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The Bars and Pubs of Deep River, Connecticut

While Deep River, CT, isn't known for its nightlife, the town does have a few options if you're looking to head out for a beer and a meal.

These venues will never attract the crowds of the oceanfront bars in Westbrook and Old Lyme, but they fill a need in Deep River, and there's enough entertainment to keep locals happy.

Deep River's bars and pubs are unpretentious and relaxed, providing excellent places to stop in after work or for a night out on the weekend.

Here's a look at some of the bars and pubs you're sure to frequent once you buy a home in Deep River, Connecticut.

Tailgaters Pub Deep River

The first thing you'll notice about Tailgaters Pub Deep River is that the venue attempts to recreate an old-fashioned tailgate party.

Sure, there's a classy indoor area where you can hang out in style, but most of the action is in the outdoor section, which features fire pits to ensure the party continues well into the evening.

The Tailgaters' menu includes soups, appetizers, pretzels, ribs, and one of the region's best lobster rolls. However, the hot dogs are the reason why locals return time after time.

That's because the hot dogs here are large and come with various toppings, allowing you to try something new every time you visit.

Tailgaters sits on the far southern end of Deep River on Middlesex Avenue. Stop in for a hot dog if you're in the area; you won't be disappointed.

Red House

Perhaps the trendiest spot in town, Red House enjoys a downtown Deep River location. This venue is a gastropub featuring an eclectic menu, craft beers, and live music on weekends.

Red House's atmosphere is laidback and welcoming, making it the perfect place to go for dinner and stay well into the evening while a local band performs. The decor is unique and funky, as well, and the building's red exterior will let you know you're at the right place.

The menu features sandwiches, burgers, ribs, steaks, pasta, chicken, tacos, and wings, all of which are created with a unique flair.

Although Deep River doesn't have a classic nightspot, Red House comes close because there's always something going on there on weekends.

Calamari's Tavern

First and foremost, Calamari's Tavern is a dive bar. You won't find a fancy menu or upscale decor here, as this is a place to grab a drink and meet with friends.

However, those who frequent this establishment wouldn't have it any other way. Once you get established in the Deep River community and want to meet up with some colleagues in an unpretentious atmosphere, you'll surely spend some time at Calamari's.

As a bonus, there's a bit of history behind this establishment. It dates back to 1933 and has survived in the community ever since, so it must be doing something right.

High Nine Brewing

You might not expect to find a brewery in Deep River, but High Nine Brewing is here to stay. This popular venue sits on the north end of downtown and has a wide selection of local craft beers to keep you returning time after time.

The beer menu is always changing, but they'll often have a couple of IPAs on the go. Their coffee stout is very popular, too, and they'll sometimes make sours and pilsners, as well.

As for the atmosphere, think old-style German beer hall. The tasting room is a large, open space with tables, stools, and places to stand, so you can meet with friends after work and enjoy some of the tastiest brews in town.

High Nine Brewing isn't the place to go for a meal, as they only have bar snacks available. Still, for a tasty beer, this local venue is tough to beat.

Plenty of Options in Deep River

Although Deep River isn't famous for its nightlife, there are enough options here to keep you happy. As you become more involved in the community, you'll quickly learn about these locations and figure out your favorite.

After buying a home in Deep River, Connecticut, supporting these local businesses should be a priority. After all, they're part of what makes this town special.

And if you don't find what you're looking for in Deep River, there are a few other options in neighboring Chester and Centerbrook.

Deep River has a lot going for it, and these local watering holes ensure that you'll have a relaxing spot to spend your evenings all year round.


Published January 27, 2021 in Exploring Our Area