48 Hours in Ridgefield, Connecticut: Spring 2024 Edition

Spring is in full bloom and it’s the perfect time for a quick getaway. With 48 hours in charming Ridgefield, anything is possible. As long-time members of this vibrant community, here’s what we recommend for your next great escape!

Stay in Style

Ridgefield is home to enchanting boutique inns that are sure to remind guests of elegant, simpler times. Built in 1849, The West Lane Inn is a breathtaking staple of the community. With elegance and intimacy combined with all the modern accommodations of a hotel, guests will never want to leave. And don’t miss breakfast on the porch for a real step back in time and the ultimate relax.

Staycation anyone? Even if you live in the area, you’ll have a blast escaping the routine to re-discover this lovely town, uncovering a few new favorite spots. See Ridgefield from a different point of view for a weekend!

Charming suites at West Lane Inn

Energize your Morning

When you first get to town be sure to stop by one of Ridgefield’s cozy cafés for your caffeine fix. You’ll need the energy to get the most out of your day, so stop by Queen B Coffee Company for a gourmet latte or head to Tazza Café for their signature Coffee Frostees. Kids can enjoy blended cremes and frozen hot chocolate without caffeine, and they even have protein shakes.

For the croissant lover, Ross Bread Shoppe & Coffee House will fill all cravings with their gourmet bread and pastries made fresh in-house daily! Visit Fletch’s Bagels for a variety of freshly baked bagel options and breakfast sandwiches or indulge completely at Wooster Hollow Cafe!


Immerse in the Arts

Ridgefield’s Main Street is Connecticut’s very first Cultural District, brimming with history and culture that makes the community’s art scene vibrant beyond measure. Head to The Aldrich for a wonderful experience that breaks boundaries and immerses you fully in the contemporary art scene. Stop into the Ridgefield Guild of Artists and D. Colabella Fine Art Gallery to peruse their gorgeously curated exhibits.

History buffs will love the Keeler Tavern Museum and History Center, where visitors can learn all about the rich past of this Revolutionary town or explore the beautiful Walled Garden. For an intimate glimpse into a preserved colonial home, visit the Ridgefield Historical Society. And don’t miss the trail of the “Museum in the Streets”, where one can explore the historical buildings through informative outdoor exhibits throughout town.

While you’re here, you’ll also notice colorful sneaker sculptures all around town as part of KICKS Public Art Event by ArtFul Visual Arts Initiative and Ridgefield Running Company. Enjoy the creative and fun life-size sneaker designs by local artists and businesses. And it’s all for a good cause as all proceeds from the event will be donated to KICKS for Kids and ArtFul Visual Arts Initiative.

Walled Garden at Keeler Tavern Museum
Museum in the Streets

Wind Down with a Spa Treatment

After all that exploring, you’ll need a moment to breathe and focus on yourself. A getaway is the perfect time to book yourself a salon treatment, and Ridgefield has so many top stylists to assist you. Book a hair refresh, new color, new cut, new style… new you!

A massage can make a world of difference and your getaway is the best time to do so! For a deep tissue massage that’ll rejuvenate or a facial or skin treatment, there are several top spas to choose from. Get yourself in the vacation state of mind with a quick reboot! View Ridgefield’s fabulous salons and spas

Susi Laura Massage

A Night on the Town

From a concert at the beloved Ridgefield Playhouse to a play at the renowned ACT of CT, from a laid back movie at the Prospector Theater to dancing under the stars at Nod Hill Brewery – there is so much to choose from for a memorable night on the town. Don’t miss Ridgefield Theater Barn for laid-back community theater performances and intimate cabaret performances. Check out our Events Calendar to find your experience!

Pair your entertainment of choice with an awesome dining experience. The Benjamin is the epitome of luxury and fine dining, making it a popular destination for out-of-towners and those seeking an elegant date night. Bailey’s Backyard is another local favorite known for fresh from local farm delights and 5-star cuisine in a relaxed, rustic setting.

Or take a trip around the world with our diverse restaurants to choose from. An outdoor table at TerraSole Ristorante will make you feel like you’re vacationing in the Italian countryside. Or spice up the night with a festive meal and drinks that will transport you south of the border at Tequila Escape, a must-hit for margaritas and fun exotic drinks. Or savor some traditional Spanish tapas, paella, and a robust wine list at Tablao Wine Bar & Restaurant. For incredible dining experiences, visit the Restaurant Directory.

The Benjamin

Sunday Morning Breakfast in the Sun

Start your Sunday on the right foot with a hefty and savory breakfast. Grab a coffee and a little something from Ridgefield’s breakfast staples and find your closest bench or picnic table to enjoy. Head to Ballard Park with a picnic brunch to soak up some sun before it’s back to reality, or pull up a seat outside a café on Main Street or at the Marketplace while you indulge and enjoy the community.

If you’re up for the adventure, get out to explore one of Ridgefield’s many trails and parks. Climb to the peak of Pine Mountain, enjoy a serene stroll around the pond at Bennett’s Pond State Park, or explore the trails at Seth Low Pierrepont State Park Reserve. View all the nature trails in Ridgefield

Ballard Park by @michelewill22
Pine Mountain Trail by @em_niix

Have a Springtime Shopping Spree

Stroll down Ridgefield’s charming Main Street, which is literally Hallmark movie material, to enjoy window shopping and pop into the curated boutiques. The Marketplace is also a fun enclave of shops and gourmet eateries not to be missed. There are so many unique boutiques to explore around town and bring back some fun memories. View our Shopping Directory for shopping experiences in Ridgefield

A Sweet Ending

After a long, fun-filled weekend, you’ll need some fuel for that drive home. Deborah Ann’s Sweet Shoppe is a local favorite for homemade gourmet chocolate and ice cream of every flavor imaginable. Or visit Stacey’s Totally Baked at the Marketplace at Copps Hill for a fabulous selection of sweet treats to bring home as a way to remember your fabulous spring getaway to Ridgefield!

Miss Confident
Deborah Ann's @icecream_confidential

We hope you have a wonderful spring getaway to Ridgefield!

Be sure to check back on our website and Events Calendar for the latest scoop on events, entertainment, dining, and all things Ridgefield for your next visit!


Ridgefield ChamberThank you to our partner, the Ridgefield Chamber of Commerce, for supporting the Ridgefield community! To learn more about the Chamber, their Restaurant Association, and the benefits of membership, visit their website.