Essex

Day Trips

Make the most of your day with our curated plans, packed with Essex's hidden gems and unique experiences!

day 1
Explore Historical Essex
morning
:

Start your day with a visit to the Connecticut River Museum, learning about the area's rich maritime history. Enjoy a leisurely breakfast at a local café.

afternoon
:

Take a scenic boat tour along the river to appreciate the stunning views and serene atmosphere. Stroll through the charming streets of Essex, exploring unique shops and galleries.

evening
:

Savor dinner at one of the waterfront restaurants, tasting fresh seafood. Finish your day with a peaceful walk by the river as the sun sets.

day 2
Nature's Beauty
morning
:

Begin at the Essex Land Trust, where walking trails unveil the region's diverse natural beauty. Breathe in the fresh air while you enjoy a relaxing hike.

afternoon
:

Visit the nearby Goodspeed Opera House for a tour of this historic venue. Grab lunch in the area and then enjoy a peaceful picnic at a local park.

evening
:

Catch an evening show at Goodspeed Opera House, immersing yourself in local culture. Dine at a cozy bistro afterwards, delighting in a farm-to-table experience.

day 3
River Adventures
morning
:

Kick off your adventure with a kayak rental on the Connecticut River. Paddle your way through the scenic waterways surrounded by nature.

afternoon
:

Stop for lunch at one of the riverfront eateries, enjoying the view. Afterward, explore the surrounding forests and wildlife with a guided nature walk.

evening
:

Savor dinner at one of the waterfront restaurants, tasting fresh seafood. Finish your day with a peaceful walk by the river as the sun sets.

day 4
Art & Culture
morning
:

Visit the Essex Art Association to view stunning local artwork. Take your time exploring the exhibits and perhaps chat with some artists.

afternoon
:

Enjoy lunch at a café before heading to the nearby Shoreline Arts Alliance. Participate in a hands-on workshop to boost your creative skills.

evening
:

Dine at a chic restaurant featuring locally sourced ingredients. Attend an evening art show or gallery opening for a cultural experience.

day 5
Foliage and Farms
morning
:

Visit a local farm to enjoy seasonal offerings and learn about agriculture in the area. Pick fresh apples or pumpkins, depending on the season.

afternoon
:

Have a farm-to-table lunch at the farm café, relishing the freshness. Visit a local winery for a tasting experience, enjoying the vineyard views.

evening
:

Wrap up your day with a cozy dinner at a rustic restaurant. Share a bottle of local wine while enjoying the ambiance.

day 6
Sailing and Shoreline
morning
:

Embark on a sailing trip in the Long Island Sound, guided by experienced sailors. This is the perfect way to experience Essex from the water.

afternoon
:

After the sailing adventure, enjoy lunch at a beachside café. Spend the afternoon lounging by the shoreline or participating in beach games.

evening
:

Savor dinner at one of the waterfront restaurants, tasting fresh seafood. Finish your day with a peaceful walk by the river as the sun sets.

day 7
Scenic Escapes
morning
:

Visit the nearby Gillette Castle State Park, where you can explore unique architecture and enjoy picturesque views. Start with a self-guided tour of the castle.

afternoon
:

Have a packed lunch in the park, surrounded by nature. After lunch, hike some of the beautiful trails that the park offers.

evening
:

Return to Essex and enjoy a quiet dinner at a local pub. Relax in a historic setting as you reflect on the day's adventures.

day 8
Charming Essex
morning
:

Begin your day with a visit to the Essex Historical Society to learn about the town's past. Explore the charming historical homes that dot the landscape.

afternoon
:

Enjoy lunch at a quaint café filled with character. Spend the afternoon exploring local boutiques and artisan shops.

evening
:

Dine in a restaurant that showcases local flavors and creativity. Wind down with an evening stroll along the riverfront.

day 9
Splash into Adventure
morning
:

Start your day by visiting a nearby waterpark for some family fun. Enjoy an exciting array of water slides and activities.

afternoon
:

Have lunch at the waterpark or a nearby eatery. Spend the afternoon enjoying attractions or taking a break by the pool.

evening
:

After a fun-filled day, grab dinner at a casual family-style restaurant. Relish some ice cream for dessert to cap your day off sweetly.

day 10
Culinary Delights
morning
:

Begin your culinary adventure with a cooking class at a local cooking school. Learn to create signature dishes using fresh, local ingredients.

afternoon
:

After cooking, enjoy the fruits of your labor with lunch. Spend the afternoon visiting local markets for fresh ingredients to try at home.

evening
:

Wrap up your culinary day with a fine-dining experience at a renowned restaurant. Treat yourself to the chef’s special menu, savoring every bite.

Discover Essex

Read more in our Essex 2024 Travel Guide.

Essex Travel Guide