Tollgate Vacation Rentals

Established in 1993 the first and oldest Sisters Vacation Rental company in Central Oregon.

Hiking · Camping · Fly-fishing · Bait Fishing · Horseback Riding · Rock Climbing · Biking · Golfing · Boating · Skiing · Snowmobiling

Bend · Redmond · Sisters · Camp Sherman · Metolius River · Deschutes River · Hoodoo · Mt. Bachelor

     
 

What to do in Central Oregon?

Activities abound in Central Oregon. You can enjoy activities such as hiking, camping, fly-fishing or bait fishing, horseback riding, rock climbing, biking, golfing, boating, skiing, and snowmobiling, to name just a few.  Sisters, aside from the stunning view of the snow-capped Three Sisters Mountains and the Cascade Mountain range, is surrounded by trails, rivers and streams, pristine lakes, wilderness areas, scenic drives and vistas, and towering forests of Ponderosa Pines.

You could go mountain biking on the Deschutes River Trail or the loop around Newberry Crater; camp at one of many Oregon State Parks; rock climb at Smith Rock State Park; fly-fish or bait-fish at one of the more than 150 high-mountain lakes or 500 miles of rivers and streams; play a round of golf at one of the public, semi-private, private, and resort courses in Central Oregon, including Bend, Sunriver, Black Butte Ranch, Sisters, and Redmond; hike the Pacific Crest Trail and hundreds of miles of the most varied scenery and terrain in the Northwest; go for a horseback ride at any one of the riding stables and resorts offering guided rides including Black Butte Ranch, Eagle Crest Resort, The Inn of the 7th Mountain, Long Hollow Ranch, Bitter Brush and Sunriver Resort; enjoy water sports such as swimming, waterskiing, kayaking/canoeing/boating, whitewater rafting; experience the thrill of being pulled by a team of Alaskan Huskies or go alpine or cross-country skiing, snowboarding, and snowshoeing.

You can shop at antique stores, art galleries, crafts, clothing, and specialty shops in Sisters and a short drive takes you to Bend’s River District offering galleries and shops along the banks of the Deschutes River or seek out quaint antique shops in Redmond.

Dining options in Central Oregon range from drive-through fast foods and casual restaurants to some of the Northwest’s most elegant resort dining.

Art Galleries, libraries, museums, performing arts, concerts, theater, and events are scheduled throughout the Bend, Sunriver, Redmond, and Sisters areas.

Local Events:

October

Pacific Amateur Golf Classic - The five-day Classic consists of daily tournament play at courses throughout the region including Black Butte Ranch and Aspen Lakes Golf Course.  http://www.pacamgolf.com/

Bend's Downtown Art Hop -- For more information call 541-385-6570

The Gene Tenace Steamboat Classic - presented by the Boys and Girls Club Regional Service Center at the Resort Course of Eagle Crest Resort -- For more information call 541-548-2840

Bend Fall Festival in Downtown Bend - a weekend of fun, food, music and art! -- For more information call 541-389-0995

Eastern Cascades Model Railroad Club Open House-- For more information call 541-317-1545

Sisters Harvest Faire Harvest Festival - art show, food, wine, and entertainment in the streets of Sisters. -- For more information call 541-549-0251

Bend Chamber of Commerce Annual Golf Tournament at Broken Top Club-- For more information call 541-382-3221

Agility Dogs Competition at Jewell School in Bend-- For more information call 541-389-7535 for information.

November

Sisters Holiday Celebration & Parade

Tiny Lights Holiday Craft & Gift Faire

Starfest at Eagle Crest Resort -- (end of November thru early January) Over 80 holiday light displays along a mile-long drive. Drive through the display or ride in the horse-drawn wagon.

Community Tree Lighting and Starlight Christmas Parade-- For more information call 541-923-5191.

Sunriver Music Festival's Fireside Concerts -- For more information call 541-593-1084

December

Starfest at Eagle Crest Resort -- (end of November thru early January) Over 80 holiday light displays along a mile-long drive. Drive through the display or ride in the horse-drawn wagon.

The Bend Christmas Tree Lighting -- For more information call 541-385-6570

Christmas Parade Downtown Bend -- For more information call 541-385-6570

Old Fashioned Christmas in Crooked River Ranch - tree lighting ceremony, parade, and much more -- For more information call 541-923-2679

Winter Wonderfest at The High Desert Museum -- For more information call 541-382-4754

January

Oregon World Cup Sled Dog Race - 2ND ANNUAL ATTA BOY 300:  This International Dog Sled Race qualifies winner for the grueling Iditarod. www.attaboy300.com

Sunriver Music Festival's Fireside Concerts-- For more information call 541-593-1084 

Bend Winterfest - Fireworks downtown with endless events at the mountain.  Pancake feed, live music, Family Fun Zone and Kids Karnival (snowman building contest, jumping beans, face painting, miniature golf, etc). www.bend-winterfest.org

Bend First Friday Gallery Walks - www.bendgalleries.com

Central Oregon Boat Show -- Deschutes County Fair Grounds

February

Hoodoo Ski Area's Winter Carnival www.hoodoo.com

Chevy US Snowboard Grand Prix - event includes Parallel Giant Slalom and Superpipe Competitions and Big Air

Sisters Starry Night Concert Series-- For more information call 541-549-6451

Central Oregon Symphony-- For more information call 317-3941

Eagle Watch 2002 at Cove Palisades State Park - One of the largest gatherings of Eagles at Lake Billy Chinook. www.oregonstateparks.org

Sunriver Music Festival's Fireside Concerts - at the Great Hall-- For more information call 541-593-1084

March

Starry Night Concert Series continues in Sisters

Americana Guitar Art Stroll in Sisters-- For more information call 541-549-0251.

Oregon Special Olympics - www.mtbachelor.com

Central Oregon Sportsmen's Show - Deschutes County Fair & Expo Center -- Call 541-548-2711

Central Oregon Rod & Custom Car Show - Deschutes County Fair & Expo Center -- Call 541-548-2711

April

Central Oregon Barrel Racing - Deschutes County Fair & Expo Center -- Call 541-548-2711

Central Oregon Business Trade Fair - Deschutes County Fair & Expo Center -- Call 541-548-2711

Annual Bull Bash in Prineville-- For more information call 541-447-6304 

May

Central Oregon Home and Garden Show - Deschutes County Fair & Expo Center -- Call 541-548-2711

Salmon Run - a 5K and a 10K walk-run to benefit the environment -- For more information call 385-6908.

Pee Wee Rodeo - Deschutes County Fair & Expo Center -- Call 541-548-2711

Sunriver Music Festival Fireside Concert-- For more information call 541-593-1084

Pole, Pedal, Paddle - Participate in this annual event featuring teams and individuals competing in multiple sports from Mt. Bachelor to Bend -- For more information call 541-388-0002

Central Oregon Symphony at the Bend High School Auditorium-- For more information call 541-317-3941

No Frills Century Road Ride - 100-mile and 65-mile road rides between Redmond, Madras and Prineville. -- For more information call 541-382-8018.

June

Sisters Rodeo & Parade - the "Biggest Little Show in the World", sanctioned by the Professional Rodeo Cowboy Association. www.sistersrodeo.com

Balloons Over Bend - www.bendchamber.org/balloon.html

Sunriver Sunfest -- over 20 Oregon wineries, food booths, and live music-- For more information call 541-593-8704

Sisters Art Stroll & Town Open House-- For more information call 541-549-0251

Sunriver Chamber Chili Cook-Off-- For more information call 541-593-8149 

Pi-ume-sha Treaty Days -- sponsored by the Confederated Tribes of Warm Springs-- For more information call 541-553-1161.

July

4th of July Celebration in Bend-- For more information call 541-385-6570

4th of July Parade in Redmond-- For more information call 541-923-5191

Sisters Roundup of Gems-- For more information call 503-829-2680

Music on the Green Concert Series on the Redmond Chamber lawn-- For more information call 541-548-5191

Village Green Craft Show in Sisters - Over 125 vendors displaying and selling their arts and crafts-- For more information call 541-549-0251

Cascade Cycling Classic - www.cascade-classic.org

Sisters Outdoor Quilt Show - the largest outdoor quilt show in the USA -- For more information www.stitchinpost.com

The 14th Annual Oregon High Desert Classics Horseshow at the J Bar J Boys Ranch, Hamby Road, Bend. This "A" Rated Hunter/Jumper show is a fund-raiser for the programs of J Bar J Youth Services-- For more information www.jbarj.org

Central Oregon Classic Chevy Club - Flashback Cruz 2002-- For more information call 541-382-9370. 

13th Annual Central Oregon Invitational Draft Horse Show at Eagle Crest Resort-- For more information www.eagle-crest.com/drafthorse

Sisters Arts & Crafts Festival-- For more information call 541-549-8905

Ice Cream Classic - 56-mile road ride around Mt. Bachelor-- For more information call 541-382-8018

Deschutes County Fair - Deschutes County Fair & Expo Center -- Call 541-548-2711

August

Munchin Music - Live music, food and arts & crafts in Drake Park Thursday evenings-- For more information call 541-389-0995

Sisters Antique Faire in Village Green Park-- For more information call 541-549-0251

Sisters Western & Native American Arts Festival - Traditional and Native American wares, jewelry, art, woodworking, and much more-- For more information call 541-549-0251.

September

Battle of the Bulls

Sisters Folk Festival - annual celebration of American music from blues to bluegrass includes performances by top folk artists and musicians -- For more information - www.sistersfolkfestival.com

High Mountains Jazz Festival -- For more information - www.sistersjazzfestival.com

Sisters in Sisters Celebration - Annual Celebration of the Sister-Sister relationship -- For more information www.sistersinsisters.com

Summer Sundays Concert Series at The Old Mill District in Bend-- For more information call 541- 312-0131

Sunrise to Summit Race - Run and Hike from the Sunrise Lodge to the Summit of Mt. Bachelor-- For more information call 541-388-0002

Cascade Lakes Triathlon - Ironman and Half-Ironman competitions between Elk Lake and The Old Mill District in Bend -- For more information www.cascadelakestri.com

 

Member of Sisters Chamber of Commerce, Bend Chamber of Commerce and the Redmond Chamber of Commerce. 

 

 

 

  Top of the Page