Colchester

Day Trips

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

day 1
Exploring Historic Center
morning
:

Start your day with a delicious breakfast at a local café that offers traditional New England fare. After breakfast, stroll through the historic downtown area, admiring the charming architecture and unique shops. Don't forget to visit the Colchester Historical Society to learn about the town's rich history and heritage.

afternoon
:

For lunch, stop by a quaint bistro offering farm-to-table options, where you can enjoy fresh, locally sourced ingredients. Spend the afternoon wandering through the Colchester Commons, a picturesque park perfect for a leisurely walk or a picnic. If you're interested in art, visit one of the local galleries showcasing works by regional artists.

evening
:

As the sun sets, head to a nearby winery for a tasting session of locally produced wines. Enjoy a scenic dinner overlooking the vineyards, where you can savor seasonal dishes paired with your favorite wines. Conclude your evening with a stroll under the stars, taking in the serene atmosphere of the countryside.

day 2
Nature Walks and Wildlife Viewing
morning
:

Begin your day with a hearty breakfast to fuel your adventure in the great outdoors. Then, head to the Colchester Land Trust trails for a guided nature walk, where you can learn about local flora and fauna. Keep your eyes peeled for wildlife; you might spot deer, various bird species, and other native animals.

afternoon
:

After your walk, enjoy a packed lunch in the serene surroundings of the nature reserve. Spend the afternoon exploring additional trails or visiting a nearby pond for some peaceful birdwatching. Make sure to take plenty of photos to capture the beauty of the natural landscape.

evening
:

As the day winds down, return to your accommodations to freshen up before heading out for dinner at a local family-owned restaurant. Share stories of your wildlife encounters while enjoying hearty comfort food. Wrap up the night with a cozy campfire if your lodging allows, reminiscing about your day's adventures.

day 3
Culinary Delights: Farm-to-Table Experience
morning
:

Kick off your culinary journey with breakfast at a local diner known for its homemade pastries and classic breakfast dishes. Afterward, join a guided tour of a local farm, where you can learn about sustainable farming practices and pick your own fruits or vegetables. This hands-on experience will deepen your appreciation for farm-fresh ingredients.

afternoon
:

Following your farm visit, participate in a cooking class that focuses on preparing seasonal dishes using the ingredients you've just harvested. Enjoy your creations during a communal lunch, where you can share tips and culinary secrets with fellow food enthusiasts. Spend the rest of the afternoon exploring the Colchester Farmers Market for more local produce and artisanal products.

evening
:

In the evening, dine at a popular farm-to-table restaurant that emphasizes local ingredients and seasonal menus. Savor dishes prepared with care, and don't forget to try a dessert that features locally sourced fruits. Conclude your culinary day with a relaxed stroll through the town, reflecting on the flavors and experiences you've enjoyed.

day 4
Historical Landmarks and Museums
morning
:

Start your day with breakfast at a local café before heading out to explore Colchester's historical landmarks. Begin at the historic Colchester Village Green, where you can see monuments and learn about the town's founding. Visit the nearby Colchester Historical Society museum to dive even deeper into the town's past.

afternoon
:

After your museum visit, grab lunch at a nearby eatery that serves classic American fare. Spend the afternoon exploring the remaining historical sites, such as the old church and colonial homes that tell the stories of early settlers. Take your time to enjoy the architecture and lush surroundings as you walk from site to site.

evening
:

For dinner, savor a meal at a local restaurant renowned for its historical ambiance and traditional cuisine. Afterward, catch a local theater performance or community event to experience Colchester's vibrant arts scene. End your evening with a leisurely walk through the historic district, soaking in the charm of the old buildings illuminated by streetlights.

day 5
Outdoor Adventure: Kayaking and Fishing
morning
:

Fuel up with breakfast at a cozy spot before heading to the local lake for a day of water activities. Rent a kayak and paddle out onto the serene waters, enjoying the tranquility and natural beauty surrounding you. Keep an eye out for birds and other wildlife as you navigate through the lush landscapes.

afternoon
:

After a morning of kayaking, take a break for a picnic lunch at one of the lakeside parks. If you're feeling adventurous, try your hand at fishing, where you can cast a line and relax while waiting for a catch. The peaceful environment is perfect for unwinding and enjoying the outdoors.

evening
:

As the sun begins to set, return your kayak and head to a local seafood restaurant for dinner, where you can indulge in the day's catch. Enjoy the fresh flavors of the local cuisine while taking in the stunning views of the lake. Conclude your day with a relaxing evening stroll along the water, reflecting on your outdoor adventures.

day 6
Art and Culture Exploration
morning
:

Start your day with breakfast at a trendy café known for its artistic décor and specialty coffees. Afterward, visit local art galleries showcasing the works of talented regional artists and artisans. Spend time discussing the pieces with gallery owners, who are often eager to share the stories behind the art.

afternoon
:

Enjoy lunch at a restaurant that features a rotating menu of art-inspired dishes, further immersing you in the local culture. Spend your afternoon participating in a workshop at a community art center, where you can create your own masterpiece under the guidance of a skilled artist. This hands-on experience allows you to express your creativity while learning new techniques.

evening
:

For dinner, choose a restaurant that often hosts live music or performance art, creating a lively atmosphere. Enjoy your meal while taking in the local talent performing on stage. After dinner, explore any nighttime art events or open mic nights happening in Colchester, soaking in the vibrant artistic community.

day 7
Family Fun: Parks and Recreation
morning
:

Begin the day with breakfast at a family-friendly diner that offers a variety of options for picky eaters. Afterward, head to Colchester's parks, where kids can play on the playgrounds while adults take a leisurely walk or join in on a game of frisbee. The spacious green areas provide a perfect opportunity for family bonding and outdoor fun.

afternoon
:

Pack a picnic to enjoy for lunch in one of the parks, allowing everyone to refuel for the afternoon's activities. Spend time at a local recreation center that offers fun activities such as mini-golf or seasonal sports. This engaging environment is sure to keep the whole family entertained and active.

evening
:

End your family-filled day with a casual dinner at a restaurant that caters to kids and offers a fun atmosphere. After dinner, take a stroll through the park to catch a glimpse of the sunset, creating the perfect backdrop for family photos. Conclude the evening with a sweet treat from a local ice cream shop, making it a memorable day for everyone.

day 8
Relaxation and Wellness Retreat
morning
:

Start your day with a healthy breakfast at a local café that offers smoothies and wholesome options. After breakfast, indulge in a yoga session at a nearby wellness studio, focusing on relaxation and mindfulness to set a positive tone for your day. The serene surroundings will help you unwind and connect with your inner self.

afternoon
:

Enjoy a nutritious lunch at a health-conscious restaurant that offers a variety of delicious options. Spend the afternoon at a local spa, where you can treat yourself to a massage or facial, allowing your stress to melt away. Take advantage of the tranquil environment to reflect and rejuvenate your mind and body.

evening
:

As evening approaches, enjoy a light dinner at a restaurant that emphasizes healthy meals and fresh ingredients. Consider attending a meditation or mindfulness workshop to enhance your relaxation journey further. Wind down your day with a peaceful walk through a local garden, surrounded by nature as you reflect on your wellness experience.

day 9
Local Festivals and Community Events
morning
:

Begin your day by checking out the local schedule for any festivals or community events happening in Colchester. Enjoy breakfast at a local spot before heading out to experience the excitement of the day. Engage with local vendors and artisans showcasing their crafts and goods.

afternoon
:

Grab lunch at a food truck or vendor booth offering a taste of local cuisine, immersing yourself in the community's culture. Spend the afternoon enjoying live performances, games, and activities that cater to all ages. Join in on any workshops being offered, which might include crafts, music, or cooking demonstrations.

evening
:

As the festival continues into the evening, find a spot to enjoy dinner while soaking in the vibrant atmosphere. Participate in the evening festivities, which might include dancing, fireworks, or special performances. Conclude your day by mingling with locals and sharing stories about your experiences.

Discover Colchester

Read more in our Colchester 2025 Travel Guide.

Colchester Travel Guide