Old Greenwich is a picturesque and idyllic town located in the southwestern corner of Connecticut. It’s a small but affluent town situated along the Long Island Sound with beautiful towns and beaches, abundant recreational opportunities, and a vibrant community of residents. From its majestic waterfront parks and historic sites to its world-class galleries, museums, and other cultural institutions, Old Greenwich provides many unique experiences to enjoy.
1. Old Greenwich parks and places for a walk on a first date
If your date is looking for a more nature-focused experience, then taking a walk in one of the beautiful parks in Old Greenwich is the perfect option. Take a stroll along the waterfront at Tod’s Point, or explore the hundreds of acres of protected land at Mianus River Gorge State Park. For a truly special experience, try the secluded South End Beach at Old Greenwich.
2. Places for a coffee date in Old Greenwich
Coffee shops are always great for first dates. In Old Greenwich, there are several cozy and inviting cafés to choose from. Stop by The Granola Bar for a delicious breakfast or lunch and a cup of locally roasted coffee. For something a bit more unique, try Aroma Joe’s for daytime snacks and specialty coffee. Or head to The Brewing Station for an unforgettable evening of craft beer and live music.
3. Old Greenwich galleries, museums and exhibitions to visit on a date
Old Greenwich is filled with cultural institutions to explore. The Greenwich Historical Society offers a variety of tours and exhibitions to learn about the town’s past and present. The Bruce Museum of Arts and Science explores the natural history of the area, while the Greenwich Arts Council provides a platform for local artists. And the Bruce S. Kershner Gallery and the Flinn Gallery showcase the work of both national and international artists.
4. Live music and entertainment to invite your date to in Old Greenwich
Old Greenwich is home to an array of venues for live music and entertainment. The Greenwich Symphony Orchestra puts on high-quality classical performances at the Greenwich UBS Arena. Music lovers will also love the Summer Jazz Festival held in Bruce Park and the annual Greenwich Town Party, which brings nationally known acts to the heart of Old Greenwich.
5. Old Greenwich pubs, bars or restaurants for a first date drink or food
Old Greenwich is also home to a wide variety of pubs, bars, and restaurants. From Italian eateries to seafood bistros and traditional pubs, there is something to suit everyone. Check out The Spread for artisanal pub food and craft beers. For a more intimate atmosphere, head to L’escale for a romantic dinner and a glass of wine with an incredible view of the Long Island Sound.
6. Other date ideas to try in Old Greenwich
If you’re looking for something a bit different, Old Greenwich also offers a variety of other activities. Take a cruise on the Sound on the Long Islander Charters, or go kayaking and paddleboarding in Old Greenwich Harbor. Or try a leisurely bike ride on the trails of the Greenwich Point Park. And don’t forget the iconic Greenwich Planetarium, which offers a variety of educational exhibits and shows.
