Sisters Harvest Faire
Oct 8-11, 2026

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4 Days • 3 Nights

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$2299.00
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10 Guests
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Min Age 21+
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Central Oregon

Price

$2299.00

Deposit: $250

Trip Overview

Celebrate the beauty of autumn in Central Oregon on this relaxing four-day Small Group Tour featuring scenic landscapes, fascinating geology, local flavors, and one of Oregon’s most beloved fall festivals. Based at the beautiful Juniper Preserve near Bend, you will explore the rugged cliffs of Smith Rock, sample award-winning wines overlooking the Cascade Mountains, and discover the volcanic wonders of Newberry National Volcanic Monument. Experience the acclaimed High Desert Museum, stroll through ancient lava flows, and enjoy Bend’s vibrant atmosphere before spending a full day at the Sisters Harvest Faire. This arts and crafts festival transforms the charming western town of Sisters into a lively celebration of handcrafted art, local food, music, and community spirit. Along the way, enjoy comfortable accommodations, delicious regional dining, spectacular Cascade scenery, and the personalized attention that makes OregonWest Small Group Tours so special. With a maximum of ten guests, this small-group getaway offers an intimate and memorable way to experience Central Oregon at the height of the harvest season.

What's Included

✅ Round-trip transportation aboard an OregonWest Executive Van

✅ Professional OregonWest Tour Director throughout

✅ Three nights’ accommodations at Juniper Preserve Resort near Bend

✅ Luggage handling at the resort

✅ Three breakfasts

✅ Two lunches

✅ Three dinners

✅ Wine tasting at Maragas Winery

✅ Admission to Smith Rock State Park

✅ Admission to Lava Lands Visitor Center / Newberry National Volcanic Monument

✅ Admission to the High Desert Museum

✅ Full day at the Sisters Harvest Faire

✅ Scenic drive over Santiam Pass

✅ Visit to Dee Wright Observatory (weather and road conditions permitting)

✅ All sightseeing and attractions listed in the itinerary

✅ OregonWest hospitality, local expertise, and personalized service throughout the tour


What’s Not Included

❌ Meals not specifically listed as included

❌ Personal purchases, shopping, and gratuities for personal services

❌ Travel insurance

❌ Optional spa services or resort amenities at Juniper Preserve


Trip Insurance

Protect Your Travel Investment
Use our Tour Operator Location Number: 376005

Activity Level

Active: Level 3 Activity Tour

Activity Level 1

Activity Level 2

Activity Level 3

What Our Travelers Are Saying

Real stories from guests who explored, connected, and created unforgettable memories with us.

Nothing speaks louder than the people who’ve experienced it.

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I had the opportunity to travel with Oregon west twice this year and they are a great company to travel with! They are thorough and make traveling easy!

— Bob Cave

★★★★★

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It was my first time traveling with OregonWest. I had a terrific time. The trip was well organized. Chris is wonderful tour guide. I look forward to travelling with OWE in the near future.

— J North

★★★★★

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This is a great tour company. They take care of everything and make sure you have a good experience. I will be taking more excursions with OregonWest.

— Lee Evans

★★★★★

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Went to Shore Acre with a friend. Chris was the best tour director, very informative. Nazeer was great driver helping to get us on and off the bus. Will be taking another trip with them.

— Barb Smith

★★★★★