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Fun Things To Do This June In Sonoma County

With summer fast approaching, everyone in Sonoma County is eager to celebrate the great weather and longer days. When you find yourself in the beautiful Wine Country this June, get ready to indulge yourself with festivals, car shows, community celebrations, and fun gatherings at some of the County’s finest wineries. If that sounds like a lot, don’t worry! We’ve taken the time to highlight some of our upcoming favorites for you to check out while you visit, so grab your bike (we’ve got you covered if you need) and let’s look at some of the highlights this June:


Summer Nights on The Green

Taking place every Thursday evening right by our tour center, this beloved annual event brings together music, community, and the beautiful outdoors. Hosted by the Town of Windsor and the Windsor Farmers Market, this lively concert series takes place on the Windsor Town Green and includes live concerts, a farmers’ market, food vendors, and fun for everyone. Performing at the Summer Nights on The Green this June are talented artists such as Dustin Saylor & The Stowaways, Kalimba (An Earth, Wind, & Fire tribute band), The Purple Ones (A Prince Tribute Band), and Apple Z. Make sure to lend their amazing music an ear as you enjoy the evening festivities!

As an added bonus, when you show up to the Summer Nights on The Green on one of our bikes, you can park behind our tour center and still be within walking distance of all the fun! If you’d like to know more about the nights on the green, you can find more information on their website here.

a group of people on a boat

Russian River Brewing Company

If you’re in the market for beer, look no further than Russian River Brewing Company’s Windsor location. Needing no introduction, this brewery has won dozens of awards and continues to be one of Sonoma County’s prize jewels. The company recently built their dream brewery in Windsor that overlooks 4 acres of wetland preserve and houses their entire brewing operation.

The best part about the Russian River Brewing Company is that they’re not going anywhere. If you find yourself in Windsor through June and into the summer months, you’ll have every opportunity to enjoy some of the best beer in the world. If you want to elevate your experience to the next level, Ace It Bike Tours also offers a guided bike tour through Windsor, with Russian River Brewing Company as one of its stops. If you want to find out more about our Windsor Bike and Beer Tour, click here.


Winemaker Wednesdays Complimentary Wine Tastings

Join Sonoma County Vintners every other week for a delightful wine tasting experience at The Matheson. From 5:00pm to 6:00pm on the 12th and 26th, a different Sonoma County winery will be pouring a selection of their exquisite wines at The Matheson’s first-floor bar. The best part? No reservations are required. If you’d like to know more about the scheduled Vintner guests, you can check them out here.

After the tasting, make sure to stick around from 6:00pm to 7:00pm for the live radio show, “Vine, Wine & Dine,” on CRN Digital Talk Radio. During the show, the guest vintner will engage in conversation with SCV Executive Director Michael Haney, Chef Dustin Valette, and Larry Van Aalst. It’s a perfect opportunity to learn more about the world of wine!

a person sitting at a table in front of a window

Healdsburg Jazz Festival

After the landmark 25th anniversary festival last year, Healdsburg Jazz continues its triumphant journey with an ambitious program that will run from June 15th to the 23rd. Prepare to be captivated by a series of unforgettable concerts set in beautiful venues that range from wineries and restaurants to public plazas and historic theaters. Taking one look at the roster, this year’s festival boasts an impressive lineup, featuring Grammy Award-winning stars, masterful improvisers, and emerging talents. You’ll be sure to enjoy this celebration of jazz’s rich cultural heritage, showcasing diverse ensembles led by both women and men, representing many cultural styles and traditions. If you want to learn more about the jazz festival, you can check out their website here.

Santa Rosa

Country Summer Music Festival

If you’re looking for something big to celebrate your time in Sonoma County, look no further: the Country Summer music festival, presented by Bud Light, is Northern California’s biggest country music festival! Returning for its 10th anniversary on June 14th, you won’t want to miss the biggest party of the summer, featuring a star-studded line-up of country music stars performing over three days at the Sonoma County Fairgrounds. Country Summer is THE destination music festival for Northern California, featuring delicious food, craft beer, wine, and cocktails, an intimate wine country venue, shorter lines, a great value, and fun for the whole family.

The 2024 line-up includes headliners Old Dominion, Little Big Town, and Jordan Davis along with Jo Dee Messina, Brett Young Walker Hayes, Kameron Marlowe, Sam Barber, Seaforth, Hannah Ellis, Muscadine Bloodline, Maddie & Tae, Drew Green, Austin Snell, Corey Kent Ashley Cooke, Taylor Holder, Colby Acuff, and many more. You can visit their website for the full line-up and schedule.

a group of people standing in front of a crowd

Wine Country Yoga at Hook & Ladder Winery

Join our good friends at Hook & Ladder on June 8th at 9:30am for a revitalizing session of yoga amidst the picturesque vineyards at their iconic Winery. Once there, you’ll be taking in the peaceful surroundings as you flow through an all-level yoga practice led by local Windsor Fitness Club Yoga Teacher, Madeline Schwartz. After your yoga session, you’ll get the chance to enjoy a complimentary glass of Hook & Ladder’s award-winning wine and soak in the tranquil atmosphere with pleasant company. You won’t want to miss out on this unique experience that blends yoga and amazing one into something unforgettable. Namaste! If you’d like to know more about this event, click here.

If you find yourself wanting to come back after your yoga session, our Sonoma Wine Country Bike Tour has you covered. Take a leisurely ride through the Russian River Valley, enjoy a glass of wine, and get the full story on Hook & Ladder’s history like you never have before. Click here to find out more!


Peacetown Summer Concert Series

Voted “Best Outdoor Music Festival” by the North Bay Bohemian, the Peacetown Summer Concert Series happens every Wednesday evening this month. You can find the Peacetown concerts and all the fun they bring with them in The Barlow and at HopMonk Tavern. The best part? It’s completely free! Come and enjoy the high vibes and amazing music being performed on six different stages, with craft vendors and family-friendly activities to add to the experience. If you want to learn more about the Peacetown Summer Concert Series, click here.

a man wearing a hat

Purple Pachyderm Car Show: Vintage Vehicles, Vino & Vittles

Mark your calendars for June 15th and celebrate vintage cars, vino, and vittles in style! The Purple Pachyderm is thrilled to announce the triumphant return of the Purple Pachyderm Car Show and Wine Event, all in support of the Food for Thought Food Bank. Join them for a small-town vintage car rally, where classic cars, fine wine, surf rock tunes, and tasty grub collide! While they encourage Vintage Surf Rockabilly attire or pit crew-themed outfits, it’s not mandatory—so wear what makes you feel groovy. Special mention to Uncle Sea Monster and Purple Pachyderms’ very own Nick Pully and his band who will be playing hardcore surf music for the crowd! Check out their website here for the full details and a list of what’s included when you sign up.


With June officially here, Sonoma County is buzzing with excitement. Longer days and warm weather make a perfect recipe for festivities and outdoor experiences. If you’re planning a trip to this picturesque Wine Country, get ready for a delightful blend of festivals, car shows, community gatherings, and wine events. If you still have space after marking all of these amazing activities on your calendar, Ace It Bike Tours would be delighted to take your vacation in Sonoma County to the next level with amazing tours and quality bike rentals. Embrace the season, grab a bike, and make sure to celebrate one of the most beautiful times of the year.