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Pack your bags for Southbury, CT’s best b&b

It’s been more than a month since I checked out of the best B&B in Southbury, Connecticut. I’m back in Texas, but I’m still dreaming of the homemade breakfast, DIY bar, gorgeous gardens, and New England hospitality at Evergreen Inn. 

A 200-year history

The Evergreen Inn is an 1818 Federalist-style home with six guest rooms and comfortable shared spaces. Purchased by Brian and Jennifer Cascone in 2017, they’ve completely redesigned the interior of the house to let the original architecture and flooring shine. 

Evergreen Inn B+B Southbury, CT

Apparently, the interior was once a monochrome pink! (Oh, to renovate a home in the 1970s.) I’m a Barbie Girl at heart, but the updates are absolutely stunning. 

Evergreen Inn BnB TV room

There are original photographs and paintings all around the house that depict former residents posing in the home– and everything looks the same! 

Evergreen Inn BnB reading nook

Sweet suites

We stayed in the Admiral Aston Suite, which wasn’t actually a part of the original home. It’s hard to believe, but this room was actually once the General Store, which originally sat across the street from the home. When the town began to create roads, the General Store was in danger of being torn down, so it was relocated here! 

Evergreen Inn BnB Admiral Aston Suite

The Admiral Aston Suite at Evergreen Inn

The Admiral Aston Suite

The pink jacuzzi tub was the only hint of the pink-hued design choices of decades past. 

Jacuzzi tub at Evergreen Inn BnB

Evergreen Inn BnB bathroom

Starting your day off right 

Innkeepers, Jennifer and Brian, once owned a catering business, and their zest for life and love of good food is the reason we chose to stay at The Evergreen Inn. Every morning, Jennifer created a homemade breakfast from scratch. She even catered to a dairy-free, gluten-free request with less than a day’s notice. And y’all. We couldn’t even tell that the cakes were made without wheat or milk. They were SO good!

Gluten-free, dairy-free peach tart

From the moment we booked, I began looking forward to Jen’s home-cooked meals, and they did not disappoint. I follow their Instagram and it always makes me wish I was back there!

Melon and Proscuitto at Evergreen BnB

Asparagus was always on my “no, thank you” list. Until this trip. When paired with perfectly prepared homemade hollandaise, asparagus is an absolute winner. 

Rainbow Bowl breakfast at Evergreen Inn BnB

Have you ever seen a more gorgeously presented avocado toast? 

Avocado toast at Evergreen B+B

Cool off by the pool

I relaxed by the stone and gunite pool, set amongst a lush garden that made me feel miles from civilization. Birds flit from tree to tree as the scent of blooming lilacs wafted through the air. 

Stone and gunite pool at Evergreen Inn Bed + Breakfast

Shake up some cocktails 

Ever wanted to play bartender? The Evergreen Inn gives you an opportunity to get creative with their spirits and mixers to create a one-of-a-kind cocktail! Prefer a beer? They offer four local beers on tap, so you can practice pulling your own pint!

There’s an honesty box nearby where you can donate a few bucks toward future spirits. 

The Evergreen Inn Bar

Savory moments and sweet dreams near Evergreen Inn B+B

The area around Southbury, CT has some amazing hidden gems and foodie hotspots. Don’t miss these awesome restaurants near Southbury!

Market Place Kitchen and Bar

In the mood for farm-to-table cuisine in Woodbury, CT? Enjoy local, organic, sustainably harvested food and spirits. The menu changes with the seasons, so there’s always something new (and delicious) to try! I’ve been told they have some of the best Brussels sprouts in town, so be sure to check those out! 

Beet salad at Market Place Kitchen and Bar in Southbury

Filet sandwich at Market Place Kitchen and Bar

Rich Farm 

Happy cows make great ice cream, and you can taste the difference at Rich Farms. Choose from their regular flavors or check their Instagram for seasonal specials! 

Rich Farm Ice Cream

1754 House

For high-class food in a laid-back environment, 1754 House delivers! If it’s still on the menu when you visit, I can’t recommend the Grilled Peach + Caramelized Great Hill Blue Cheese highly enough. I’m still dreaming of the sweet and creamy flavor and trying to figure out how to recreate it at home! 

Grilled peaches and caramelized blue cheese at 1754 House


Filet mignon at 1754 House

Arethusa Farm Dairy 

What do stilettos and ice cream have in common? George Malkemus and Anthony Yurgaitis — the majority owners of Manolo Blahnik— purchased a horse farm across from their home in Litchfield, CT to protect their view from developers. Since the purchase, they’ve restored the farm to its former glory. Now, it’s an incredibly sought-after dairy, which produces amazing butter and ice cream that’s worth driving to Bantam to find!

Our stay at The Evergreen Inn B&B came to an end far too soon! The home is up for sale now, so I’d recommend visiting as soon as possible! And be sure to tell Jen and Brian I say hi! 

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Friday 8th of October 2021

Hey Brittany, Thanks for writing such an informational article. I am planning a visit to Southbury & this article would be very helpful for me. Keep traveling & inspiring us. Cheers :)


Tuesday 12th of October 2021

Have an amazing time in Southbury!