In This Article

Looking for coastal charm and New England sophistication? Head to Fairfield! This Connecticut town offers a blend of beachy relaxation, rich colonial history, and vibrant dining and shopping. Whether you’re strolling sandy shores, exploring local museums, or enjoying lively downtown culture, Fairfield is a scenic and easygoing retreat on the Long Island Sound.

Fairfield, CT Highlights:

  • For Families: Play and explore at the Fairfield Museum and History Center – Interactive exhibits and colonial buildings bring history to life for all ages.
  • For Outdoor Enthusiasts: Hike the Connecticut Audubon Society Trails – Spot birds and wildlife along serene trails just minutes from town.
  • For Kids: Enjoy fun and sun at Jennings Beach – One of Fairfield’s most popular family beaches with a playground, volleyball, and snack shack.
  • For an Adventure: Paddle or kayak on Ash Creek or Southport Harbor – Explore quiet estuaries and coastal beauty from the water.
  • For Shoppers: Browse boutiques and cafes downtown – Chic shops, bookstores, and artisan goods line the walkable center of town.

Best Time to Visit Fairfield, CT

The best time to visit Fairfield is from May to October. Summer is perfect for beaches and water sports, while early fall offers colorful foliage and farmers markets. Spring is great for outdoor strolls and garden visits, with fewer crowds.

How to Get to Fairfield, CT

  • By Train: Take Metro-North Railroad from New York City’s Grand Central Terminal—about a 75–90 minute ride.
  • By Car: Fairfield is just off I-95 and the Merritt Parkway, roughly 1.5 hours from NYC and 2.5 hours from Boston.
  • By Air: Tweed New Haven Airport (HVN) is the closest regional airport; Bradley International (BDL) and NYC airports offer broader access.

Where to Stay in Fairfield, CT

  • The Circle Hotel Fairfield – Quaint, stylish accommodations with a pool, lawn games, and close access to beaches.
  • Hi-Ho Hotel – Boutique roadside hotel with modern design and direct access to the Barcelona Wine Bar.
  • Delamar Southport – Upscale hotel just minutes away in Southport with luxurious rooms and spa services.

Best Things to Do in Fairfield, CT

1. Fairfield Museum and History Center


Explore local history and see engaging exhibits on an easy educational trip.

Fairfield Museum and History Center

© Fairfield Museum and History Center

The Fairfield Museum and History Center was established by the Fairfield Historical Society in 2007. The museum and library space spans 13,000 square feet and includes exhibition galleries, an 80-seat theatre, a reading room and special-collection research library, a family education center, and a museum shop. Some of the exhibits which you’ll see are Creating Community: Exploring 375 Years of Our Past, A Century of Theatre in Fairfield County, and Exploring Our Cultural Heritage. There’s tons of events and programs scheduled at the museum throughout the year; kids can participate in scavenger hunts, Halloween-themed spooky strolls, and vacation camps.

370 Beach Rd, Fairfield, CT 06824, Phone: 203-259-1598

2. Rock Climb Fairfield


Climb indoor walls and enjoy exciting challenges perfect for kids or families.

Rock Climb Fairfield

© alfa27/stock.adobe.com

With over 20,000 square feet of climbing space, there’s no better place in the area to enjoy rock climbing than Rock Climb Fairfield. The walls can reach heights of us up 40 feet, making it enjoyable and challenging to both new and expert rock climbers. Some of their features includes bouldering, top rope, lead climbing, systems boards, hang boards, and campus boards. Rock Climb also has a yoga studio and a fitness gym, making it a wonderful place to get a full-body workout in one stop. You’ll enjoy the experience no matter your age and can depend on guidance from experts to help you accomplish your rock climbing goals.

85 Mill Plain Rd, Fairfield, CT 06824, Phone: 203-416-5500

Beaches

3. Penfield Beach


Relax on soft sand and savor ocean views during a summer weekend.

Penfield Beach

© gregorydean/stock.adobe.com

Penfield Beach is a three-and-a-half acres beachfront property that offers an endless stretch of golden, sandy beach for people to enjoy. You can sunbathe or swim right along the Long Island Sound, which is surely a wonderful way to spend the day outdoor with friends and family. The beach can get crowded in the evenings since it’s a popular place for people to take a walk or jog and get some exercise. Kids love it there because it’s fun and filled with amenities such as a playground right on the beach. It’s a wonderful place to go and unwind, build sandcastles, collect seashells, and just enjoy yourself.

323 Fairfield Beach Rd, Fairfield, CT 06824

4. Jennings Beach


Swim, sunbathe, and enjoy family fun at this affordable coastal spot.

Jennings Beach

© AndreaMeling/stock.adobe.com

One of the largest beaches in Fairfield, Jennings Beach is a 27-acre expanse of sandy golden beach that offers stunning views of the Long Island Sound. The beach is one of the most popular places to spend a lovely, sunny day, and is one of the area’s best choices to witness the 4th of July fireworks. To ensure the comfort of their visitors, Jennings Beach has amenities and features such as concession stands, volleyball poles, sailboat racks, and bathroom facilities. The beach shares its parking lot with the adjacent Rowland Memorial Playground, at which you will find a skate park and a sand castle playground. The beach is protected by lifeguards during the summer season and there are swimming lessons offered as well.

880 S Benson Rd, Fairfield, CT 06824, Phone: 203-256-3145

For Teens and Tweens

5. Connecticut Audubon Society Birdcraft Museum and Sanctuary


Discover native birds and walk peaceful trails on a quiet nature trip.

Connecticut Audubon Society Birdcraft Museum and Sanctuary

© Harry Collins/stock.adobe.com

Listed on the U.S. National Register of Historic Places and a part of a U.S. National Historic Landmark District, the Connecticut Audubon Society Birdcraft Museum and Sanctuary is one of the oldest private sanctuaries of its kind in the nation. The six-acre site was originally planted by Mabel Osgood Wright in 1914 as a way of attracting, feeding, and providing refuge to resident and migratory birds. Visitors will be able to see some of the 120 species of birds which come there. Additional aspects include a bird banding station and a natural history museum displaying dioramas and mounted preserved animals.

314 Unquowa Rd, Fairfield, CT 06824, Phone: 203-259-0416

6. Regina A. Quick Center for the Arts


See live performances and admire local talent on a cultured evening outing.

Regina A. Quick Center for the Arts

© Isaiah Love/stock.adobe.com

An integral part of Fairfield University, the Regina A. Quick Center for the Arts is an indoor theatre which was opened in 1990. It was recognized as the “cultural epicenter of Fairfield County” by Westport Magazine and often houses an array of events such as theatre performances, dance, musical concerts, and other programs for audiences of all ages. The center is also home to the Open VISIONS Forum which allows the community and its visitors to engage in several lectures with humanitarians, authors, artists, politicians, and more. Stop by and catch a performance by their resident choir, the Mendelssohn Choir of Connecticut, or partake in one of the several other events held there.

Fairfield University: 1073 N Benson Rd, Fairfield, CT 06824

Recommended Activities for Families

7. Roy and Margot Larsen Wildlife Sanctuary


Hike wooded trails and look at wildlife during a peaceful fall walk.

Roy and Margot Larsen Wildlife Sanctuary

© Chintan/stock.adobe.com

The Roy and Margot Larsen Wildlife Sanctuary spans over 155 acres, making it one of the largest sanctuaries in Fairfield and surrounding communities. Within the sanctuary you will find a great variety of wildlife habitats which are home to a number of flora and fauna. You can spend your time exploring the seven miles of trails available there, some of which is wheelchair-accessible as well. Unique aspects include a replica of an Algonquin wigwam, the migratory ducks in the sanctuary ponds, and owls and other species of birds in the many nest boxes scattered throughout. Other wildlife that is commonly seen are frogs, snakes, turtles, and deer.

2325 Burr St, Fairfield, CT 06824, Phone: 203-259-0416

8. Fairfield University Art Museum


Admire classical and modern pieces on an easy, affordable cultural trip.

Fairfield University Art Museum

© Fairfield University Art Museum

Formerly known as the Bellarmine Museum of Art, the Fairfield University Art Museum was established on campus in 2010. There are three distinct galleries which take up 2,700 square feet of space, much of which is dedicated to Asian, baroque, Celtic, Renaissance, Medieval, and Classical art. Having such a broad and rich collection of paintings, sculptures, and more, it is no surprise that the museum is considered one of the most amazing college museums in the United States. One of the museum’s most popular aspects is its collection of plaster casts after exemplary works from ancient Rome and Greece.

200 Barlow Rd, Fairfield, CT 06824, Phone: 203-254-4046

Where to Eat in Fairfield, CT

9. Super Duper Weenie


Savor famous hot dogs and enjoy a cheap, fun bite with kids.

Super Duper Weenie

© Super Duper Weenie

Having started out as a traveling food truck in 1992, the owners of Super Duper Weenie eventually opened up a shop in 2000 to meet the demands of their customers. You can’t go there without trying out the famous hot dogs they’re named after; be sure to top it with their house sweet or hot relish. If hot dogs aren’t your thing, Super Duper Weenie has you covered with their Super Duper burger - a half-pound of all-natural, grass-fed, hormone and antibiotic free, burger. During the colder months, you can feast on delicious soup that is made from scratch using fresh ingredients - crowd favorites include the beef barley, curried sweet potato, and the Rhode Island chowder.

306 Black Rock Turnpike, Fairfield, CT 06825, Phone: 203-334-3647

More Places to Eat in Fairfield, CT

  • Barcelona Wine Bar – Tapas and Spanish wines in a stylish indoor/outdoor setting right off the Merritt Parkway.
  • Colony Grill – Famous for their thin-crust bar pies, especially the spicy “hot oil” pizza.
  • Chef’s Table – Cozy spot for fresh sandwiches, soups, and salads near the train station.

If you are interested in local events:

  • Fairfield Sidewalk Sale & Street Fair (July) – Town-wide shopping event with deals, food vendors, and live music.
  • Pennfield Day (May) – A family-friendly beach festival with games, food, and activities.
  • Christmas Tree Festival at the Burr Homestead (December) – Elegant holiday displays in a historic mansion.

If you are looking for unique day trips within 30–60 Minutes of Fairfield, CT:

  • Westport (10–15 min) – Visit Compo Beach, stroll Main Street, or see a show at the Westport Country Playhouse.
  • New Haven (30–35 min) – Explore Yale University, world-class museums, and famous New Haven-style pizza.
  • Norwalk (20–25 min) – Discover the Maritime Aquarium, SONO shops, and waterfront dining.
  • Bridgeport (10–15 min) – Visit the Beardsley Zoo or catch a concert at the Hartford HealthCare Amphitheater.
  • Stamford (30–40 min) – Enjoy vibrant nightlife, shopping, and Harbor Point’s walkable waterfront district.

Frequently Asked Questions:

  • What makes Fairfield, CT unique?
    • Fairfield, CT retains a small-town feeling even though it is thriving with attractions and entertainment venues of all sorts.
  • What outdoor attractions can visitors explore in Fairfield?
    • Be sure to explore the outdoor open spaces, parks, and beaches.
  • What are some popular beaches in Fairfield?
    • Visitors can relax at Penfield Beach and Jennings Beach.
  • Where can nature lovers go in Fairfield?
    • The Connecticut Audubon Society Birdcraft Museum and Sanctuary is a must-visit for nature lovers and birdwatchers.

At a Glance:


Best Time to Visit Places to Stay Tips for Visiting
Spring (March-May) – Mild temperatures and blooming flowers. Delamar Southport – A luxurious and charming boutique hotel. Visit the Fairfield Museum and History Center – Learn about the region’s colonial and maritime history.
Summer (June-August) – Warm weather, ideal for beach outings. The Circle Hotel Fairfield – A family-friendly stay near local attractions. Relax at Jennings Beach – Enjoy sunbathing, swimming, and scenic coastal views.
Fall (September-November) – Pleasant temperatures and vibrant autumn foliage. Best Western Plus Fairfield Hotel – A convenient and budget-friendly option. Explore the Connecticut Audubon Society – Walk through scenic trails and spot local wildlife.

Plan Your Trip