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Hit happy hour on the trail with us! Sip a bubbly mimosa on a brunch-time hike, enjoy spiked hot coffee at sunrise, or raise a creative cocktail lakeside at lunch in celebration of sisterhood.

Don’t drink? That’s totally okay! Everyone is welcome, regardless of what—or if—you choose to drink. The real focus is community, not what’s in your cup.

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Wanna see hikes in your area?

Start by creating an account on our website. Set your location to your current state. If you want to see hikes in other states, use the drop-down menu below to filter by state.

New England: Light Wooded Walk and Brewery Social

Leadmine Mountain Trail (Main Entrance) Sturbridge, MA, United States

Join us for a relaxed loop in Sturbridge followed by drinks (including 0% drinks), food trucks, and live music at Tree House Brewing!

New England: Snow Spikes on Stinson

Stinson Mtn Trailhead, Rumney NH, United States

Build confidence snow hiking with us on this mild trail with beautiful views!

New England: Wine Tasting Event at Mill River

Mill River Winery 498 Newburyport Turnpike, Rowley, MA, United States

Sample local wines with a guided tasting—sip, swirl, and savor your way through the best flavors the region has to offer!

New England: Spring Waterfall Adventure

Castle in the Clouds Conservation Area Moultonborough, NH, United States

Rushing Waterfalls & Winding Brook Adventure — The perfect trail for waterfall seekers, nature lovers, and anyone craving a rewarding climb.

New England: Sip With Sculptures

Andres Institute of Art Hiking Trails Brookline, NH, United States

Sip, stroll, and be surprised as we explore an "open air" museum of sculptures.

02 Oct

OK to Unwind ~ Broken Bow Women’s Retreat

Date 2026-10-02 12:00:00 Time 12:00 pm 10:00 am CDT
Join WHS ambassadors Jen & Melanie for 3 days and 2 nights of cozy cabin vibes, scenic hikes, kayaking adventures, charcuterie...
06 Oct

CO: Tipsy Tuesday: Mad Hatter Happy Hour

Date 2026-10-06 18:00:00 Time 6:00 pm 7:30 pm MDT
Grab your craziest hat and join us for a fun-filled Tipsy Tuesday as we kick off fall with laughter, hiking stories, and new...
10 Oct

GA Atl: Trails, Wine and Fun-size Candy

Date 2026-10-10 10:00:00 Time 10:00 am 2:00 pm EDT
Halloween Fun: A scenic trek followed by a spooky-sweet wine and Halloween candy...
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