Thomaston

Day Trips

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

day 1
Exploring the Local History
morning
:

Start your journey by visiting the Thomaston Historical Society Museum, where you'll immerse yourself in the rich history of the region through engaging exhibits. Afterward, take a stroll around the picturesque Thomaston Green to appreciate the town's charming New England architecture. Don't forget to grab a coffee at a local café to fuel your day.

afternoon
:

In the afternoon, head over to the Thomaston Opera House to catch a matinee performance or tour this stunning historic building. Afterward, enjoy lunch at a nearby restaurant that celebrates local cuisine. Spend some time browsing the quaint shops and boutiques that line the streets, perfect for finding unique souvenirs.

evening
:

As the sun sets, experience the delightful atmosphere of Thomaston's downtown by dining at one of the local bistros offering seasonal dishes. Enjoy a leisurely evening stroll through the town, taking in the serene ambiance and perhaps catching a glimpse of local art installations. Conclude your day with a sweet treat from an artisanal ice cream shop.

day 2
Nature and Outdoor Adventures
morning
:

Start your day by exploring the picturesque trails of the Mattatuck State Forest, where breathtaking natural landscapes await. Early morning is perfect for birdwatching or simply enjoying the tranquility of nature. Pack a breakfast picnic to enjoy at one of the scenic overlooks along the way.

afternoon
:

After your hike, visit the nearby Bantam Lake for some recreational activities like kayaking or fishing. Grab lunch at a lakeside eatery, relishing the views while indulging in fresh, local fare. Spend the early afternoon soaking up the sun on the lake beach or tour the surrounding state parks.

evening
:

As night falls, return to Thomaston for a casual dinner at a family-owned restaurant known for its comfort food. Unwind by taking a walk around the town center, where you can enjoy live music performances or community events if available. Wrap up the evening by relaxing in a local bar or pub, sipping on craft beers or local wines.

day 3
Art and Culture
morning
:

Begin your day with a visit to local galleries, such as the Thomaston Arts Gallery, showcasing vibrant artwork from local artists. Engage in conversations with artists and learn the stories behind their masterpieces. Enjoy a light breakfast at a nearby café that offers freshly baked pastries and locally roasted coffee.

afternoon
:

Spend your afternoon participating in an art workshop or taking a guided tour that highlights the cultural significance of Thomaston's artistic community. Explore the surrounding areas to view outdoor art installations and murals, enriching your appreciation of the local art scene. Enjoy lunch at a trendy eatery that often features art-themed dishes.

evening
:

In the evening, attend a live theater production at the Thomaston Opera House to experience the town’s vibrant performing arts scene. Dine at an upscale restaurant in town that features locally-sourced ingredients, perfectly paired with artisan cocktails. Conclude the night by visiting a cozy wine bar, where you can savor a selection of regional wines.

day 4
Family Fun Day
morning
:

Kick off your family fun day with a visit to the Thomaston Water Park, where kids and adults alike can enjoy a variety of attractions. Spend the morning splashing in the water and participating in fun games. After some energetic activity, enjoy a packed family picnic at the park’s designated picnic areas.

afternoon
:

Next, head to the Thomaston Sports Complex where you can engage in friendly competition with mini-golf, batting cages, or go-kart racing. Grab a casual lunch at the sports complex café, which provides a perfect family atmosphere. In the early afternoon, consider joining a local family-friendly event or festival if one is happening.

evening
:

As the day winds down, treat your family to dinner at a local pizzeria known for its family-friendly environment. Share stories and laughter over a delicious spread of pizzas and salads. To end the night on a sweet note, visit a local candy store or ice cream parlor for a treat everyone will enjoy.

day 5
Visiting Nearby Attractions
morning
:

Begin your day early with a visit to the nearby town of Litchfield, where you can explore its historic district and enjoy a leisurely breakfast at a charming café. Take your time as you admire the historical landmarks and picturesque landscapes. After breakfast, visit the Litchfield History Museum for an intriguing insight into the town's past.

afternoon
:

Post-lunch, head to the White Memorial Conservation Center to enjoy a variety of outdoor activities, including hiking, birdwatching, and nature trails. Spend the afternoon absorbing the beautiful scenery and learning about regional wildlife. A picnic amidst nature here can make for a memorable afternoon adventure.

evening
:

After returning to Thomaston, unwind with a relaxed dinner at a restaurant that specializes in farm-to-table dining, highlighting seasonal produce. Share your day’s experiences over dinner, surrounded by the warm atmosphere of the local dining scene. To conclude your day, stroll through the Thomaston park, enjoying the stars and fresh evening air.

day 6
Culinary Exploration
morning
:

Get started with a culinary tour of Thomaston by visiting the local farmers market, where you can browse fresh produce and artisanal products. Chat with local vendors to learn about the ingredients that make up the community's unique cuisine. Grab a light breakfast from one of the stalls, enjoying seasonal fruits and baked goods.

afternoon
:

In the afternoon, participate in a cooking class at a nearby culinary school or restaurant, where you can prepare traditional dishes using local ingredients. Enjoy a leisurely lunch with your fellow participants, sampling your creations. Continue your culinary exploration by visiting local food producers or craft breweries in the afternoon.

evening
:

In the evening, treat yourself to dinner at an acclaimed restaurant that showcases the region’s culinary influences, offering a diverse menu. Enjoy the farm-fresh flavors while experiencing the intimate dining ambiance that Thomaston has to offer. As a perfect end to the day, consider a dessert stop at a local pastry shop known for its exquisite sweets.

day 7
Adventure Day
morning
:

Embark on an exhilarating morning by visiting the Adventure Park at the Discovery Museum, where zip-lining and climbing await. Challenge yourself on the ropes course while enjoying stunning views of the surrounding landscape. Refuel for the day with a hearty breakfast at a nearby diner known for its delicious breakfast options.

afternoon
:

After an action-packed morning, head over to the Appalachian Trail for some hiking and exploring. The stunning natural beauty of the area guarantees a rewarding adventure among beautiful trails. Enjoy a packed lunch on the trail to take in more of the splendid scenery around you.

evening
:

Return to Thomaston for a casual dinner at an eatery specializing in hearty meals perfect for adventurers. Afterward, take a leisurely evening walk along the town’s walking paths and relax as you reflect on the day’s adventures. Consider visiting a local coffee shop for a warm drink to unwind before calling it a night.

day 8
Local Workshops and Community Events
morning
:

Start with a visit to a local pottery studio where you can participate in a hands-on workshop learning about ceramics. Engaging with local artisans allows for a deeper appreciation of the crafts common in the area. Enjoy breakfast at the studio, where many serve freshly brewed coffee and pastries to energize your creative spirit.

afternoon
:

In the afternoon, head over to the Thomaston Community Center where there may be scheduled workshops or community events to join in. This is a great opportunity to engage with residents and learn about ongoing community projects. Enjoy a simple lunch from a community-sponsored food truck, plentiful during events.

evening
:

As evening approaches, take in a community event or performance hosted at the community center, showcasing local talent in music or dance. Share a meal with locals at a potluck dinner, experiencing the warmth of community hospitality. Finish the evening with socializing with new friends and enjoying the lively atmosphere.

day 9
Relaxation and Wellness Retreat
morning
:

Indulge in a serene morning at a local wellness center that offers yoga and meditation classes. Focusing on relaxation will prepare you for the day's rejuvenating activities. After your session, enjoy a calming breakfast featuring health-conscious options to energize your day.

afternoon
:

Spend the afternoon pampering yourself at a local spa that provides a variety of treatments, such as massages, facials, and wellness therapies. Immerse yourself in relaxation, rejuvenating your body and mind. Break for a light lunch at a café that specializes in fresh soups and salads.

evening
:

In the evening, attend a tranquil sunset yoga class in a scenic outdoor setting, combining meditation with beautiful views. Afterward, enjoy a peaceful dinner at a healthy restaurant that focuses on wholesome ingredients. Wind down your day with a herbal tea at a local café, reflecting on your rejuvenating experience.

Discover Thomaston

Read more in our Thomaston 2025 Travel Guide.

Thomaston Travel Guide