Jackson Hole: Week One
ABOUT TRIP
Hi I’m Chuck the “Ski Guy” your trip host!
Feel free to call me with any questions at
215-397-7767 or email me at chuck@singlestravelservice.com
*Season Pass Holders Can Receive A $400 Discount During Registration
*Airfare Not Included
Jackson Hole
Jackson Hole, Wyoming is one of the most iconic and unforgettable ski destinations in the U.S. Known for its dramatic terrain, big-mountain energy, and authentic western character, it delivers a ski experience unlike anywhere else. From long, gentle beginner runs to exciting mid-mountain terrain and legendary expert steeps, Jackson Hole truly has something for everyone.
Beyond the slopes, the town of Jackson brings the adventure to life with its one-of-a-kind western vibe—packed with amazing restaurants, lively bars, live entertainment, boutique shopping, and a charm you won’t find at any other resort.
For experts, Jackson Hole is a bucket-list mountain. For beginners and intermediates, it offers natural progression, exceptional grooming, and plenty of accessible terrain. It’s a destination that consistently exceeds expectations.
Join Us in February
This will be our 23rd Annual Jackson Hole Singles Ski Week, and after more than a decade of hosting this trip, we’ve perfected the formula for fun. Whether you’re a first-timer or a seasoned pro, this is a week filled with world-class skiing, great food, and an exciting après scene—all shared with a friendly group of like-minded travelers
Who Joins Our Trips
New to Singles Ski? Here’s what you can expect: we typically host 30–50 guests, ages 40 to 65+, with an average age around 52 and a well-balanced mix of men and women. Skiers and riders range from first-timers to experts, so you’ll always find a comfortable group to ski with—and plenty of new friends along the way.
Visit our testimonial page to hear what past guests have to say about their Jackson Hole adventure!
TRIP PACKAGE DETAILS
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6 nights lodging at the 49er Inn & Suites
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4-day all-mountain lift ticket
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Included meals:
• 6 hot buffet breakfasts (pancakes, eggs & more)
• Steak & fish buffet dinner at The Wort Hotel
• Welcome buffet at the 49er Meeting Room (sandwiches & salads)
• All-you-can-eat appetizer dinner & Happy Hour at Roadhouse Brewery
• Pizza & salad party at the 49er Meeting Room
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Roommate matching available for singles
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On-site singles hosts throughout the week
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Pre-arranged discounted ski rentals
TRIP ITINERARY
Sunday – Arrival Day
Location: 49er Inn & Suites – Rear Building Meeting Room
7:00 PM – Welcome & Orientation Party
Included dinner with sandwiches and salad. Meet your hosts and fellow travelers.
Monday – Jackson Hole Mountain Resort
Location: Teton Village
7:00–9:00 AM – Breakfast buffet (hotel restaurant)
8:00 AM – Early departure for guests needing rentals
9:00 AM – Main group departs for the mountain
9:40 AM – Group picture under the Jackson Hole sign
12:30 PM – Group lunch at Rendezvous Restaurant (all ability levels)
6:15 PM – Happy Hour at The Wort Hotel – Goldpiece Room
7:00 PM – Included buffet dinner at The Wort Hotel
Tuesday – Teton Village Day
Location: Jackson Hole Mountain Resort
7:00–9:00 AM – Breakfast buffet
12:30 PM – Lunch at Rendevues
5:15 PM – Special Happy Hour and included appetizer buffet at Town Square Tavern
(Appetizers included; cash bar available)
Wednesday – Free Day
Location: Jackson & Surrounding Areas
7:00–9:00 AM – Breakfast buffet
Take the day to relax, explore, or enjoy an optional excursion.
Suggested Activities:
• Day trip to Grand Targhee (sign-up required)
• Ski Jackson Hole an additional day
• Explore downtown Jackson or relax at the hotel
Thursday – Mountain Day
Location: Jackson Hole Mountain Resort
Reminder: Call and schedule your taxi for Saturday
7:00–9:00 AM – Breakfast buffet
12:30 PM – Group lunch at Rendevues
4:00 PM – Happy Hour at the Mangy Moose Bar (cash bar)
Dinner on your own – explore Jackson’s local favorites
Friday – Farewell Dinner
Location: Teton Village & Jackson
7:00–9:00 AM – Breakfast buffet
12:30 PM – Lunch at Basement Gourmet Sandwich Shop (Mangy Moose)
8:00 PM – Included pizza and salad dinner in the hotel party room (under the lobby)
10:00 PM – Farewell Happy Hour at the Million Dollar Cowboy Bar
Saturday – Departure Day
Location: Hotel Checkout
7:00–9:00 AM – Breakfast buffet
Check out, say your goodbyes, and begin your journey home.
Important Notes:
• Alcohol is not included with dinners
• Restaurant locations and menu options may vary based on group size
• All events are private and exclusive to our group and subject to change
1. Ski Grand Targhee
Grand Targhee is known as the Powder Capital of the West. When Jackson Hole is between storms, locals head to Targhee for fresh snow and fun, soft turns. It’s an easy, scenic ride from Jackson and the perfect choice for anyone who loves powder, snowboards, or wants a totally different mountain experience.
2. Yellowstone Full-Day Snowmobile Tour
A once-in-a-lifetime winter adventure
This is one of the most popular activities we offer—and every year, without exception, guests tell us it’s the best day of the week. Experience Yellowstone National Park in the heart of winter, when the scenery is at its most magical. We’ve run this tour for 18 years, and it remains one of the true highlights of the Jackson Hole trip.
Our snowmobile outfitter recommends reserving early, as other weeks have already sold out and government restrictions may limit the number of available park entrance passes.
What you’ll see:
• Yellowstone’s famous bison herds
• Lewis Falls
• West Thumb Geyser Basin
• The Continental Divide
• Old Faithful (timed around a predicted eruption)
• Shoshone Overlook
• Kepler Cascades
• Moose Falls
(Approx. tour time: 6:30 AM – 6:00 PM, ~90 miles of trail riding)
If this excursion is one of the reasons you chose our Jackson Hole trip, signing up early is a smart move.
TRIP HOTEL DETAILS
Our Hotel: The 49er Inn & Suites
330 W Pearl Ave, Jackson, WY 83001
P- 307-733-755
The 49er Inn & Suites is a warm, welcoming lodge located right in the heart of downtown Jackson—just a short walk from shops, restaurants, nightlife, and the town’s famous western charm. Recently updated and known for its friendly atmosphere, the 49er offers spacious rooms, cozy fireplaces, two hot tubs, an indoor pool, and a full hot breakfast each morning.
It’s the perfect home base for your Jackson Hole singles ski week: close to the ski shuttle, steps from everything in town, and packed with the amenities you want after a long day on the mountain.
TRIP RESOURCES
Room Mate Match:
We guarantee a room mate match up until 14 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.
Ski Rental:
Our group ski ticket entitles us to a 20% discount of our ski rentals. If you want to register early for your rental skis us this link: Rental Link
Use coupon code singletravel1920 at the checkout to receive your discount
Transportation to Jackson Hole Ski Resort:
Our guests prefer to manage their own transportation to Jackson.. as it is a great opportunity to burn up those miles. Airport Code is JAC
There is NO shuttle service at Jackson Hole Airport so upon arrival you will be taking a ride share which is very similar to an Uber however there are larger vehicles that can carry all of your luggage and ski gear and are available upon arrival of all flights. Try to pair up with someone also waiting for a ride share going to town, the more people that share the less expensive the trip will be…
Arrival Time:
When you book your air to Jackson Hole try to arrive no later than 5 PM so you will have time to attend the Sunday evening welcome party, it is a great way to meet everybody and learn about our weeks activities. We will have sandwiches, salad and soda so come hungry. If you have trouble finding flights consider arriving a day early or staying a day late.. it is a popular alternative.
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