You have three days, two nights in Bend, Oregon with your best buddies. How will you spend the time? You will play a ton of golf, no doubt. You will also drink great beer, have some epic adventures, and make incredible memories. A buddies trip in Bend, Oregon at Pronghorn Resort is like a reunion with everything awesome. Both nationally acclaimed Pronghorn Resort golf courses have emerged as bucket-list destinations for golfers of all levels. We’re here to help you craft the perfect buddies trip itinerary in Bend, Oregon.

Special Group Golf Offer! It’s never to late to schedule a buddies golf trip, especially as we push back aerification to allow for more play the first two weeks in October. Now through the end of October, groups of 8 or more can come stay or just play at Pronghorn Resort Sunday – Thursday and save BIG when you book by September 1! Starting at just $549 per person, you and your buddies can enjoy:
*  2 nights in a luxurious 4 bedroom Villa
* Unlimited golf on the Jack Nicklaus Signature Course
* One box lunch
* Free round-trip airport transportation
* Unlimited range balls
Can’t stay? Come out and enjoy the same two day mid-week offer for just $325 per person. Book by September 1 and receive an additional
$100 food and beverage credit per group. Call David Matich541-693-5403 or email to book your group.

The plan.

Arrive on a Sunday evening and meet up on the patio of your 4-bedroom villa at Pronghorn Resort. Mix a few bourbon cocktails, throw some steaks on the grill, then eat, laugh, and drink a few pints of your favorite Bend beers. Talk about the best golf holes you’ve played this year and get ready for an epic round on the Jack Nicklaus Signature Course. Need your steaks delivered and your growlers filled? Let us know and we’ll have all the necessary accoutrements ready and waiting for your group. Feeling energetic after your trip to Bend, Oregon? Hit some sunset balls on the driving range after dinner and then return to your villa for a game of poker and cigars.


You’ll probably wake up with the sun Monday morning because you’re so excited for your tee time. Spend an hour on the driving range hitting balls after breakfast at the Trailhead Grill. Then head to the golf shop to check in for your tee time and purchase a few souvenirs to remember your trip. (If you forget this important step, don’t worry. You can buy Pronghorn Resort gear in our online store.) Grab your box lunch from the Grill on the Green and head to the first tee on the Jack Nicklaus Signature Course. After an epic round with your buddies, you’ll either want to do it all over again — and you can with the unlimited golf available in our current Special Group Golf Offer — or you’ll need some time to relax at the pool. Laughing and reviewing your game with your best buddies is what this trip is all about! We suggest pairing a Boneyard Beer IPA poolside.

Buddies Trip Itinerary Bend Oregon

An epic buddies trip for these friends who travelled all around the west coast playing all the top courses. They ended their 20-round trip at Pronghorn Resort. Photo courtesy of @lifeofalooper

At this point, you might want to keep playing golf. And we understand if that’s all you want to do for two days straight. You get unlimited golf when you book our current Special Group Golf Offer, so there’s no reason not to head back out for a late afternoon or evening round.

If you’re ready to give your clubs a break and head out on the town, here are some other suggestions for an awesome buddies trip itinerary in Bend, Oregon:

Ride the Cycle Pub around downtown and enjoy some of Bend’s best craft beers.

The Cycle Pub is one of the most entertaining ways to travel through downtown Bend, Oregon. Gather your group and hop on the pedal-powered mobile pub and get ready for lots of laughs and great craft beer. Your driver (or bike pilot) will take you along the Bend Ale Trail to some of the best breweries in town. At each stop you are welcome to hop out, visit the brewery for a few minutes, and fill up a growler with one more incredible Bend beer. Then hop back on, fill your cup and enjoy the views around town.

Buddies Trip Itinerary Bend Oregon

The Cycle Pub is a must-do for any successful buddies trip. Image courtesy of Bend Tour Company.

Bungee jump over the Crooked River.

If you’re going to bungee jump, it’s best that you do it with a group of your best friends. Located at the high bridge in the beautiful PS Ogden State Park, Central Oregon Bungee Adventures bungee site offers stunning views of the Crooked River Gorge and Cascade Mountains. In close proximity to Smith Rock State Park, you could make a day of bungee jumping, rock climbing, and hiking before heading back to your villa at Pronghorn Resort for dinner and drinks.

Buddies Trip Itinerary Bend Oregon

It’s high fives all around after bungee jumping into the Crooked River Gorge! Image courtesy Central Oregon Bungee Adventures.

Take a helicopter tour over golf courses and Cascade peaks.

By this time you know how incredible the Jack Nicklaus Signature Course is from the ground. How about viewing it from the air for a golf course experience like no other? Big Mountain Heli-Tours will pick you up right here at Pronghorn Resort and fly you up above both of our award-winning golf courses. Watch your favorite tracks fly by from above, get new perspective on your favorite holes, and take some incredible photos for your Instagram followers. Continue west on your tour and get the best views of our beautiful Cascade mountain peaks.

Buddies Trip Itinerary Bend Oregon

Get a birds eye view of our golf courses with Big Mountain Heli-Tours. Continue west to the Cascades for mountain views like you’ve never experienced. Image courtesy of Big Mountain Heli-Tours.


Rent a mountain bike and ride some of the best single track in the country.

We now have mountain bike rentals at Pronghorn Resort. That means your vacation access to Central Oregon’s incredible single track just got even better. Contact Guest Services and we will help your group get the right bike for your adventure. We can also help you plan which trail is best suited to your skill levels. If you’d rather go on a planned excursion, you might want to check out the Bend Dirt & Distillery package from Cog Wild. Enjoy a Crater Lakes Spirits tasting after a great day on local trails.


Get a massage. Play more golf. 

So you’ve explored the best buddies trip destinations in Bend, Oregon, but really all you want to do is return to Pronghorn Resort and hit more golf balls. We understand. The allure of the Jack Nicklaus Signature Course is strong. That’s why we’ve included unlimited golf and range balls in our current Special Group Golf Offer! Come back to your villa and schedule a massage at The Spa at Pronghorn. The 35-minute Mini Swing Pick Me Up Massage will focus on those tired shoulder and back muscles you’ve been overusing on the golf course. Loosen all those golf-swinging muscles and you’ll be ready for your next round!

It’s hard to leave your Pronghorn Resort buddies trip in Bend, Oregon behind. Before you leave, take a look at all of the real estate opportunities at Pronghorn Resort. You might find that perfect homesite for your Bend, Oregon vacation home where you’ll host next year’s buddies trip in Bend, Oregon reunion.


No matter how you do it, a Buddies Trip in Bend, Oregon is the best. Now through the end of October, groups of 8 or more can come stay or just play at Pronghorn Sunday – Thursday and save BIG when you book by September 1. Call David Matich541-693-5403 or email to book your group.