Celebrate an unforgettable bachelor party with an extended weekend or week-long getaway in Connecticut. From the athletic events and live concerts in Hartford to the relaxing wineries in Guilford, there are plenty of activities and attractions to check out in cities and towns across the state. Stay at one of many Connecticut vacation rentals along the Long Island Sound to enjoy stunning views of the water and historic lighthouses. You can be situated in the heart of vibrant cities with a thriving nightlife, abundant live entertainment, and breathtaking golf courses. Take a look at the most noteworthy places in Connecticut for your bachelor party.

1. Hartford

Historic capital building

Celebrate your upcoming wedding with the guys in the capital of Connecticut, a city thriving with hotspots such as the Rocking Horse Saloon and the Riverside Cricket Club. The Hartford Stage gives you the perfect platform to see some athletic events, while the Riverside Park is a popular destination for fishing excursions for the laid-back wedding party. Catch a live concert at Dunkin’ Donuts Park or the New England Dodge Music Center before hitting up clubs such as the Arch Street Tavern or the Pig’s Eye Pub. Relax in your cozy New England vacation rental to play some cards with your groomsmen, or get out and about with a hike through Elizabeth Park.

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2. New Haven

Lighthouse on the edge of the water

Explore the serene beaches of Connecticut when making New Haven your vacation destination for your bachelor party. This lively city features outdoor attractions for the athletic types to cycle the trails of East Rock Park or ride along the trails that lead to Lighthouse Point Park. Sit back with your crew to listen to the light sounds and live jazz music at Firehouse 12 in the evenings, or move and shake to the hip-hop, rock, and country music at Cafe 9. When you want to get out on the water in this city that lines the Long Island Sound, opt for a boat tour with Harbor Adventures.

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3. New Britain

Waterfall cascading over rocks.

New Britain offers you and your buddies a chance to explore the area with views of the hills within close proximity to luxurious vacation rentals. Start your adventures fishing at the Batterson Park Pond, or opt for a Segway tour through the paved trails of Walnut Hill Park. An afternoon at the Alvarium Beer Company gives you a chance to toss back some local brews before hitting the club scene at The Frosty Mug or the West Side Tavern. Take your wedding party to Stanley Golf Course for 18 holes and some lunch in the clubhouse before retreating back to your vacation rental for a competitive game of poker.

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4. Stamford

Light shining through the trees in a garden

The college town of Stamford hosts a variety of bars and clubs to help you and the guys celebrate your impending marriage. A stop in at Bradford’s Grill and Tavern supplies your group with bar bites and cold beverages, while The Palms Night Club is the perfect place to join the party scene while listening to the DJ spin some tunes. A vacation rental in Stamford also gives you access to live entertainment in Manhattan, New York, as well as live performances at the local Palace Theatre. Head to Cove Island Park when you want views of the water, hiking trails, and fishing spots. When the chilly Connecticut weather leaves you looking for indoor adventures, sign up for a session at the Deadlocked Escape Room.

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5. Stonington

Sailboats on the water

Immerse yourselves in the historic town of Stonington and capture a group photo outside the Old Lighthouse Museum or in front of one of the Victorian mansions in the city. Stonington features a variety of water attractions for adventurous bachelors with access to Dubois Beach and sailing instruction from the New England Science and Sailing Company. Hit up the Stonington and Saltwater Farm for a wine-filled afternoon, or opt for some lively entertainment at MBar in the evening. The Harp and Hound offers an Irish-themed watering hole for a casual night with your wedding party, while the Jealous Monk offers a beer garden with international brews, schnitzel, and bratwurst.

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6. Greenwich

Golf course surrounded by fall foliage

Make Greenwich your bachelor party vacation destination and explore the Long Island Sound with your groomsmen. This artsy Connecticut city offers tours of the Bush-Holley House art colony and is home to multiple lighthouses for your crew to explore. Sample the wines at the Harvard Wine Bar and Restaurant, or live it up with the city’s nightlife happening at the Sundown Saloon or the Old Greenwich Social Club. Tee-times at the Griffith E. Harris Golf Course or the Innis Arden Golf Club give your groomsmen a chance to show off their skills.

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7. Guilford

Sea grass on the edge of the water

A vacation rental in Guilford puts you in the midst of a historic city and water-filled attractions to enjoy with your wedding party. Head out to Sandy Jacobs Beach to try your hand at paddleboarding, or opt for a more formal celebration on the water with a boat tour sponsored by Grass Island Cruises. The historic Faulkner Island Lighthouse is a must-see while on your way to Bishop’s Orchard and Winery for a laid-back afternoon or evening. Opt for some comfort food at KC’s Restaurant and Pub or order up a Guinness at Augur’s Irish Pub to toast the groom.

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