33 Mountain Bike Trails near Whoops
first prev 1 2 next lastShowing Mountain Bike Trails within 50 miles Distance miles of NF-4615, Bend, OR 97701, USA City, Zip, or Address
Tiddlywinks
Bend, Oregon
1.1 miles SWA gradual singletrack descent near Bend with a hidden half-mile flow section packed with berms, jumps, and pure speed — classic buff Bend riding at its best.
Mountain Bike
Larsen Trail
Bend, Oregon
1.3 miles SWA 3-mile one-way intermediate trail running from Kiwa Springs to the Tiddlywinks Trail, paralleling a forest road through central Oregon forest near Bend.
Mountain Bike
Swampy Dutchman Trail
Bend, Oregon
2.3 miles WA cross-country ski and snowmobile corridor repurposed as a mountain bike trail in summer, connecting Swampy Lakes to Dutchman Sno-Park.
Mountain Bike
C.O.D.
Bend, Oregon
2.3 miles WA fun Bend singletrack paralleling Century Drive — mostly buff and dusty with connections to Storm King, Elfin Magic, and KGB trails.
Mountain Bike
Swampy Lakes Trail
Bend, Oregon
2.4 miles WA popular mountain bike connector near Bend linking North Fork and the Metolius-Windigo loop back to Tumalo Falls — note that the adjacent Bend Municipal Watershed is closed to bikes, dogs, and horses.
Mountain Bike
Skyliners
Bend, Oregon
2.6 miles NA 3.2-mile intermediate singletrack connection from the Skyliners trailhead to the corner of Phil's Area, unlocking massive mountain ride options higher up.
Mountain Bike
Tumalo Creek
Bend, Oregon
2.6 miles NEasy classic Bend singletrack paralleling Skyliner Road with gradual climbs, sweet mountain views, and a free starting point versus the paid Tumalo Falls trailhead.
Mountain Bike
Tumalo Trail System
Bend, Oregon
2.6 miles NA massive trail system in the national forest west of Bend, Oregon — plenty of room to explore for all ability levels.
Mountain Bike
Phil's Area
Bend, Oregon
2.6 miles NThe go-to trail system in Bend — buff, flowy singletrack with great corners, sandy tread, optional rock gardens and jumps, and ride-arounds making it beginner-friendly despite its size.
Mountain Bike
Sector 16
Bend, Oregon
2.8 miles WA 3.7-mile one-way intermediate singletrack near Bend circling a large private parcel from the Swede Ridge area to the Whoops Trail — stay on the trail.
Mountain Bike
Farewell
Bend, Oregon
3.1 miles NWA flowy 3.5-mile descent down the far side of the North Fork trail, ending at Tumalo Falls with snowcapped mountain views and classic loose Bend singletrack.
Mountain Bike
North Fork
Bend, Oregon
3.5 miles NWA steep opening half-mile mellows into a fantastic singletrack canyon climb past six additional waterfalls to Happy Valley, with the Metolius/Windigo trail opening loop options at the top.
Mountain Bike
Catch and release
Bend, Oregon
5.0 miles EA flowing, mostly easy singletrack with fun rock sections at the south end — a great connector to Century or back to town without hitting the road.
Mountain Bike
Storm King
Bend, Oregon
5.1 miles EA north-south mountain bike connector through dense forest and lava rock gardens, climbing 4 miles to a Helicopter Pad with multiple descent options.
Mountain Bike
Inn Loop
Bend, Oregon
5.8 miles EA moderately easy 13-mile forest road ride through lodgepole and ponderosa pines near Bend — detailed milepost directions make navigation straightforward on the Inn Loop.
Mountain Bike
Ben's Lower
Bend, Oregon
7.5 miles NEA 7-mile cross-country singletrack with a two-way lower section and a downhill-only upper section — smooth and flowing through the Bend trail system.
Mountain Bike
Phil's Trail
Bend, Oregon
7.5 miles NEPhil's Trail in Bend has achieved incredible flow over the years — fast, pedally, and in outstanding shape thanks to COTA's dedicated maintenance.
Mountain Bike
Entrada Loop Trail
Bend, Oregon
8.0 miles EA versatile trail near Bend usable for day hiking or as a mountain bike connector between the Tumalo Trail System and the Deschutes River Trail.
Mountain Bike
Horse Ridge Recreation Area
Bend, Oregon
11.1 miles NEExcellent mountain biking at Horse Ridge Recreation Area near Bend — a destination-worthy riding spot in the high desert.
Mountain Bike
Horse Butte
Bend, Oregon
14.3 miles EA quieter alternative to Bend's busy west-side trails — multi-use trails primarily designated for horses, so be courteous to other users.
Mountain Bike
