A snow-covered mountain range with dense forests in the foreground.
Photo by Michael McCue
Open Photo by Michael McCue

Winter Park Village Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Winter Park Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 25 - Jan 29

    Holiday Inn Express & Suites Denver Ne - Brighton by IHG + Flight

    Brighton
    4 nights
    2.5 star property
    9.2/10 - Wonderful (499 reviews)
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • 1 stop
    CA $1,239
    CA $1,019
    per traveller
    found 1 day ago
    Holiday Inn Express & Suites Denver Ne - Brighton by IHG
  • Jan 25 - Jan 29

    Cabins on Main Longmont + Flight

    Longmont
    4 nights
    3.5 star property
    9.4/10 - Exceptional (86 reviews)
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • 1 stop
    CA $1,322
    CA $1,075
    per traveller
    found 1 day ago
    Cabins on Main Longmont
  • Jan 25 - Jan 29

    Hotel Longmont + Flight

    Downtown Longmont
    4 nights
    3.0 star property
    9.6/10 - Exceptional (113 reviews)
    "This was one of the best hotel experiences I've had, especially for the nightly cost."
    Reviewed November 7, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • 1 stop
    CA $1,838
    CA $1,528
    per traveller
    found 1 day ago
    Hotel Longmont
  • Jan 25 - Jan 29

    Residence Inn by Marriott Boulder Broomfield + Flight

    Louisville
    4 nights
    3.0 star property
    8.8/10 - Excellent (685 reviews)
    "I booked this hotel bc of the gym. Their treadmill is broken. Nobody was able to even walk on it let alone run! They should communicate that their equipment is defective. Only one person at the time can workout in that room."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • 1 stop
    CA $2,942
    CA $2,511
    per traveller
    found 1 day ago
    Residence Inn by Marriott Boulder Broomfield
  • Dec 30 - Jan 3

    The Source Hotel + Flight

    River North Art District
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,004 reviews)
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YKF - DEN • 1 stop DEN - YYZ • 1 stop
    CA $1,444
    CA $1,241
    per traveller
    found 21 hours ago
    The Source Hotel

Where to stay in Winter Park Village

Find the best Winter Park Village areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park Village
Learn more about Winter Park Village

Old Town Winter Park

If you're looking for some top things to see and do in Old Town Winter Park and surrounding area, you can visit Winter Park Ski Resort and Trestle Bike Park.

Hideaway Village South

When in Hideaway Village South, you can plan a visit to Bella Vita and Hideaway Park, some noteworthy sights in the nearby area.

Hideaway Junction

Though Hideaway Junction might not have many top sights, you can venture to the surrounding area to see attractions like Grand Park Community Recreation Center and Cozens Ranch House Museum.

Elk Court Cabins

Elk Court Cabins might not have many top sights, but Bella Vita and Hideaway Park are two attractions nearby that you can check out.

Hideaway Village

If you're looking for some top things to see and do in Hideaway Village and surrounding area, you can visit Bella Vita and Hideaway Park.

Discover the most popular places to visit in Winter Park Village

Winter Park Village Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.