A First-Timer’s Guide to a Sisters Vacation

Chris Smith | 12.30.19

Vacations are a time for new places, new people and new adventures. While going somewhere new is exciting, it can also be a challenge. Finding your rental, planning an itinerary, choosing somewhere to eat – when will you have time to have fun? Luckily, we’re making it easy to visit Sisters, Oregon by bringing you our complete first-timer’s guide to a Sisters vacation. You can forget the frantic planning and get right to having fun.

Where to Stay

First things first – you’ll need the perfect place to stay. We’ve got a variety of Sisters vacation rentals sure to fit any vacation style; choose from rustic cabins, private homes or luxurious condos, all close to the best things Sisters has to offer. Our cozy cabins outside of the city are perfect for those seeking a quiet place to rest after a busy day. Or, stay close to the heart of the action in our private downtown homes that are luxurious and convenient. We also have options in neighboring communities – Pine Meadow Village, Black Butte Ranch, or Camp Sherman are all great attraction destinations with great Sisters Vacation rentals. If you’re bringing Fido, be sure to book one of our many dog-friendly rentals! All our rentals are in prime locations and come with comfortable amenities, making them your perfect home-away-from-home while you’re here.

Things to Do in Sisters, Oregon

Enjoy an Annual Festival

Sisters has a variety of annual events and festivals that offer visitors a taste of local life. The Sisters Outdoor Quilt Show happens every July and is the largest outdoor quilt show in the USA. Or kick up some dust in June at the Sisters Rodeo to see some bulls, broncs, and boots action. If you’re visiting in the fall, the Sisters Folk Festival in September is a three-day music event presenting roots, bluegrass, and blues tunes.

Blaze a Trail

A trip to Sisters isn’t complete without a trail-blazing adventure. The hundreds of miles of scenic trails that surround the city make it easy to blaze a path through the wilderness. Whether you’re biking, hiking, or climbing, you’re sure to find a place that calls to your sense of adventure.

The Metolius River Trail winds through seven miles of Douglas firs, waterfalls, and sleepy river views. Visit nearby Smith Rock to hike 12 distinct trails, climb a mountain, or take a dizzying walk on a slackline. The Black Butte Lookout trail is one that every visitor should hike at least once. It’s a moderate climb, but the trail has an array of wildlife along the way and the highest peak offers stunning views of the entire Sisters area.

Of course, there are hundreds of lesser-known trails that offer their own charms and challenges. Visit our hiking page for a handy trail map and set off on a new path to experience your own taste of Sisters scenery.

Shred Some Snow

Skiing, snowboarding, snowtubing – we’ve got plenty of ways to shred some winter snow. HooDoo Ski Area and Mt. Bachelor Ski Resort are both close to Sisters and offer visitors a chance to ski, tube, or snowboard down some steep slopes. They also offer lessons, a variety of family-friendly activities, and provide some delicious hot chocolate to warm your frosty toes.

Where to Eat in Sisters

Three Creeks Brewing Company

721 Desperado Court
(541) 549-1963

This 10-barrel brewery makes and serves its own Central Oregon craft beer. You can tour their brewery to see the process for yourself before sampling some of their custom brews and enjoying some of the best pub food in the Northwest. It’s kid-friendly, casual style is perfect for families or beer lovers as a first stop or a fun ending to your day.

Sisters Saloon & Ranch Grill

190 East Cascade
(541) 549-7472

This western-themed bar and restaurant creates delicious family meals in an iconic setting. From burgers to steaks and more, each item on the menu is delicious and 100% locally grown. It’s also one of the most photographed buildings in Central Oregon, so bring your appetite and your camera!

Sisters Bakery

251 East Cascade
(541) 549-0361

This full-scale bakery is perfect for that afternoon sweet-tooth. Doughnuts, pastries, cakes, cookies, and all types of sweets are made in-house and served fresh.

Where to Find More

Need more info? These planning resources will help you plan the ultimate Sisters experience!

Places to Stay

Places to Eat

Places to Play

Sisters Chamber of Commerce

Use this guide and save yourself time by booking your stay directly with Sisters Vacation Rentals! Say hello to a vacation state of mind.

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