Middletown

Day Trips

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

day 1
Explore the Outdoors
morning
:

Start your day with a refreshing hike at Lyman Orchards, enjoying the beautiful scenery and fresh air. Take a moment to appreciate the stunning views of the Connecticut countryside.

afternoon
:

After lunch, visit the Wadsworth Falls State Park for a leisurely walk and some time by the waterfall. Consider bringing a picnic to enjoy in the park.

evening
:

Wrap up your day with dinner at a local farm-to-table restaurant, tasting the flavors of fresh local produce. Enjoy some quiet time in the evening at a nearby cafe with live music.

day 2
Art and Culture
morning
:

Visit the Middletown's Art Museum to explore local and national exhibits. Engage with the art and possibly participate in a morning workshop.

afternoon
:

Head downtown to browse unique shops and galleries featuring local artists. Sample some artisan foods at the local market for lunch.

evening
:

Attend a local theater performance or cultural event in the evening. Enjoy a late-night snack at a nearby bistro for a perfect end to your cultural day.

day 3
Culinary Delights
morning
:

Join a cooking class at a local culinary school to start your day learning new recipes. It's a great way to get your day energized and inspired.

afternoon
:

Visit local farmers markets to gather fresh ingredients, and return to your class for lunch. Share your creations with fellow participants and enjoy the fruits of your labor.

evening
:

Dine at one of Middletown’s esteemed restaurants for a memorable culinary experience. Sample dishes created from local ingredients, paired with fine wines.

day 4
Nature and Wildlife
morning
:

Visit the Crab Meadow Nature Preserve for a morning walk among diverse wildlife. Bring your binoculars for birdwatching and enjoy the tranquility of nature.

afternoon
:

Explore the nearby Connecticut River for an afternoon of kayaking or canoeing. Experience the beauty of the river while watching for local fauna.

evening
:

Enjoy a delightful dinner at a riverfront restaurant overlooking the water. After dinner, take a sunset stroll along the riverbanks to end your day.

day 5
Historic Tour
morning
:

Start your day with a visit to the Russell Library to explore its historical exhibits. Learn about the rich history of Middletown and its evolution over time.

afternoon
:

Tour the historic homes in the area, such as the deKoven House, for a glimpse into the past. Reflect on the architectural beauty and stories that surround these locations.

evening
:

Wrap up your day with dinner at a historic inn, indulging in traditional cuisine. Share stories of the historic sites visited during the day with fellow diners.

day 6
Parks and Recreation
morning
:

Breathe in the fresh air at Middlesex Community College's beautiful grounds and explore the gardens. It's a perfect spot for a light morning yoga session to start your day.

afternoon
:

Pack a lunch and spend some time at the nearby Gildersleeve Park, enjoying the open space and recreational activities. Play some sports or relax with a book under the trees.

evening
:

Gather around a fire pit at a local park for a great evening of s'mores and storytelling. Enjoy the sounds of nature and the company of friends or family.

day 7
Literary Escape
morning
:

Visit local bookstores and libraries, browsing through a variety of genres. Settle into a cozy nook with your favorite book and enjoy your morning.

afternoon
:

Join a book club or author signing event in town to connect with fellow literature lovers. Discuss your favorite reads over lunch at a local café.

evening
:

Attend a poetry slam or open mic night where local talents share their work. It's an exciting way to immerse yourself in the local literary scene.

day 8
Cycling Adventure
morning
:

Rent a bike and start your day with a ride along the scenic Connecticut River. Experience the tranquil morning atmosphere while cycling through beautiful trails.

afternoon
:

Stop for lunch at a riverside café, rejuvenating yourself for the next leg of your ride. Explore additional biking routes and hidden gems around Middletown.

evening
:

Return your bike and head for dinner at a local pizzeria or Italian restaurant. Celebrate your day of adventure with a slice of pizza and a good drink.

day 9
Festival Fun
morning
:

Check the local calendar and start your day at a nearby festival or fair, filled with food and crafts. Enjoy the bustling atmosphere and indulge in snacks.

afternoon
:

Participate in various activities, from games to crafts, to keep the excitement alive. Take in live performances that showcase local talent.

evening
:

Stay for the evening festivities, enjoying food stalls and live music. End the night with fireworks, creating lasting memories from the celebration.

day 10
Music and Night Life
morning
:

Sleep in and enjoy a lazy morning over brunch at a local diner, savoring classic breakfast options. Relax and recharge for a fun-filled day ahead.

afternoon
:

Explore local shops and cafes while listening to talented street musicians. Grab some gourmet coffee and enjoy the vibrant atmosphere.

evening
:

Attend a live concert or music event, dancing and enjoying the local music scene. Cap your night off with a visit to a nearby pub or bar to unwind.

Discover Middletown

Read more in our Middletown 2024 Travel Guide.

Middletown Travel Guide