Chester

Culture4.7/5

Connecticut River Museum

Step back in time at the Connecticut River Museum in Essex! Learn about the region's maritime history and explore interactive exhibits. Don't miss the spectacular views of the river from the museum's deck. Located at 67 Main St, it's the perfect spot to dive into the rich history of the area.

Landmark4.8/5

Goodspeed Opera House

Nestled in the charming town of East Haddam, Goodspeed Opera House is a gem for theater lovers. This historic venue showcases top-notch musical productions in a stunning setting overlooking the Connecticut River. With its Victorian charm and Broadway-caliber performances, Goodspeed Opera House is a must-visit destination for anyone seeking a memorable theatrical experience.

Culture4.7/5

Gillette Castle State Park

Step into the whimsical world of Gillette Castle State Park! This quirky medieval-style fortress overlooks the Connecticut River, offering stunning views and photo opportunities. Explore the castle's unique architecture and enjoy picnicking or hiking along the scenic trails. Don't forget to check out the nearby Goodspeed Opera House for some added entertainment!

Culture5/5

The Space Chester

Art gallery in Chester with photography, artwork, local books and curiosities.

Shop5/5

Reboot Eco

Take a pit stop at Reboot Eco in charming Chester, CT! Refuel with organic smoothies and healthy snacks while browsing eco-friendly gifts and sustainable goods. Chat with the friendly staff about local hiking trails and green living tips. Don't leave without a handmade souvenir to remember your eco-friendly adventure!

Shop5/5

Blackkat Leather

Step into Blackkat Leather for a funky mix of handmade leather goods. From stylish bags to unique accessories, this little shop on Main Street in Chester, CT is a must-visit for any traveler looking to add some flair to their wardrobe. Don't miss out on the chance to snag a one-of-a-kind piece!

Shop4.7/5

Pandemonium Thrift Shop

Step into Pandemonium Thrift Shop, a treasure trove at 112 Elm St, Deep River, CT! Bursting with quirky finds, vintage clothing, and unique home decor, it’s a thrifter's paradise. Wander through aisles of nostalgia and snag a bargain or two. Perfect for an adventurous afternoon, this charming shop promises delightful surprises around every corner! 🛍️✨

Shop5/5

The Little Shop by Nora Murphy Country House

Nestled in the charming town of Chester, The Little Shop by Nora Murphy Country House is a must-visit for those looking for unique home decor and gifts. From cozy blankets to stylish accessories, this boutique on Main Street is a traveler's dream come true. Get ready to shop 'til you drop in this delightful little gem!

Cafe$$4.8/5

The Nest Coffee House

Nestled in Deep River, CT, The Nest Coffee House is iconic for its cozy atmosphere, artisanal brews, and delectable treats, making it the perfect spot for community gatherings and a delightful caffeine fix.

Shop4.8/5

Lark

Nestled along the Connecticut River, Lark offers a charming blend of exquisite cuisine and inviting atmosphere, making it an iconic Chester destination for food enthusiasts and anyone seeking a memorable dining experience.

Eat4.9/5

High Nine Brewing

At High Nine Brewing in Deep River, CT, craft beer enthusiasts can savor unique brews in a cozy atmosphere, making it a must-visit spot for memorable flavors and community vibes.

Shop4.9/5

The Wayfinder Society

Calling all adventurers! The Wayfinder Society in Chester, CT is your one-stop shop for all things travel-related. From maps and guidebooks to travel gear and gadgets, we've got everything you need to navigate your next journey with ease. Stop by 14 Main St and let us help you find your way to your next great adventure!

Culture4.8/5

Leif Nilsson Spring Street Studio and Gallery

Step into Leif Nilsson Spring Street Studio and Gallery for a whimsical escape in charming Chester, CT. Browse through the artist's vibrant landscapes and intricate pen and ink drawings. Meet Leif, the friendly owner and talented artist, who may even serenade you with his guitar. Don't miss this delightful stop on your New England adventure!

Eat$$$4.6/5

Grano Arso

Welcome to Grano Arso in picturesque Chester, CT! This cozy Italian eatery serves up delicious dishes made with "burnt grain" flour. From handmade pastas to wood-fired pizzas, every bite is a taste of traditional cuisine with a modern twist. Get ready to be transported to Italy without leaving Main Street!

Eat$$$$4.4/5

River Tavern

Nestled in picturesque Chester, River Tavern is a charming spot for locally sourced cuisine and craft cocktails. With a cozy atmosphere and friendly staff, this Main Street gem offers a tasty escape for weary wanderers. Don't miss their fresh seafood dishes and delectable desserts!

Eat$$$4.3/5

Pattaconk 1850 Bar & Grille

Located in historic Chester, Pattaconk 1850 Bar & Grille is a charming spot serving up delicious New England cuisine with a modern twist. Enjoy a cozy atmosphere and friendly staff while savoring their famous seafood dishes and craft cocktails. Don't miss out on their outdoor patio with views of the scenic Connecticut River. Cheers to a great meal!

Eat$$4.8/5

The Wheatmarket

Get ready to immerse yourself in the charm of Chester at The Wheatmarket! This cozy spot on Water St serves up delicious baked goods, fresh sandwiches, and locally roasted coffee. Don't miss the chance to snag a loaf of their famous bread to enjoy during your adventures in this picturesque Connecticut town.

Eat$$4.6/5

Simon's Marketplace

Welcome to Simon's Marketplace in the charming town of Chester, CT! This cozy spot on Main Street is a must-visit for travelers craving local goodies. From artisanal cheeses to handmade chocolates, you'll find a delicious array of treats to indulge in. Don't miss out on the outdoor seating area for a relaxing break.

Stay4.35/5

The Griswold Inn

The Griswold Inn in Essex, housed in a historic building, offers a unique atmosphere. Guests can enjoy the outdoor seating area and picnic spots, complemented by a beautiful garden and terrace. Rooms feature air-conditioning, private bathrooms, and parquet floors. Additional amenities include free WiFi, a lounge, and a 24-hour front desk. Family rooms and full-day security ensure a comfortable stay. The family-friendly restaurant serves American cuisine with vegetarian, gluten-free, and dairy-free options. Breakfast includes continental and buffet selections with fresh pastries, fruits, and juice. Evening entertainment and live music enhance the dining experience. Located a 2-minute walk from Essex Island Marina and 200 metres from the Connecticut River Museum, the inn is also close to Essex Art Association and Goodspeed Opera House. Tweed-New Haven Airport is 49 km away.

Stay4.65/5

The Captain Stannard

The Captain Stannard in Westbrook offers a bed and breakfast experience within a historic building. The property is adults-only and features garden views. Guests can enjoy wellness packages, including massages and yoga. Private check-in and check-out services ensure a seamless arrival and departure. Rooms are equipped with air-conditioning, private bathrooms, and garden views. Additional amenities include bathrobes, walk-in showers, and free toiletries. Breakfast options include continental, American, buffet, vegetarian, vegan, and gluten-free. The on-site lounge and outdoor fireplace provide relaxing spaces. Nearby attractions include Marquee Cinemas (1.9 km), Stanton House Museum (6 km), and Hammonasset Beach State Park (9 km). Tweed-New Haven Airport is 41 km away. Highly rated by guests.

Stay3.7/5

Copper Beech Inn

Copper Beech Inn in Ivoryton offers adults-only 5-star accommodations with private check-in and check-out services. Each room features air-conditioning, a private bathroom, and modern amenities including a tea and coffee maker, hairdryer, and free toiletries. The romantic restaurant serves French and American cuisines with vegetarian and gluten-free options. Guests can enjoy a full English or Irish breakfast, as well as dinner, in a relaxed setting. Live music enhances the dining experience. The inn offers wellness packages, an outdoor seating area, and a terrace. Additional amenities include a picnic area, live music, full-day security, and free on-site private parking. Guests can also participate in hiking activities nearby. Located less than 1 km from Ivoryton Playhouse and 1.9 km from the Museum Of Fife And Drum, the inn is 48 km from Tweed-New Haven Airport. Other nearby attractions include the Connecticut River Museum and Florence Griswold Museum.