South Middlesex County, CT, Guide and Information

Welcome to South Middlesex County

Middlesex County offers a unique blend of natural beauty, historical significance, and cultural attractions. Nestled along the banks of the Connecticut River, this region provides scenic views, charming small towns, and a variety of recreational opportunities.

The city of Middletown, located in Middlesex County, is a vibrant hub that offers a thriving downtown area filled with diverse dining options, boutique shops, and entertainment venues. The city is also home to Wesleyan University, a prestigious liberal arts college known for its academic excellence and vibrant arts scene.

The Connecticut River Valley, which runs through Middlesex County, offers picturesque landscapes and outdoor activities. From river cruises and kayaking adventures to hiking trails and nature preserves, outdoor enthusiasts will find plenty to explore and enjoy.

Middlesex County is also rich in history, with numerous historical sites and landmarks. The Essex Steam Train and Riverboat allows visitors to step back in time and experience a nostalgic train ride along the river, while the Wadsworth Mansion at Long Hill Estate in Middletown offers a glimpse into the grandeur of the past.

With its blend of natural beauty, historical attractions, and a lively community, Middlesex County in Connecticut provides a delightful destination for residents and visitors alike. Whether you're seeking cultural experiences, outdoor adventures, or a peaceful retreat, Middlesex County offers a charming and welcoming environment.

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4 Things to do in South Middlesex County, CT

Below are the four of our favorite things to do in South Middlesex County, CT:

This is one of the best things to do in South Middlesex County, CT, for couples. If you would love to create unforgettable memories with your lover, you should get two tickets for the dinner train.

Where to Stay in Southern Middlesex County, Connecticut

Headed to Southern Middlesex County, Connecticut? This sometimes-overlooked spot on the map is situated in southern Connecticut, along the Connecticut River and stretching all the way to the ocean. Sandwiched between bigger cities like New Haven and Providence, Rhode Island, it makes an excellent home base for exploring the surrounding areas of New England.

So where should you stay while you’re in town? Check out one of these top-recommended Middlesex County hotels, bed and breakfasts, resorts and inns.

Where to Shop in Southern Middlesex County, Connecticut

Branded as one of the hidden gems of Connecticut, Southern Middlesex County offers a range of attractions for every type of traveler — including the traveler who considers themselves a retail enthusiast, always on the hunt for their next great find or bargain. During your trip to Middlesex County, around visiting the museums and taking to the water, exploring the beautiful outdoor landscapes and dining on the local farm-to-table fare, be sure to stop by these best spots to shop.

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4 Things to do in South Middlesex County, CT

Below are the four of our favorite things to do in South Middlesex County, CT:

This is one of the best things to do in South Middlesex County, CT, for couples. If you would love to create unforgettable memories with your lover, you should get two tickets for the dinner train.

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