Wild Montana


Bigfork, Montana


August 18th ~ 24th | August 28th ~ September 3rd | September 8th ~ 14th


From $3400 PP

Join us in beautiful Bigfork, MT for an unforgettable week of adventure & pickleball. Activities include horseback riding and a western-style BBQ dinner on a classic Montana ranch, an entire day exploring Glacier National Park by vintage bus, and a pontoon boat cruise on Flathead Lake, the largest body of water west of the Mississippi River. Last but not least, participate in 12+ hours of pickleball at the world-class Jewel Basin Center, which will be split between instruction from our professional coaches and play with locals.

*** The Crown of the Continent pickleball tournament will be held in Bigfork, MT at the Jewel Basin Center from August 26th – 28th. If you are interested in participating and would like to add additional nights to your stay, please contact us at connect@pickleballtrips.com ***

Trip Details

What’s Included

  • 6 nights at quaint cottage or condo style accommodations (please note accommodations vary based on dates)
  • Meals excluding breakfasts, one lunch, and two dinners
  • All group activities including tours, guide fees, pickleball clinics, etc.
  • Transportation after arrival in Montana (optional)

What’s Not Included

  • Airfare to/from Glacier Park Int’l Airport (FCA) 
  • Optional activities such as whitewater rafting, kayaking, fly fishing, etc.
  • National park entry pass (unless traveling in Pickleball Trips’ vehicle)
  • Alcoholic beverages
  • Travel insurance, medical coverage, etc.

Maximum Group Size  16

Activity Level  5/10


Bridge Street Cottages or Jewel View Cottages

Bridge Street Cottages (June & September Tours)

Our luxury cottages are located in the beautiful village of Bigfork, in a grove of tall Ponderosa pines, where the Swan River flows into Bigfork Bay. It’s an idyllic setting for our luxury cottages that are full of amenities, including; AC, free WiFi, daily housekeeping, with a manager available 24 hours. Additionally, the cottages are just a short stroll to the restaurants, galleries, shops and live theater that have made our village one of the Northwest’s premier destinations. Hiking, fishing, golf, food, art and shops are all available in the village of Bigfork or nearby. Our cottages are the ideal place for weddings, reunions, workshops, or simply a relaxing retreat.

Jewel View Cottages (August Tours)

A well appointed property with gorgeous mountain views, just steps away from the Jewel Basin Center, your home for pickleball during your trip. The entire property, which includes six 1-bedroom units and two 3-bedroom units will be reserved for your trip, so enjoy the shared outdoor space with your fellow pickleball enthusiasts, or retreat to your cottage, each with its own living room and kitchen. The Cottages are also just minutes away from quaint Bigfork Village and centrally located to all of your activities.

Trip instructors


Print Itinerary
Day 1


  • Arrival at Glacier Park Int’l Airport (FCA)
  • Pickleball Trips shuttle pickup or self-transfer to Bigfork
  • Check into Bridge Street/Jewel View Cottages
  • Optional trip to grocery store
  • Tour briefing and dinner in town
Day 2


  • Breakfast on your own; at your cottage or local spot
  • Morning pickleball instruction beginning at 9:00 AM with Pickleball Trips instructors
  • Return to accommodation
  • Transfer to horse ranch (~0:30 hrs) for 1 hour scenic horseback or wagon ride followed by western-style BBQ dinner
Day 3


  • Breakfast on your own; at your cottage or local spot
  • Morning pickleball instruction beginning at 9:00 AM with Pickleball Trips instructors
  • Lunch at Grateful Bread
  • Return to accommodation
  • Afternoon pickleball social with local players at the Jewel followed by a cookout
Day 4


  • Breakfast on your own; at your cottage or local spot
  • Transfer to Glacier National Park (~1:00 hr) for private bus tour including Going To The Sun Road with stops for lunch and a hike
  • Return to Bigfork (~1:00 hr)
  • Dinner on your own at restaurant in town
Day 5


  • Breakfast on your own; at your cottage or local spot (Pocketstone might just have the best cinnamon rolls this side of the Mississippi)
  • Morning pickleball instruction beginning at 9:00 AM with Pickleball Trips instructors
  • Return to accommodation
  • Pontoon Boat cruise and simple lunch on Flathead Lake
  • Free evening for dinner and exploration
Day 6


  • Breakfast on your own; at your cottage or a local spot
  • Free morning for optional activities including hiking, fly fishing, kayaking, paddle boarding, etc. (we recommend booking these in advance) or relaxing.
  • Lunch on your own
  • Afternoon, guided recreational play with Pickleball Trips instructors and participants
  • Finale dinner at Schafers in Bigfork
Day 7


  • Breakfast on your own; at your cottage or a local spot
  • Pickleball Trips shuttle drop off or self-transfer to Glacier Park Int’l Airport (FCA)/onward destination

*Please note that the itinerary is subject to modifications between now and the beginning of the tour. Exact dates of activities may also vary.

Purchase your trip:

Pay a 20% deposit per item

Cancellation Policy

91+ Days Prior to Start Date Full Refund Minus 20% Nonrefundable Deposit*
61 ~ 90 Days Prior to Start Date 50% Refund of Total Trip Cost
31 ~ 60 Days Prior to Start Date 25% Refund of Total Trip Cost
0 ~ 30 Days Prior to Start Date None (20% Deposit Transferable)

Cancellation policy effective for all new trip purchases after 6/9/21.

Travel Insurance

We strongly encourage all travelers to invest in travel insurance to both minimize your financial risks of traveling and provide you with peace of mind to fully enjoy the your trip. Travel insurance can provide many helpful resources including refunds or assistance for any of the following situations that may arise before or during a trip:

  • You need to cancel your participation on the tour
  • You need to cancel or change a flight
  • Lost baggage during the trip
  • Stolen items during the trip
  • Medical costs during the trip

We suggest you talk to your insurance provider to ask about the travel insurance plans available to you. You can also compare policies online. Here are two well-known travel insurance providers to consider:

Travelex Travel Insurance
Travel Guard

You can also use InsureMyTrip.com to compare multiple companies’ plans.