Since 2018, OUT Central Oregon has hosted Winter PrideFest to celebrate Pride, Inclusivity, and a combined love for the outdoors. Now, over 1,500 participants flock to the gorgeous Cascade Mountains to party through a variety of events. Come celebrate the gayest event in the Cascades with us as we frolic from Portland, to Bend, and Mount Bachelor!

We are so excited to host this group trip with our friends from First Nature Tours to celebrate Pride in our home state! We'll start the festivities in Portland and take First Nature's luxury sprinter to Mount Hood Meadows to enjoy lunch amongst Oregon's highest peak. Continuing to Bend, we'll embark on 3 days of winter pride festivities including the Campfire Hotel Pool Party, group meals at a selection of our favorite restaurants in Bend, a guided snowshoe and bonfire experience, the Winter PrideFest dance party, Drag Brunch, and more. There will also be plenty of time to hit the slopes on Mount Bachelor if you're looking to ski or snowboard!

Check out the itinerary below. We hope you can join us for this epic weekend!!

Overview

Today we'll be enjoying breakfast together along Portland's trendy Mississippi Ave and hit a couple iconic locations downtown including Powell's City of Books before heading to the mountains. On our way to Bend, we'll stop along the slopes of Oregon's highest peak, Mount Hood, to enjoy an included buffet lunch at the historic Timberline Lodge. Continuing our scenic roadtrip to Bend, we'll check in at the Campfire hotel, enjoy free time to unwind, and make our way to the Winter Snocial, Winter PrideFest's premier opening event for a fantastic evening of drinking, drag, and frivolity.

> If flying in and arriving on Wednesday, 3/8: We recommend staying at Jupiter NEXT.

> Those who are in town early, we'll be sure to get together for an informal group dinner to enjoy a bit more of what Portland has to offer. More details TBD within our group chat!

Mississippi Ave & Powell's City of Books Tour

Traverse down Mississippi Ave and admire one of Portland's most vibrant and creatively-influenced neighborhoods. Then, your guide will drive you through a couple of Portland's most charming neighborhoods, the Pearl District and NW Portland. We'll stop at Powell's City of Books, where the rooms of books are almost as endless as Portland's love for coffee. Explore the world's largest bookstore, head down Union Alley to shop at a few trendy locations, or grab a coffee at one of the many recommended nearby cafes.

Breakfast - Included Meal

At Fried Egg I'm In Love. Portland's Best Breakfast Sandwich. Each fried egg sandwich has a punny name, a perfectly cooked egg, and is crafted with love. This is also the place for the best breakfast burritos in town, with incredible gluten-free and vegan options.

Tour at Timberline Lodge

Board your private transfer to Timberline Lodge. This scenic drive will be approximately 1.5hrs long. Once featured in "The Shining", Timberline Lodge is an Oregon architectural wonder. Set high on the shoulder of one of the most iconic peaks in the Pacific Northwest, Timberline continues, after 85 years, to offer one of the most exciting and unique high-alpine mountain experiences in North America.

Lunch - Included Meal

After a short tour of the grounds, enjoy a decadent lunch buffet inside the lodge, inclusive of coffee and non-alcoholic beverages.

Check-in at Campfire

After a day full of touring, it's time to check-in and choose your own adventure. Take a moment for a little R&R, check out the many amenities offered at Campfire, or head into town to explore. Take this time to enjoy dinner on your own, or join the group at a nearby location.

Hike to Pilot Butte or Chill Poolside

Choose your own adventure. Guide Kieron will be available for those that are  interested in a short hike up Pilot Butte for panoramic views of Bend and the Cascade Range.

Bend Winter PrideFest's 'Snocial' 

Join us for opening night and get your Winter PrideFest weekend started off right! Mix and mingle with other queer folx and allies over food and drinks. This year’s Welcoming Snocial will overlook the Deschutes River right in the heart of the Old Mill District. Featuring drag performances and more! Food trucks and cocktails will be available on-site. Venue will have heated, indoor tent space and an outdoor mingling area. Don't forget to dress warmly!

Overnight at Campfire

Overview

Meet in the hotel lobby at 8:15 a.m., our group will depart for a grab-and-go breakfast at a local queer-owned bakery, and continue onward to Mount Bachelor for a day of skiing, sledding, or snowshoeing. After lunch, we'll head back to Campfire to enjoy free time relaxing, or opt for a beautiful hike up to Pilot Butte for panoramic views of the city. In the evening we'll head to Zydeco for dinner together, and end the day with an epic guided snowshoe and bonfire experience.

Guided Snowshoe to Todd Lake

As a free and included active option, get outside and explore more of Mount Bachelor by snowshoe. Please plan to arrive at the Forest Service Snowshoe Hut at Mt. Bachelor West Village Lodge 10-15 minutes prior to your program.

(OPTIONAL ADD-ON) Ski/Snowboard at Mt Bachelor

All-Mountain Lift Tickets grant you skiing & riding access on any open lifts for your chosen calendar date(s) during Mt. Bachelor's Winter 2024/25 season.

Afternoon Free Time: Pool and Chill

After lunch, group will return to the hotel. Participants are free to explore downtown on own or enjoy down-time at the hotel.

Group Dinner at Zydeco - Included Meal

With a menu inspired by the vibrant culinary traditions of Louisiana, Zydeco serves up hearty dishes like jambalaya, gumbo, po’ boys, and crawfish étouffée, all bursting with bold spices and fresh ingredients.

NOTE: For those that will be doing the evening snowshoe, please dress for the activity as you will be departing directly from dinner. 

(OPTIONAL ADD-ON) Guided Snowshoe & Bonfire Experience 

Group shuttle provided from dinner. Snow pants, snow boots and snowshoes will be provided by your snowshoe guides. Deep snow awaits our exploration on snowshoes under the starry skies! Strap on the snowshoes to a spectacular, hand-carved amphitheater in the snow. Snow chairs will have been hand-carved into the snow and a bonfire will be glowing. Dessert and hot cocoa with a splash of Hazelnut Espresso Vodka will be served before heading back to civilization.

Overnight at Campfire

Overview

We're heading back to Mount Bachelor this morning with a quick stop at the LGBTQ+ owned Sparrow Bakery for a grab-and-go breakfast. At Mount Bachelor, we'll have the option to participate in a guided snowshoe tour, go sledding, or hit the lifts for skiing and snowboarding. The party is just getting started in the West Village Lodge. Grab some lunch and a drink, and join the dance party! After plenty of time on the mountain, we'll head back to Campfire for a wild pride pool party in their heated pool. The evening continues with our group farewell dinner at Wild Rose Northern Thai, and ends with a grand finale at the Winter PrideFest Dance Party.

Guided Snowshoe Tour 

As a free and included active option, get outside and explore more of Mount Bachelor by snowshoe. Please plan to arrive at the Forest Service Snowshoe Hut at Mt. Bachelor West Village Lodge 10-15 minutes prior to your program.

(OPTIONAL ADD-ON) Skiing/Snowboarding at Mt Bachelor

All-Mountain Lift Tickets grant you skiing & riding access on any open lifts for your chosen calendar date(s) during Mt. Bachelor's Winter 2024/25 season.

West Village Lodge Party

Live music by a DJ with special drag guest in the West Village Lodge. Enjoy dancing and living-it up in the scenic setting of Mount Bachelor. For lunch on your own, check out Clearing Rock Bar inside the lodge for a delicious bite.

Campfire Hotel Pool Party

This will take place at the Campfire Hotel pool. Grab your swimwear and head on down to the outdoor heated pool for an incredible time celebrating Pride with many many others!

Farewell Dinner at Wild Rose Northern Thai - Included Meal

Known for its authentic northern Thai cuisine, the restaurant serves up bold, aromatic flavors with a focus on fresh ingredients and traditional recipes. Put on your Winter PrideFest Dance Party best, and we'll head out for one last fantastic dinner all together.

Winter PrideFest Dance Party

The fun of Winter PrideFest continues at our queer dance party hosted by a very special Emcee and featuring several drag performances. Enjoy a space for all queer people and allies to come together and dance the night away! Indoor venue. No re-entry allowed.

Overnight at Campfire

Group Champagne Brunch - Included Meal

The festivities continue with one more soiree! Come for one final hurrah as we close out the festival with a toast of champagne! Share in the spirit of unity, community and laughter as we enjoy brunch together prior to setting out through the mountains and back to Portland. Brunch includes one main dish, champagne,  coffee, and water.

Guided Hike at Smith Rock

One of the most beautiful and most iconic natural monuments in Oregon. Smith Rock is the perfect spot for scenic views of deep river canyons and steep volcanic cliffs. As one of the most popular rock-climbing locations on the West Coast, a hike around the base of Smith Rock is truly awe-inspiring.

Private Transfer to Portland 

After an incredible weekend together, all good things must come to an end. Savor the memories made as we make our way back across the Cascade Range to Portland.

Departures:

If flying home from PDX (Portland), we recommend a departure time AFTER 3:00pm PST.
If flying home from RDM (Redmond), you can reserve a much earlier departure time, but will miss the hike at Smith Rock.