Romantic Weekend Getaways in Connecticut
I found romantic weekend getaways in Connecticut to be a perfect blend of coastal beauty, historic charm, and cozy New England elegance. Within just a short drive, you can stroll through quaint villages, sip wine at scenic vineyards, unwind by the shoreline, or explore vibrant towns filled with art galleries, fine dining, and boutique shops. One of the best parts is discovering the ideal retreat, whether it’s a waterfront inn, a rustic countryside B&B, or a luxurious boutique hotel, to set the mood for a relaxing and intimate escape. Here are some unique accommodations I came across that I think you’ll love for your Connecticut adventures.
1. For a stylish escape: Delamar Southport
Delamar Southport in Connecticut is one of my favorite boutique getaway in New England. It’s the perfect spot for a romantic weekend getaway or a stylish family retreat.
Just a short drive from New York City (about 1 hour northeast along I-95), this elegant hotel feels like a hidden escape—offering luxury, comfort, and warm hospitality all wrapped into one.
What I loved most about Delamar Southport is its sophisticated yet welcoming atmosphere.
The design blends classic New England charm with European-inspired touches—think cozy fireplaces, rich fabrics, curated artwork, and a timeless elegance that makes every corner feel special.
My room was spacious and beautifully decorated, with a plush bed, marble bathroom, and thoughtful details like fresh flowers and Molton Brown bath products.
My favorite feature was the sense of calm it offered—it felt like a serene sanctuary away from the bustle.
The hotel’s spa was another highlight for me, offering a range of treatments that made it easy to relax and recharge. Dining at Artisan, the on-site restaurant, was equally memorable.
With a menu focused on fresh, seasonal, and locally sourced ingredients, every meal felt like an experience—especially when paired with a glass of wine in the garden terrace.
The location is also ideal.
Nestled in the charming village of Southport, the hotel is close to boutique shops, beaches, and scenic coastal walks, yet it still feels wonderfully private.
To me, Delamar Southport is one of the best underrated luxury escapes in Connecticut. Romantic, refined, and deeply relaxing, it’s a true gem for anyone seeking a memorable New England getaway.
To book, check availability or prices for Delamar Southport .
2. For a countryside escape: Winvian Farm
I drove about 2 hours northeast from New York City into the Litchfield Hills of Connecticut, where winding backroads passed stone walls, forested ridges, and quiet villages.
We stayed in one of the most beautiful cottages, a standalone space surrounded by trees, where the only sounds were wind through the leaves and the creak of old floorboards under our socks. Winvian didn’t feel like a resort. It felt like a retreat. Every corner invited rest: a soaking tub, a leather chair by the fire, a porch with a view of the woods.
We explored the grounds in the late afternoon, hands brushed with hayfield pollen, our path shared only with birds and the occasional rabbit darting across the lawn. Inside the spa, the scent of eucalyptus lingered in the air.
Dinner was in the main house, where the lighting was low and the windows glowed with dusk. I had a roasted chicken breast over farro and heirloom carrots, the skin crisp and herbs warm and savory. He ordered the halibut, flaking under a citrus beurre blanc that caught the light. Dessert was a flourless chocolate torte we didn’t speak through, we just ate slowly, with full hearts.
To book, check availability or prices for Winvian .
3. For water views: Inn at Stonington - 1 hour 35 minutes
We drove about 2 hours and 45 minutes northeast from New York City along I-95, where the road hugged the Connecticut shoreline and dipped past coves, harbors, and clapboard towns.
“Let’s stay in,” I said as I curled deeper into the white duvet, sunlight spilling through sheer curtains. The room at The Inn at Stonington overlooked the harbor, just a few sailboats rocking in place, the tide steady. It felt like the kind of quiet you carry with you long after you leave.
My room 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, cobblestone sidewalks, a lighthouse at the edge of town, shops that looked like they’d been cared for by the same hands for decades. Every corner felt loved, not polished. We lingered by the water until we saw the best sunset on the East Coast.
Evenings at the inn are 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. You can head to Mystic, visit local vineyards, or simply walk along the quiet shoreline.
To book, check availability or prices for The Inn at Stonington .
4. For antique-filled accommodations: Steamboat Inn - 1 hour 30 minutes from Bridgeport, CT
Steamboat Inn is one of those hidden gems that feels like it was designed just for a peaceful weekend getaway.
Nestled right on the Mystic River, this charming inn combines waterfront beauty with cozy New England charm.
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 felt like stepping into a postcard.
What makes this spot so special is how versatile it is. For a romantic weekend, nothing beats sipping wine on the deck at sunset or strolling hand-in-hand through Mystic’s historic streets.
But it’s also a great family destination, with plenty of space to relax and the aquarium, seaport, and local shops just steps away.
My favorite part was how everything felt both central and tucked away—a rare balance that made the stay feel exclusive but never isolated.
The rooms are 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.
Breakfast was another highlight—fresh, local, and served with the kind of hospitality that makes you feel like part of the family.
For me, Steamboat Inn is one of Connecticut’s most underrated stays.
Whether you’re planning a romantic retreat or a family adventure, it’s the kind of place that instantly becomes a favorite and keeps calling you back.
To book, check availability or prices for Steamboat Inn .
5. For wellness: Saybrook Point Inn & Spa - 50 minutes from Bridgeport, CT
I drove about 50 minutes east from Bridgeport along I-95, where the highway hugged the shoreline.
We arrived at Saybrook Point Inn & Spa just before dusk, the salt air cool and clean. Boats rocked gently in the slips outside, and the inn rose beside them like it belonged to the water.
Our room faced the river, with tall windows and soft light. The stillness made it easy to breathe. My favorite part was waking up to those sweeping harbor views—it made mornings feel calm and refreshing. Whether you’re visiting as a couple or with family, the inn balances elegance with comfort in a way that feels timeless.
The spa was my absolute favorite, tucked behind glass doors, quiet and warm with eucalyptus and candlelight. 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.
To book, check availability or prices for Saybrook Point Inn & Spa .
6. For luxury pampering: The Spa at Norwich Inn
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 where ferns brushed against the windows.
The Spa at Norwich Inn is one of my favorite hidden gems in Connecticut—a perfect mix of history, relaxation, and charm.
Tucked away on a quiet country road, it feels like a true escape, yet it’s only minutes from the energy of Mohegan Sun.
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.
Guest rooms are cozy and elegant, with classic New England touches that make the stay feel warm and inviting.
I especially liked the rooms with fireplaces—they added such a romantic feel to the evenings.
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.
For me, The Spa at Norwich Inn is an underrated Connecticut treasure—ideal for a romantic retreat, a girlfriends’ spa weekend, or simply a personal reset. It’s a place that quickly becomes a favorite.
To book, check availability or prices for The Spa at Norwich Inn .
7. For a peaceful getaway: The Inn at Harbor Hill Marina - 1 hour 15 minutes from Bridgeport, CT
The Inn at Harbor Hill Marina in Connecticut is perched right on the water in Niantic. This charming bed-and-breakfast has the best blend of coastal beauty and small-town warmth.
From the moment I arrived, I felt like I had discovered one of the most underrated spots on the shoreline.
My room was bright, airy, and decorated with a classic nautical touch.
Waking up to sweeping views of boats gently swaying in the marina was my favorite part—it felt like a romantic escape straight out of a postcard.
Some rooms even have private balconies or whirlpool tubs, which makes it perfect for couples looking for a cozy retreat.
Breakfast at the inn was another highlight. Each morning, I enjoyed homemade dishes served in the cheerful dining room with big windows overlooking the water.
It had that welcoming, family-style atmosphere that made me feel right at home. In the evenings, I loved relaxing on the porch with a glass of wine, watching the sunset paint the harbor in golden hues.
The location is also ideal. Just steps away, Niantic’s charming downtown is filled with unique shops, restaurants, and the famous Niantic Bay Boardwalk.
It made exploring effortless, while the inn itself always felt like a quiet and romantic escape at the end of the day.
For me, The Inn at Harbor Hill Marina is one of the best and most underrated coastal getaways in Connecticut.
Whether you’re planning a romantic weekend or a family stay by the sea, it’s the kind of place that quickly becomes a favorite.
To book, check availability or prices for The Inn at Harbor Hill Marina .
8. For garden lovers: The Mayflower Inn and Spa, Auberge Resorts Collection
I drove about 2 hours north from New York City into the Litchfield Hills with my husband.
From the moment we arrived at The Mayflower Inn and Spa, it felt like stepping into a dream version of New England.
White clapboard, green hills, and silence that wrapped around you like a soft coat. The inn was stately but warm, elegant without edge.
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.
Tucked into the rolling hills of Washington, it feels like an escape to another world. 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 facial that smelled of rose and chamomile, followed by a soak in a warm mineral bath.
My favorite moment was spending time in the serene relaxation room after a massage, overlooking the gardens as the sun began to set.
Dining at the Mayflower was equally memorable. Seasonal, locally inspired dishes paired with thoughtful service made every meal feel special.
To book, check availability or prices for The Mayflower Inn and Spa.
9. Scranton Seahorse Inn
The Scranton Seahorse Inn is one of the best spots for a cozy couples' weekend getaway.
Nestled right in the heart of Madison, this charming bed-and-breakfast has that welcoming, homey vibe that makes you feel like family from the moment you step inside.
The inn itself is a beautifully restored 1833 Federal-style home, and every room has its own character.
My favorite part was how warm and inviting the décor felt—classic New England touches mixed with cheerful, nautical-inspired details. Some rooms even feature fireplaces and whirlpool tubs, which made my stay feel extra romantic.
Breakfast here is truly something special. Each morning, I was treated to homemade dishes crafted with fresh, local ingredients. Sitting in the sunny dining room with a cup of coffee and a warm breakfast made me feel like I was starting the day in the best way possible.
It’s no wonder guests return again and again for that personal touch.
The location is another reason why this inn is such an underrated gem. Just a short walk away, you’ll find Madison’s boutique shops, restaurants, and even the beach—making it easy to enjoy both relaxation and exploration in one trip.
In the evenings, I loved strolling through the quaint town before returning to the comfort of the inn.
For me, the Scranton Seahorse Inn is the perfect blend of romance, charm, and family-friendly warmth.
Whether you’re looking for a quiet retreat, a romantic escape, or a coastal weekend getaway, it’s a place that will quickly become one of your favorites.
Conclusion: Where the Quiet Lives
Connecticut gave us more than just pretty inns and waterfront views. It gave us breath. A soft robe after the spa. A perfect forkful of lemon tart. A porch swing and no rush to rise. In every corner, whether beside a crackling fire in the hills or watching boats drift past a marina, there was a sense of ease that let us exhale, together.
Each place had its own rhythm, but the feeling was the same: intimacy without noise. Just room to be, side by side. And in the end, that’s what these getaways offered us most, a chance to fall back into step with each other, without ever having to hurry.
My personal highlights:
Some of my favorite romantic Connecticut getaways include Mystic for its harbor views and seaside charm, the Litchfield Hills for their unique countryside beauty, and the underrated town of Essex with its riverfront setting and historic charm. Each one offers the best mix of relaxation, scenery, and romance.
Booking Checklist
1. Book Your Flight - I use Expedia because I like their mobile app with my itinerary. They've helped me re-book flights on many occasions. Once you reach their Gold tier, support is especially good.
2. Book Your Hotel - I use Booking.com or Expedia, depending on my destination.
3. Book Your Rental Car - I use Expedia.
4. Book your tours on Viator or Get Your Guide.
