT 22
Snowblaze Condos Building E Unit 102
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 71
A vintage one-bedroom condominium provides a cozy rental option, featuring a private balcony and situated on the ground floor of the building allowing for convenient access to parking and the complimentary town shuttle service.In the primary living area, unwind by the gas fireplace, enjoy the television equipped with a VCR, and make use of the quee
Hot HOT 19
Hi Country Haus Unit 2501
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 27
A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint. You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your evening
Hot HOT 19
Beaver Village Unit #0612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 16
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hot HOT 21
Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 45
Welcome to your cozy mountain retreat, Spruce Ridge Unit A, nestled in the charming town of Fraser. This inviting 2-bedroom, 2-bathroom townhome offers a perfect blend of comfort and convenience, ideal for families or small groups of friends. You'll love the private deck with outdoor dining and relaxing in the private hot tub with views of Byers Pe
Hot HOT 24
Spruce Ridge Unit A
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.6 5
Whether you’re here for skiing or to bask in the beautiful summer weather, our location is unbeatable. We are just a short walk from downtown Winter Park and approximately two miles from the Winter Park Resort. This two bedroom two bath condo on the second floor offers all the amenities you need, including a private deck with views of the Winter P
Hot HOT 23
Beaver Village Unit #0623
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 19
With an unbeatable location just minutes from the slopes and walking distance to town, this inviting third-floor unit combines comfort, convenience, and cozy mountain charm—perfect for families, couples, or friends looking to maximize their time together.Inside, you'll find a clean and stylishly updated space featuring all-new furniture, a fully eq
Hot HOT 16
Beaver Village Unit #0334
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid
Hot HOT 19
Beaver Village Unit #2031
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
The 1 bedroom condominium with 607 square feet, is situated on the ground floor of the building, offering convenient access to the main clubhouse located just across the parking lot, as well as the free town shuttle stop.The living room features an open floor plan with modern furnishings, creating a cozy space to relax by the fireplace and take in
Hot HOT 33
Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 84
Retreat to the mountains at this magnificent, newly built residence featuring breathtaking views of the mountains and lake, complemented by a luxurious interior designed 4-bedroom home that accommodates up to 9 guests. This remarkable mountain residence showcases beetle-kill hardwood flooring on the main level, highlighted by hand-hewn wooden plank
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

224 GCR 4034
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 1
This exquisitely renovated two bedroom residence serves as an ideal destination for a mountain retreat. It is characterized by its bright and welcoming atmosphere, offering breathtaking mountain views from three private decks. Conveniently situated just minutes from downtown Winter Park and roughly three miles from the Winter Park Resort, the pro
Hot HOT 20
Silverado I Building B Unit 204
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 15
The condominium is well-maintained boasting a modern kitchen equipped with new appliances, cabinets and countertops. The dining space features an elegant wooden table complemented by comfortable cushioned chairs, accommodating up to six individuals. An added perk of the dining area is the extra side window, allowing ample natural light to filter
Hot HOT 21
Beaver Village Unit #0724
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 17

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