winter park ski resort

Winter Park Singles Ski Vacation

Join us this winter as we return to Winter Park after a 3-year hiatus.  We’ve had so many requests for another Winter Park week that we decided to add it back to the mix in our 2023 winter schedule. This is one of our favorite destinations not only because of its proximity to Denver making travel a breeze, but also due to it’s spectacular varied terrain covering over 3000+ acres. Winter Park is an inexpensive high end ski week with lots of perks, plenty of singles, great food, and of course lots of great skiing.

Loosely divided into 5 distinct areas with varying terrain and levels of difficulty making the resort easy to navigate with plenty of hidden gems. It’s the kind of destination that brings back regulars year after year… The mountain tops off at over 12,000 ft. with a 3000’ vertical which includes trail skiing (166 trails) + plenty off piste opportunities including some of the best high alpine bowls and endless manicured glades for the adventurous.   Amazingly the resort has 25 lifts including the new gondola limiting any long lines.

Being only 65 miles from Denver, Winter Park is a first choice for Denver locals but the good news is we arrive on Sunday as everyone is heading back to work.  For us this means No Crowds & No Lines! Imagine a resort with facilities designed for thousands virtually empty during the week.

Our on site Hotel ‘The Vintage’ is located next to the entrance of the base village and features the popular ‘Five Mountain Tavern’ bar and grill adjacent to the main hotel lobby. Facilities also include a free Wi-Fi, modern gym, outdoor heated pool and hot tub overlooking the slopes.

Winter Park was voted “Best Ski Resort in North America” in 2018 with good reason…. Winter Park has more than 3,000 acres of terrain, world class glade runs, beautiful bowls, powder stashes and word famous “Mary Jane” bump runs

  • Shared Room $2,220
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  • Private Room 2,875
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Season Pass Holders Will Receive a $300 Discount During Registration

Hi, I’m “Chuck the ski guy”your trip Host. Feel free to call me with any questions 215-397-7767

Or email me at

See Tabs Below For Vacation Details:

Trip Itinerary

7 PM           Welcome/Orientation Party – Hotel Meeting Room – Included Light Dinner

7:-9   AM     Breakfast Buffet Served at the Hotel Restaurant. Included Breakfast
9:00   AM    Meet in Lobby to Pick Up Ski Rentals
10:00 AM    Mountain Tour
12:30 PM     Meet for Lunch Sunspot
4:00   PM     Meet Lobby Bar for Happy Hour
7:00   PM     Included Dinner St Louis Creek

7-9 AM      Breakfast Buffet Served at the Hotel Restaurant. Included Breakfast
12:30         Meet for Lunch Snoasis
4:00  PM   Meet Lobby Bar for Happy Hour
6:30   PM    Included Dinner in town

Wednesday           FREE DAY
7-9   AM      Breakfast Buffet Served at the Hotel Restaurant. Included Breakfast
                     Activity Suggestions:
                                Day Off/Rest, Extra Ski Day, Tubing

7-9   AM      Breakfast Buffet Served at the Hotel Restaurant. Included Breakfast
12:30 PM    Meet for Lunch – Main Base Lodge
6:30  PM    Bowling Night in Town! (food for purchase)

7-9 AM      Breakfast Buffet Served at the Hotel Restaurant. Included Breakfast
12:30 PM   Meet For Lunch – Mary Jane Base Lodge
4:00 PM    Meet Lobby Bar for Happy Hour
7:00  PM    Included Dinner Hotel Private Dining Room

7-9 AM      Breakfast Buffet Served at the Hotel Restaurant. Included Breakfast
Travel Day

Alcohol is not included with dinners
Restaurants & Menu Choices Can Vary With Group Size

Our events are private and only available to group members.


Trip Package Details

Our Winter Park Ski Week Includes:
6 Nights Lodging @ The Vintage Hotel (On Mountain- Base of the Village) No Shuttle!!
Arrive Sunday – 6 Nights – Depart Saturday
4 Day Mountain Lift Ticket
Optional Wednesday Activities
Private Mountain Tour
Included Meals:
……Daily Buffet Breakfast (6)
……Sunday: Welcome Reception with Light Dinner
……Monday: Buffet Dinner @ Hotel
……Tuesday: Private Bus To Town- Bowling Night! A group Favorite (food available for purchase)
….. Thursday: Private Bus to Dinner In Town
……Friday: Farewell Dinner @ Hotel
Room Mate Match for Singles
On Site Hosts
Discounts on Ski Rentals
Discount on Airport Shuttle Service





Shared Hotel Room $2,100

Private Hotel Room $2550


Trip FAQs

Important Note: Be sure to book your van from Denver airport to Winter Park… Best to call Home James Shuttle.

Trip Resources

Discount Ski Rentals:
Use this link for discount on Ski/ Board rentals

LINK:  Van Service – Airport to Hotel

Room Mate Match:
We guarantee a room mate match up until 21 days before departure after that you must purchase a private room and if we will make every effort to provide you a room mate but if we cant you will be responsible for the private room. Our room mate match is always same sex and if possible best age match.

Check In & Out:
The Vintage Hotel Check in time is 4pm and Check out is 10am – Rooms might be available earlier however official check in is 4pm.

Trip Hotel Details

The Vintage Hotel
100 County Road 70
Winter Park Resort
Winter Park, CO 80482
  • Amenities
    • Restaurant on Site
  • Lodging Facility Amenities
    • Bar/Lounge
    • Business Center
    • Exercise/Fitness Facilities
    • Free Parking
    • Hot Tub
    • Laundry
    • Microwave
    • Outdoor Pool
    • Refrigerator


Transportation Details

Discount transfers from Denver airport to Breckenridge – Use this link to sign up for van service with discount.

Home James Shuttle Service

Trip Optional Day

Snow Tubing