Romantic Weekend Getaways in Connecticut
Searching for the best Connecticut weekend getaway ideas for couples? Well, you are in the right place! Scenic countryside, historic towns, and seaside views make The Constitution State perfect when Chris and I are looking to reconnect. After days of rushing between work and errands, stepping into the slower rhythm here feels like the reset we need.
Here are the most unique accommodations I've come across living on the East Coast for 10 years that I hope you’ll love for your own 48 hour Connecticut getaway.
Southport, CT and Delamar Southport
If you want a small town getaway right on the ocean, Southport is one of my favorite places in Connecticut to visit when I'm in the mood for a small town escape (population of around 1,700).
In Southport, CT, we love exploring local attractions like Sherwood Island State Park and Westport Museum for History and Culture.
I especially enjoy staying at Delamar Southport. This hotel in Connecticut is one of my favorite boutique getaways in New England and I thought it was one of the best romantic weekend getaways when I moved to the East Coast.
Just an hour weekend getaway from New York City, this is a truly luxury escape.
You'll find European-inspired touches like fireplaces, rich fabrics and curated artwork.
Our room for two days was beautifully decorated, with a plush bed, marble bathroom, fresh flowers and Molton Brown bath products.
The hotel’s spa was the best highlight for. In fact, getting a 60-minute massage first thing was the perfect start to my vacation. Dining at on-site at Artisan restaurant was perfect on our anniversary. You'll find innovative dishes made from local ingredients that are available in season.
To me, Delamar Southport is one of the best underrated luxury weekend escapes for couples in Connecticut.
What I loved best:
My personal highlight was the location. In the charming village of Southport, the hotel is just two minutes from local shops, beaches, and scenic coastal walks.
Local tip: I have to warn you that Southport, CT is super popular on summer weekends so you need to have reservations ahead of time. Don't forget to book spa treatments in advance as well.
Winvian Farm, Litchfield County
A personal favorite weekend getaway from NYC is located in Litchfield County. We drove about two hours northeast from New York City and we stayed in a beautiful cottage surrounded by trees. Winvian felt like a retreat where every corner invited rest: my own private soaking tub, a leather chair by the fire, a porch with a view of the woods.
The serene spa with treatment rooms set in the woods was my personal highlight. I recommend splurging on a 60-minute massage to jumpstart your weekend right away.
You can trust that this place is special, serves incredible food, and luxurious because it has earned two AAA Five Diamond Awards (one for the property, and a separate one for the restaurant!).
What I loved best:
I thought the outdoor pool was perfect for lazy afternoons. In addition, I loved how cozy common spaces felt ... more like a friend’s country estate than a hotel.
A downside? Because each cottage is so unique, rates are higher compared to standard hotels.
Madison and Scranton Seahorse Inn
This weekend we are off to Madison, Connecticut for a romantic B&B stay!
Our room for two days at Scranton Seahorse Inn had a fireplace (some even have a whirlpool tub!), which made our stay feel extra romantic. The inn itself is a beautifully restored 1833 Federal-style home. Since every room has its own character, you can look for something that is meaningful for your own weekend getaway.
To book, check availability or prices for the 3-star Scranton Seahorse Inn.
What I loved best:
In the evenings, my highlight was strolling through the quaint Madison town before returning to the comfort of the inn.
