Healdsburg, California

Looking for the best chillin in Healdsburg? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Healdsburg. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Healdsburg

  • Kelseyville, California

    Camp at Clear Lake State Park

    Clear Lake State Park is only two hours from downtown San Francisco and Sacramento. The state park offers amazing opportunities to photograph deer in the area and pick blackberries for breakfast on a morning stroll. On my visit I saw over 15 deer and one buck in full velvet. The sunrise and sunse...
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  • Petaluma, California

    Helen Putnam Regional Park Loop

    4.0
    4.87 mi / 673 ft gain
    A 216-acre park, Helen Putnam offers 9 trails that are relatively short but can be combined however you wish. Go 2 miles or 10 miles. Loop in and out, up or around. I take a different route every time I hike here. For a good 4.8-mile hike, begin at the southwest corner, where the parking lot and...
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  • Yountville, California

    Bike the Napa Valley Wine Trail

    4.0
    12.5 mi / 100 ft gain
    The Napa Vally Vine Trail is an ongoing project of the Napa Valley Vine Coalition which has the stated goal of creating a 47 mile long bike trail along the entire length of Napa Valley. Currently 12.5 miles of trail is available between downtown Yountville and Kennedy Park in the city of Napa. Yo...
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  • Sonoma, California

    Sonoma Valley Wine Tour Bike Ride

    This 12 mile bike path starts at a rental shop in Sonoma Country called Sonoma Valley Bike Tours and Rentals. Follow the trail through the quaint residential area and into the back country vineyards and dirt trails. This ride can be anything between a hardcore 2 hour cycling workout with a few in...
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  • Napa, California

    Zim Zim Falls

    5.0
    7.88 mi / 866 ft gain
    This 8 mile (out and back) hike begins at the trail head off of Knoxville Road, just before mile marker 24. The first 3 miles are relatively flat, though you will cross the creek about 9 times. Right before you reach the waterfall, you will come to a fork in the trail marked by a pink boulder. St...
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  • Lakeport, California

    Camp at Red Mountain Campground

    Red Mountain has 10 units, toilets, barbecue grates, and picnic tables. There is no potable water at this time.To get there, from Ukiah, exit U.S. 101 South at Talmage Road, then 1.5 miles east to Eastside Road. Turn right and proceed 0.3 mile to Mill Creek Road. Follow Mill Creek Road 5 miles to...
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  • Inverness, California

    Cypress Tree Tunnel in Point Reyes

    4.3
    Just north of San Francisco, there's a row of giant Monterey cypress trees that forms a “tree tunnel”. Loved by Bay Area locals, it's a tucked away spot in the Point Reyes National Seashore for photographers to capture early morning sun rays, or for anyone to get some moments of solitude. At the...
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  • Novato, California

    Mount Burdell Open Space Loop

    5.0
    4.87 mi / 1234 ft gain
    Start at the wide gravel parking lot. You will find the start of the San Andreas Fire Road on the south side leading up the mountain.  The San Andreas Fire Road heads up the southern slope before joining the Middle Burdell Fire Road and then very quickly the Deer Camp Fire Road. Keep your eyes p...
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  • Inverness, California

    Estero Trail to Drake's Estero

    5.0
    7.94 mi / 696 ft gain
    June sunshine blazes on your shoulders during this scenic stroll through the Point Reyes Seashore. The trail is alive and awash with colorful wildflowers around every corner. Beginning at the trailhead, just off Home Ranch Road, with a convenient parking lot and bathroom, you'll wade through a h...
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  • Petaluma, California

    Upland Game Bird Hunting/ Clay Shooting

    I’m sure all you hunters and are well aware that there are few, if any, hunting opportunities in San Francisco or Marin County. However, many of you don’t know that an epic hunting club exists just an hour North of San Francisco. At the Black Point Game Bird Club, you can hunt ring-necked pheasan...
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  • Point Reyes Station, California

    Sky Trail Loop

    5.0
    9.55 mi / 1818 ft gain
    Sky Trail in Point Reyes National Seashore is a dramatic, mostly single-track trail that runs along the main spine of the Inverness Ridge and across highest mountains in Point Reyes, looming above the Olema Valley and Highway 1 which mark the San Andreas Fault rift zone and the dividing line betw...
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  • Point Reyes Station, California

    Sky Campground via Sky Trail

    2.66 mi / 495 ft gain
    Entering Point Reyes National Seashore from Bear Valley Road the Sky Trailhead is a 4.9 mile drive.  Camping in Sky Camp requires a Camping Permit.   Once at the Sky Trailhead parking lot.  The Sky Trailhead will be on the left side pulling in.  The hike is not very strenuous and not all that lo...
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  • Inverness, California

    Limantour Beach

    4.8
    5.33 mi / 66 ft gain
    The entire drive to Pt. Reyes is picturesque, but once you make it to Limantour, you and your dog can both get out and enjoy it! This area, between Drake's Bay and an estuary, allows you to spend time relaxing or head out for a run (keep the dog on leash). If you're lucky you might either get a c...
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  • Point Reyes Station, California

    Drake's Beach, Pt. Reyes

    5.0
    Named after the famed explorer, Sir Francis Drake, Drakes Beach is part of the scenic Point Reyes National Seashore. If you're looking to spend a day and an evening at the beach, grab some snacks and some firewood and head out to Drakes Beach. Key things to remember with the bonfire: Build th...
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  • Novato, California

    Buck Gulch Falls Trail

    4.9
    1.26 mi / 203 ft gain
    Buck Gulch Falls (also known as Fairway Falls) is an easy, scenic hike that takes you through a beautiful forest on your way to a 15-foot waterfall. This little neighborhood treasure is tucked away in Novato, CA at the end of Fairway Drive and there is ample parking near the trailhead.  If you v...
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  • Lagunitas, California

    The Inkwells

    4.5
    These natural swimming holes are filled with water flowing from Kent Lake, so they're usually pretty refreshing. And by refreshing, we mean cold. We know this first-hand by testing the pools in the winter months. Let's just say if you can stay in for more than 5 seconds, you're a hero. If you jum...
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