Where to Eat, Explore, Relax, and Celebrate This Spring

May in Fairfield County is full of vibrant events, scenic views, and memorable experiences. Whether you're planning a romantic day, a family outing, or simply want to enjoy the spring weather with good food and local adventures, this guide offers curated ideas across food, fun, relaxation, and seasonal highlights.

Food & Drink: Savor Spring Flavors by the Shore

Eat by the Water

• The Whelk – Westport

• Rowayton Seafood – Norwalk

Sip Seasonal Cocktails

• bartaco – Stamford

• The Spread – Norwalk

Dine Al Fresco

• Terrain Café – Westport

• Artisan – Southport

Enjoy Local Wines

• Aquila’s Nest Vineyards – Newtown

• Jones Family Farms – Shelton

Relax at a Beer Garden

• Half Full Brewery – Stamford

• Area Two by Two Roads – Stratford

Rest & Relaxation: Unplug & Recharge

Read & Recharge

• Wilton Library

• New Canaan Library

Stroll Charming Towns

• Ridgefield

• Southport

• New Canaan

Try Something New

• Goat yoga at Bradley Mountain Farm – Southington

Book a Spa Day

• Delamar Spa – Greenwich

• Dream Spa – Westport

Relax by the Shore

• Sherwood Island State Park – Westport

• Penfield Beach – Fairfield

• Cove Island Park – Stamford

Romantic Ideas: Sweet Moments for Two

Catch a Beach Sunset

• Southport Beach

• Greenwich Point Park

Plan a Couple’s Photoshoot

• Waveny Park – New Canaan

• Winslow Park – Westport

• Greenwich Point Park – Greenwich

Stargazing Spots

• Ambler Farm – Wilton

• Trout Brook Valley Preserve – Easton

Find a Hidden Speakeasy

• 29 Markle Court – Bridgeport

• The Blind Rhino – Norwalk

Take a Scenic Drive

• From Ridgefield to New Canaan, enjoy the spring foliage and historic architecture.

Special Seasonal Moments

Farmers Markets (Opening for Spring)

• Westport Farmers Market

• Wilton Farmers Market

• Fairfield Farmers Market

• New Canaan Farmers Market

Explore Art Walks & Pop-Ups

• Stamford Downtown Art Walk

• MoCA Westport

Celebrate Mother’s Day

• GrayBarns – Norwalk

• Sugar & Olives – Westport

Active Adventures

Golf with a View

• Longshore Golf Course – Westport

• Fairchild Wheeler Golf Course – Fairfield

Water Adventures

• Kayak or paddleboard rentals – Norwalk Harbor

Scenic Hikes

• Devil’s Den Preserve – Weston

• Bartlett Arboretum – Stamford

Zip & Climb

• The Adventure Park at Discovery Museum – Bridgeport

Bike the Shoreline

• Calf Pasture Beach Trail – Norwalk

• Sherwood Island State Park – Westport

Arts & Culture

Attend an Immersive Exhibit

• Beyond Monet – Stamford

Find Local Murals

• Stamford’s downtown district

• Wall Street area in Norwalk

Enjoy Live Theatre

• Westport Country Playhouse

Take a Design-Inspired Tour

• The Glass House – New Canaan

Explore Maritime History

• The Maritime Aquarium – Norwalk

• Sheffield Island Lighthouse – Norwalk

Family Fun

Animal Encounters

• Beardsley Zoo – Bridgeport

• Ambler Farm – Wilton

Spring Carnivals & Festivals

• Jennings Beach Carnival – Fairfield

• Riverfield Festival – Fairfield

Hands-On Learning

• Stepping Stones Museum – Norwalk

• Stamford Museum & Nature Center

Mini Golf Adventures

• Norwalk Cove Marina

• Golf Quest – Brookfield

Outdoor Movies & Live Music

• Levitt Pavilion – Westport

Make the Most of May in Fairfield County

From scenic drives and sandy beaches to art, wine, and outdoor adventure, Fairfield County is buzzing with opportunities to connect, relax, and celebrate the season. Whether you’re planning a day with loved ones or just looking to soak up the spring vibes, there’s something here for everyone.