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 felt like the reset we needed.
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 loved exploring local attractions like Sherwood Island State Park and Westport Museum for History and Culture.
I especially enjoyed 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, and fresh flowers.
The hotel’s spa was the best highlight for me. 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
If you prefer a weekend inland, I just loved this Litchfield County escape. 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.
Inn at Stonington
Also on the coast, but further up the coast than Delamar Southport, we discovered another romantic gem: Inn at Stonington.
I just loved the way our room for two days a overlooked the harbor, just a few sailboats rocking in place, the tide steady.
My room at the Inn at Stonington for two days was bright and airy, with a plush bed, a cozy fireplace, and a private balcony where I could watch the sailboats drift by, easily my favorite feature. The spa-style bathroom, complete with a soaking tub, added an extra touch of luxury that made the room feel like a true retreat.
We strolled through the village, sidewalks, a lighthouse at the edge of town, shops that looked like they’d been cared for by the same hands for decades.
Evenings at the inn were an absolute a delight. I enjoyed the complimentary wine and cheese hour, which gave the stay a personal, welcoming touch. It was the best way to unwind before heading out to explore the Borough’s incredible restaurants and quaint shops, all just a short stroll away.
In the morning, a freshly prepared breakfast set the tone for the day. Afterwards, you can head to Mystic, visit local vineyards, or simply walk along the quiet shoreline like we did.
What I loved best:
My highlight was the view over the water which I enjoyed in 30-minute stretches in the morning and evening at sunset.
Steamboat Inn
If you can't get a room at Inn at Stonington, my other favorite is Steamboat Inn, just 15 min away right on the Mystic River.
I loved waking up to the soft sound of boats drifting by, and the views from my room were some of the best I’ve ever had in Connecticut. It truly felt like stepping into a postcard!
For a romantic weekend at Steamboat Inn, nothing beats sipping wine on the deck at sunset. We loved strolling hand-in-hand through Mystic’s historic streets.
Our room for two days was thoughtfully decorated with a blend of classic nautical style and modern comfort, making it easy to feel right at home. I found myself curling up with a book by the window more than once, just soaking in the serenity.
What I loved best:
Breakfast was my personal highlight with fresh, local, and served with the kind of hospitality that makes you feel like part of the family.
Saybrook Point Inn & Spa
About mid-way between Steamboat Inn and Delamar Southport is Saybrook Point Inn & Spa. Also along the Connecticut coast, I thought that Saybrook Point Inn & Spa was one of the best romantic weekend getaways in Connecticut when I moved to the East Coast.
Our room for two days faced the river, with tall windows and soft light...the stillness made it easy to breathe here.
The spa was my absolute favorite, tucked behind glass doors, quiet and warm with eucalyptus and candlelight, and I was glad I called ahead to book my 60-minute massage. Afterward, lounging by the year-round saltwater pools was the perfect way to extend that sense of calm.
I had a massage that left me feeling weightless, like someone had peeled away every bit of stress I’d brought with me. You have to try it!
We had dinner at the inn’s Fresh Salt restaurant, pan-roasted halibut for me with lemon beurre blanc and asparagus, grilled filet for him with truffle mash and red wine jus. My fish was delicate and buttery, the sauce tart and bright. We lingered over dessert, house-made peach cobbler with vanilla bean ice cream that melted into the cinnamon crumble like it had always belonged there.
What I loved best:
My favorite part was waking up to those sweeping harbor views—it made mornings feel calm and refreshing.
A downside? The location feels quieter, so there's limited evening entertainment or nightlife.
The Spa at Norwich Inn
Like the idea of an inland getaway in Connecticut but need something more affordable than Winvian Farm?
You'll find The Spa at Norwich Inn tucked away on a quiet country road. It feels like a true escape, yet it’s only minutes from the energy of Mohegan Sun.
We drove about 1 hour and 10 minutes east from Hartford along I-84 and Route 2. We checked into The Spa at Norwich Inn early, robes and slippers waiting in our room, which opened onto a small garden, a hidden gem where ferns brushed against the windows.
For me, it’s one of the best weekend getaways when I need to recharge and slow down. The inn itself is a beautifully restored Georgian-style mansion surrounded by gardens, fountains, and century-old oak trees.
I loved strolling around the grounds before settling into the spa, which is the heart of the experience.
With more than 30 treatment rooms, a sauna, steam room, whirlpool, and an indoor pool, it’s the kind of place where hours drift by effortlessly.
My favorite was the signature massage, which set the tone for a weekend of pure serenity.
For families or groups, the villas on the property are another great option, offering more space while still giving access to all the spa amenities.
Dining was also a highlight. Kensington’s, the inn’s restaurant, serves seasonal dishes that pair perfectly with a relaxing day. I enjoyed a glass of wine on the terrace and felt completely at peace.
What I loved best:
My personal highlight was my room with a fireplace...they added such a romantic feel to the evenings.
The Mayflower Inn and Spa
From the moment we arrived at at this hotel, it felt like stepping into a dream version of New England. We drove about two hours north from New York City into the Litchfield Hills and stayed for blissful two days.
The Mayflower Inn & Spa is easily one of my favorite hidden gems in Connecticut and one of the best destinations for a luxurious weekend getaway. Why? In an nutshell, it's romantic, serene, and truly unforgettable!
The spa was unlike any I’d visited, bright and modern with elements of the old world tucked quietly throughout. I had a quick 30-minute facial that smelled of rose and chamomile, followed by a soak in a warm mineral bath.
Dining at the Mayflower was equally memorable. Seasonal, locally inspired dishes paired with thoughtful service made every meal feel special.
What I loved best:
My favorite moment was spending time in the serene relaxation room after a massage, overlooking the gardens as the sun began to set.
Madison and Scranton Seahorse Inn
I adored this place in 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.
