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.

Photo Courtesy of The Inn at Middletown

1. The Inn at Middletown

Built in the early 1800s, the Inn at Middletown is a historic delight, with plenty of Old World and Colonial charm. Still, even with all that history to love, the inn manages to offer affordable rates, modern amenities and a can’t-beat location.

Photo Courtesy of Water’s Edge Resort & Spa

2. Water’s Edge Resort & Spa

But if you’re staying in a destination with an oceanfront, why not stay actually at the ocean? That’s what you’ll find at Water’s Edge Resort & Spa. The classic, New England-style resort provides expansive rooms right on the water, with balconies overlooking the beach and nearly 70 seaside suites.

Photo Courtesy of Saybrook Point Resort & Marina

3. Saybrook Point Resort & Marina

Similarly, Saybrook Point Resort & Marina is an ideal accommodations choice if you’re planning on getting some boating in during your trip to Southern Middlesex County. In addition to the marina, the resort also offers a spa, health club and multiple restaurants.

Photo Courtesy of The Homestead

4. The Homestead

But for a bed and breakfast vibe, look to The Homestead, in Madison. This boutique, farmhouse-style property offers a handful of homey, light and airy rooms. Amenities include in-room record players, daily breakfast, bicycle rentals to explore the surrounding area and comfortable common spaces, both indoors and out.

Photo Courtesy of The Bevin House Bed & Breakfast

5. The Bevin House Bed & Breakfast

This Victorian bed and breakfast puts you within easy access of area breweries, wineries and outdoor adventure. Built in the late 1800s, the home features 15 rooms, an expansive library, parlor and music room and an outdoor deck.

Photo Courtesy of Riverwind Inn Bed & Breakfast

6. Riverwind Inn Bed & Breakfast

Situated in a scenic, riverside area of the region and offering a casually elegant interior, this bed and breakfast provides a historic setting (the Federal Style inn was built in the 1800s), all the amenities needed to plan the perfect elopement and guest rooms all outfitted with private baths.

Photo Courtesy of Mohegan Sun

7. Mohegan Sun

But there’s no denying that one of the most popular places to stay in the surrounding area is at Mohegan Sun. With multiple towers, the casino resort offers guest rooms and suites in a variety of styles, and guests enjoy access to a range of activities and fun — so much so that you’ll hardly feel the need to leave the property. There’s, of course, all the gaming, but then also a spa, golf course, shopping, dining and regular entertainment like concerts and other shows, too. Kids enjoy their own on-resort club and there are even multiple pools.

Need More?

Still unsure where you’ll be staying when you visit Southern Middlesex County, Connecticut? If you’re still in the middle of planning your trip, then you can’t overlook all the great information you’ll find in the Discovery Map Southern Middlesex County guide, available both online and in print. With recommendations for where to stay, play, shop, dine, eat and more, it’s your one-stop resource for all things Middlesex County travel.