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Middlebury

Welcome to Middlebury, CT! This charming town boasts scenic views, historic sites, and a friendly community. Explore the Quassy Amusement Park, indulge in local cuisine at charming cafes, and hike the nearby Mattatuck State Forest for outdoor adventures. Don't forget to snap a selfie at the iconic Middlebury Sign before you leave!

From the Community

Recommendations

Outdoor4.5/5

Black Rock State Park

Get ready for an outdoor adventure at Black Rock State Park! With miles of hiking trails, beautiful picnic spots, and a scenic lake perfect for swimming and fishing, this park is a nature lover's paradise. Don't forget your camera to capture the stunning views. Don't miss out on this gem in Watertown, CT!

Outdoor4.4/5

Hop Brook Lake

Hop Brook Lake is a hidden gem in Waterbury, Connecticut. With crystal clear waters perfect for swimming and boating, it's a great spot for outdoor enthusiasts. The surrounding forest provides shade for picnics and hiking trails. Don't forget your sunscreen and a tasty snack for a day of fun in the sun!

Outdoor4.5/5

Lake Quassapaug

Nestled in Middlebury, CT, Lake Quassapaug is a hidden gem for water lovers. With crystal-clear waters and sandy beaches, it's the perfect spot for swimming, sunbathing, and water sports. Rent a kayak or paddleboard and explore the serene surroundings. Don't forget to pack a picnic - this tranquil oasis is a must-visit for any adventurer.

Cafe$$$$4.6/5

John's Cafe

Nestled on Main Street in Woodbury, John's Cafe is a cozy spot serving up delicious breakfast and lunch options. With friendly staff and a charming atmosphere, this cafe is the perfect place to fuel up before exploring the charming town. Don't miss their specialty coffees and freshly baked pastries!

Eat$$4.5/5

Middlebury Pizza

Craving a slice in Middlebury, CT? Look no further than Middlebury Pizza! Located at 1255 Middlebury Rd, this cozy spot serves up piping hot pies with all your favorite toppings. The friendly staff and tasty food make it the perfect pit stop for any hungry traveler passing through. Bon appétit!

Stays

Stay4.3/5

The Milestone Inn

Welcome to The Milestone Inn in charming Woodbury, CT! This cozy bed and breakfast exudes New England charm with its historic architecture and modern amenities. Enjoy a delicious complimentary breakfast before exploring the quaint shops and restaurants nearby. The perfect retreat for a relaxing getaway in picturesque Woodbury.

Things To Do
Provided by

5/5

Boston Tour from New York

We will leave New York for Boston, a historic city with European architecture and renowned for its scientific development.Your first stop will be in Copley Square, where we will admire the Boston Public Library, the Trinity Church, the Old Church of the South, the Fairmont Copley Plaza, the endpoint of the Boston Marathon and the Prudential and John Hancock Towers. Continue to Christ the Scientist Church and walk along Commonwealth Avenue, where the monument to Dominic Faustino Sarmiento is located. Then we visit Fenway Park, home of the Red Sox. At Cambridge, we're stopping at MIT and Harvard University. Back in Boston we will tour Beacon Hill, Boston Common, Public Garden and the Massachusetts State House. We’ll finish at Quincy Market, with free time to have lunch and photograph iconic landmarks like Old State House, Faneuil Hall and The Freedom Trail, before heading back to New York.

$130.00

Convenient Mobility Scooter Rental in western Ma and northern CT

Unlock the best of Western Massachusetts & Northern Connecticut! (We will contact you with all the details within 8 hours of your booking.) Don't let mobility concerns limit your adventure. Our premier scooter rental service provides the freedom you need to explore local sights, attractions, and resorts. We handle the logistics so you can focus on enjoying your trip. Seamless Delivery: Your fully-charged, modern scooter is delivered directly to your hotel, resort, or vacation rental—no need to manage transportation or pickup. Ultimate Reliability: Enjoy peace of mind with our meticulously maintained fleet of high-quality 4-wheel scooters, suitable for various terrains and long-range comfort. Continuous Support: We offer 24/7 client support throughout your rental period, ensuring immediate assistance whenever you need it. Flexible Rentals: Rent starts from a minimum of one day, allowing you to tailor mobility to your exact itinerary. Book your freedom today!