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Southbury

Southbury is a town where woods and water set the pace. At Southford Falls, water tumbles through the trees, and the Pomperaug River winds through town.

From the Community

Recommendations

Landmark4.7/5

Southford Falls State Park

This Connecticut state park follows a stream past a waterfall, with wooden bridges crossing the water.

Landmark4.5/5

Kettletown State Park

Nestled in scenic Southbury, CT, Kettletown State Park is an adventurer's dream come true! With its beautiful lake for swimming, boating, and fishing, and countless hiking trails for nature enthusiasts, this park offers endless outdoor fun. Pack a picnic, bring your furry friend, and get ready for a day filled with laughter, exploration, and incredible views. Don't forget the sunscreen!

Shop4.2/5

Southbury Plaza Shopping Center

This Southbury shopping plaza has shops and restaurants, with a clock tower that plays music.

Landmark3.3/5

Bullet Hill School House

Nestled in Southbury, CT, the iconic Bullet Hill School House charms visitors with its rich history and picturesque setting, embodying the rustic charm of New England with its well-preserved 19th-century architecture.

Shop$$4.4/5

Pies & Pub (formerly Pies & Pints)

Pizza pub with an airy outdoor patio and a bar area that fills with energy. The giant pretzel comes with mustard dip.

Eat$$$4.5/5

JDT's on Main

Eat$$$4.2/5

Mercato Italian Kitchen and Bar - Southbury

Eat$$4.7/5

Laurel Diner

Eat4.4/5

Brunch House 1850

Eat$$$4.3/5

Good News | Restaurant and Bar

Cafe$$$4.3/5

Hudson's Cafe & Bistro

Stays

Stay3.85/5

Wyndham Southbury

Located just off Interstate 84, this hotel is 2.6 miles from Quassy Amusement Park. The hotel features an on-site restaurant, a gift shop, and a free area shuttle. Free Wi-Fi and a flat-screen TV are included in every room at Wyndham Southbury. They are equipped with a coffee maker and furnished with a work desk. The on-site restaurant, the Arrowhead, serves American cuisine for breakfast, lunch, and dinner. Guests can relax in the indoor pool and sauna at the Wyndham Southbury. A modern gym and a business center are also located on site. Woodbury Ski Area is 10.3 miles from the hotel. The Timexpo Museum is 9 miles away.

Stay4.2/5

Heritage Hotel 522 Heritage Rd Southbury, CT

Southbury hotel with indoor and outdoor pools. There’s also a hot tub and a bonfire area, and the outdoor pool is saltwater.

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

5/5

Walkway Over the Hudson & Wineries- Private Transport

The Walkway Over the Hudson is the longest and highest elevated pedestrian bridge in the world! Benmarl Winery is America's oldest Vineyard! When you accompany two of those facts with a company that will bring you to and from your locations with professionalism, reliability and friendliness, you can't go wrong! Don't feel guilty indulging one bit at your wineries because you got some exercise in during your amazing time at the Walkway Over the Hudson! Optional bike rentals are available upon request for the Walkway Over the Hudson. Please let us know ahead of time. *Hotel accommodations are available upon request. Simply send us an email and we will be happy to assist you. *Depending on winery availability at the time of your booking, it may be necessary to visit different comparable local wineries than listed. *the Walkway Over the Hudson is a flat paved walkway that is 1.30 miles long. You will get picked up on the other side.

$235.00

3 h

Romantic Farm Proposal with Luxury Helicopter from NYC

Begin your unforgettable engagement with a private helicopter flight from Manhattan to Candlelight Farms in New Milford, Connecticut, including a scenic NYC air tour along the way. Land at the charming lakeside farm and set the stage for a truly intimate proposal. During the flight, enjoy a champagne toast (21+), a bouquet of fresh roses, and fine chocolates. A professional photographer discreetly captures every moment—from takeoff to the proposal—so nothing is missed. Choose your perfect setting upon arrival: beside the helicopter on the grass runway, beneath the farm’s grand trees, or inside the rustic wooden hangar for a romantic backdrop (advance notice required). The hangar can host 20–30 guests for a surprise celebration, with optional refreshments available. Your helicopter remains for one hour before returning you to Manhattan with a final view of the skyline before landing. Availability: year-round. Flight time: ~30 minutes each way. Total duration: ~3 hours.

$13,000.00

Hudson Valley Wineries- Private Transport- OR brewery/distillery

Benmarl Winery is America's oldest Vineyard! When you accompany that fact with a company that will bring you to and from your locations with professionalism, reliability and friendliness, you can't go wrong! We can't wait to book your reservations, make your itinerary, provide you with transportation (by us or one of our partnered transportation companies). You'll love all 3 of your winery stops for the day! Visit our website for more detailed information. Hotel accommodations are available upon request. Send us an email and we'll be happy to book you in a hotel or a private vacation rental (VRBO or Airbnb). Depending on availability, it may be necessary to visit different comparable local wineries than listed. Whichever winery we choose will also be enjoyable of course! We have lots of wineries in our area. We also can conduct your winery tour in other areas than what's listed such as Dutchess County, Ulster County, Columbia County and or Orange County. Email us for questions.

$235.00

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!