Saved to wishlist
Book with confidence. Read more.
Randi's Grill & Pub offers a cozy Irish pub atmosphere with a focus on locally sourced, fresh ingredients, serving hearty Irish and American classics alongside an extensive beer and wine selection. Enjoy slow-poured Guinness, comfort food favorites, and a lively spot to watch your favorite team in Winter Park.
Deno's Mountain Bistro offers gourmet American fare in a cozy, classy atmosphere, blending steakhouse elegance with casual comfort. Located in a historic stagecoach stop, it provides a unique dining experience with a wide range of menu options.
Hernando's Pizza Pub offers delicious pizzas and pastas in a lively atmosphere adorned with thousands of colorful dollar bills. This iconic Winter Park spot combines great food with a fun, eclectic vibe.
Smokehouse BBQ offers mouthwatering barbecue classics with tender meats and savory sides, creating a warm and inviting atmosphere perfect for family gatherings. The restaurant's dedication to quality and service makes it a standout in the BBQ scene.
Wake N' Bacon in Chicago’s Lakeview offers a vibrant, tropical-inspired brunch experience with a creative fusion of American, Latin, and Asian flavors, all served in a fun, Instagram-worthy setting where you can even add CBD to your dishes and drinks. It’s casual yet lively, perfect for food lovers seeking bold tastes and unique ambiance.
The Ditch on 40 is a lively roadside bar and grill in Winter Park, serving flavorful New Mexican dishes made with authentic Hatch chile alongside hearty burgers and refreshing margaritas in a casual, family-run atmosphere.
McDonald's offers classic fast-food favorites like burgers, fries, and shakes in a convenient, friendly setting known worldwide for quick service and its iconic Golden Arches. It blends familiar flavors with a casual atmosphere that welcomes millions daily across the globe.
Carver's Breakfast & Burgers in Winter Park offers fresh, homemade American classics like hearty breakfasts and craft burgers in a cheerful, cozy setting with friendly service and locally sourced ingredients. It's the perfect spot to fuel up before or after your mountain adventures.
Stoney's Winter Park is a locally owned sports bar offering comfort food with Italian influences in a lively Colorado-themed setting. It's the perfect spot to catch a game and enjoy great food and drinks.
Cooper Creek Square in Winter Park offers a vibrant outdoor dining and shopping experience with nine diverse restaurants serving everything from BBQ to Asian and Mexican cuisine, all set in a friendly mountain town atmosphere complete with live music and local boutiques.
Experience thrilling winter fun at Coca-Cola Tubing Hill in Winter Park, where riders of all ages zoom down four exciting lanes with banked curves and ride a covered conveyor back up for nonstop adventure. Perfect for families and friends seeking fast-paced snow tubing excitement.
Winter Park Resort offers thrilling winter fun from skiing and snowboarding to tubing, snowshoeing, and scenic snowcat tours, perfect for families and adventure seekers craving unforgettable mountain experiences. Whether you’re on skis or not, there’s endless excitement for all ages.
The Grand Park Community Recreation Center offers a vibrant space for fun and fitness, featuring a natatorium, gym, and classes, perfect for families and individuals seeking active entertainment. It's ideal for those looking to stay active and engaged in a lively community setting.
Experience the unique charm of Fraser Valley Distilling, where mountain-crafted spirits meet delicious food in a picturesque setting. Perfect for those seeking a blend of quality drinks and scenic beauty.
Fraser Tubing Hill offers a fun, family-friendly snow tubing experience with gentle lifts and varying speed lanes, perfect for all ages. It's an ideal winter activity for families and groups seeking excitement and relaxation in a scenic Colorado setting.
Cooper Creek Square in Winter Park offers a lively mountain-town vibe with diverse dining, unique shops, live music, and family-friendly fun like climbing boulders and seasonal events—perfect for foodies, shoppers, and anyone seeking a vibrant outdoor gathering spot.
Trestle Bike Park in Winter Park, Colorado offers over 40 miles of lift-serviced downhill trails with options for all skill levels, from beginner to pro. Its diverse terrain, expert-built jumps and technical features make it a thrilling destination for mountain biking enthusiasts seeking stunning mountain views and nonstop adventure.
Crater Lakes Trail via South Boulder Creek Trailhead offers a scenic hike through meadows and forests to three stunning alpine lakes, perfect for nature lovers seeking peaceful views, waterfalls, and rewarding climbs. Ideal for hikers who enjoy moderate challenges and tranquil wilderness escapes.
Fraser Valley Sports Complex offers a versatile outdoor experience with its NHL-sized covered ice rink, multiple sports fields, sand volleyball courts, and a fun playground—perfect for families, sports enthusiasts, and groups seeking active recreation in a stunning mountain setting.
Jim Creek Trail offers a scenic hike through dense forest, peaceful creek crossings, and stunning waterfalls, perfect for moderate-level hikers who enjoy nature’s variety and year-round adventure near Winter Park. It’s ideal for those seeking both easy walks and challenging climbs with rewarding views.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 23, 2025 | $2484 | Available |
| Nov 24, 2025 | $1923 | Available |
| Nov 25, 2025 | $1922 | Available |
| Nov 26, 2025 | $2601 | Not Available |
| Nov 27, 2025 | $2607 | Not Available |
| Nov 28, 2025 | $2949 | Not Available |
| Nov 29, 2025 | $2072 | Not Available |
| Nov 30, 2025 | $1549 | Available |
| Dec 1, 2025 | $1549 | Available |
| Dec 2, 2025 | $1549 | Available |
| Dec 3, 2025 | $1549 | Available |
| Dec 4, 2025 | $1549 | Available |
| Dec 5, 2025 | $1833 | Available |
| Dec 6, 2025 | $1968 | Not Available |
| Dec 7, 2025 | $1800 | Not Available |
| Dec 8, 2025 | $1549 | Not Available |
| Dec 9, 2025 | $1549 | Available |
| Dec 10, 2025 | $1549 | Available |
| Dec 11, 2025 | $1633 | Available |
| Dec 12, 2025 | $2150 | Available |
| Dec 13, 2025 | $2204 | Available |
| Dec 14, 2025 | $1873 | Available |
| Dec 15, 2025 | $1549 | Available |
| Dec 16, 2025 | $1549 | Available |
| Dec 17, 2025 | $1549 | Available |
| Dec 18, 2025 | $2799 | Available |
| Dec 19, 2025 | $2799 | Available |
| Dec 20, 2025 | $2799 | Not Available |
| Dec 21, 2025 | $2799 | Not Available |
| Dec 22, 2025 | $2799 | Not Available |
| Dec 23, 2025 | $2799 | Not Available |
| Dec 24, 2025 | $2799 | Not Available |
| Dec 25, 2025 | $2799 | Not Available |
| Dec 26, 2025 | $2799 | Not Available |
| Dec 27, 2025 | $2799 | Not Available |
| Dec 28, 2025 | $2799 | Not Available |
| Dec 29, 2025 | $2799 | Not Available |
| Dec 30, 2025 | $2799 | Not Available |
| Dec 31, 2025 | $2799 | Not Available |
| Jan 1, 2026 | $2949 | Not Available |
| Jan 2, 2026 | $2949 | Not Available |
| Jan 3, 2026 | $2949 | Not Available |
| Jan 4, 2026 | $2568 | Not Available |
| Jan 5, 2026 | $1930 | Not Available |
| Jan 6, 2026 | $1914 | Not Available |
| Jan 7, 2026 | $2076 | Not Available |
| Jan 8, 2026 | $2426 | Available |
| Jan 9, 2026 | $2576 | Available |
| Jan 10, 2026 | $2440 | Available |
| Jan 11, 2026 | $2101 | Available |
| Jan 12, 2026 | $1552 | Available |
| Jan 13, 2026 | $1549 | Available |
| Jan 14, 2026 | $1647 | Available |
| Jan 15, 2026 | $2209 | Available |
| Jan 16, 2026 | $2586 | Not Available |
| Jan 17, 2026 | $2715 | Not Available |
| Jan 18, 2026 | $2365 | Available |
| Jan 19, 2026 | $2211 | Available |
| Jan 20, 2026 | $2048 | Available |
| Jan 21, 2026 | $1623 | Available |
| Jan 22, 2026 | $1992 | Available |
| Jan 23, 2026 | $2449 | Available |
| Jan 24, 2026 | $2376 | Available |
| Jan 25, 2026 | $2116 | Available |
| Jan 26, 2026 | $1641 | Available |
| Jan 27, 2026 | $1643 | Available |
| Jan 28, 2026 | $1803 | Available |
| Jan 29, 2026 | $2132 | Available |
| Jan 30, 2026 | $2554 | Available |
| Jan 31, 2026 | $2584 | Not Available |
| Feb 1, 2026 | $2267 | Not Available |
| Feb 2, 2026 | $1654 | Not Available |
| Feb 3, 2026 | $1660 | Available |
| Feb 4, 2026 | $1825 | Available |
| Feb 5, 2026 | $2165 | Available |
| Feb 6, 2026 | $2594 | Not Available |
| Feb 7, 2026 | $2629 | Not Available |
| Feb 8, 2026 | $2178 | Not Available |
| Feb 9, 2026 | $1608 | Not Available |
| Feb 10, 2026 | $1613 | Not Available |
| Feb 11, 2026 | $1747 | Not Available |
| Feb 12, 2026 | $2949 | Not Available |
| Feb 13, 2026 | $2949 | Not Available |
| Feb 14, 2026 | $2949 | Not Available |
| Feb 15, 2026 | $2949 | Not Available |
| Feb 16, 2026 | $2949 | Not Available |
| Feb 17, 2026 | $2949 | Not Available |
| Feb 18, 2026 | $2312 | Not Available |
| Feb 19, 2026 | $2744 | Not Available |
| Feb 20, 2026 | $2877 | Not Available |
| Feb 21, 2026 | $2712 | Not Available |