Romantic Weekend Getaways in Connecticut
Scenic countryside, historic towns, and seaside views make Connecticut a perfect hideaway for couples looking to reconnect. After days of rushing between work and errands, stepping into the Nutmeg State’s slower rhythm felt like the reset we needed. From intimate dinners at historic inns to walks along the shoreline, Connecticut offers countless ways to spark romance.
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 while living here that I think you’ll love for your Connecticut adventures as well.
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 quick romantic weekend getaway.
Just an hour from New York City, 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 like cozy fireplaces, rich fabrics, curated artwork, and a timeless elegance that makes every corner feel special.
My room for two days 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 and getting a 60-minute massage was the perfect start to my vacation. 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.
I loved exploring local attractions like Sherwood Island State Park, and Westport Museum for History and Culture.
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 the 4-star Delamar Southport .
My personal highlight was the location. Nestled in the charming village of Southport, the hotel is 2 minutes from boutique shops, beaches, and scenic coastal walks, yet it still feels wonderfully private.
2. For a countryside escape: Winvian Farm
I absolutely loved this whimsical luxury escape tucked away in the rolling hills of Litchfield County. I thought that Winvian Farm was one of the best romantic weekend getaways in Connecticut when I moved to the East Coast. It truly is unlike anywhere else.
I drove about two 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 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.
The serene spa with treatment rooms set in the woods was a personal highlight. I recommend splurging on a 60-minute massage to jumpstart your weekend. I thought the outdoor pool was perfect for lazy afternoons, and loved how cozy common spaces that felt more like a friend’s country estate than a hotel.
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, one for the restaurant).
To book, check availability or prices for the 5-star Winvian .
Winvian Farm’s both a luxury escape and an adventure, one of the most imaginative stays I’ve ever experienced.
3. For water views: Inn at Stonington - 1 hour 35 minutes
Our room for two days at The Inn at Stonington overlooked the harbor, just a few sailboats rocking in place, the tide steady.
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 towns.
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, 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 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 4-star The Inn at Stonington .
My highlight was the view over the water which I enjoyed in 30-minute stretches in the morning and evening at sunset.
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 that completely won me over.
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.
My 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.
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 the 3-star Steamboat Inn .
Breakfast was a highlight with fresh, local, and served with the kind of hospitality that makes you feel like part of the family.
5. For wellness: Saybrook Point Inn & Spa - 50 minutes from Bridgeport, CT
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.
I drove about 50 minutes east from Bridgeport along I-95, where the highway hugged the shoreline.
I thought that Saybrook Point Inn & Spa was one of the best romantic weekend getaways in Connecticut when I moved to the East Coast. Why? I thought that the inn balances elegance with comfort in a way that feels timeless.
My room for two days faced the river, with tall windows and soft light. The stillness made it easy to breathe.
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 the 3-star Saybrook Point Inn & Spa .
My favorite part was waking up to those sweeping harbor views—it made mornings feel calm and refreshing.
6. For luxury pampering: The Spa at Norwich Inn
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.
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.
Guest rooms are cozy and elegant, with classic New England touches that make the stay feel warm and inviting.
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 .
My personal highlight was my room with a fireplace...they added such a romantic feel to the evenings.
7. For a peaceful getaway: The Inn at Harbor Hill Marina - 1 hour 15 minutes from Bridgeport, CT
The Inn at Harbor Hill Marina is perched right on the water in Niantic about an hour from New Haven. 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.
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. If you’re planning a romantic weekend by the sea, it’s the kind of place that quickly becomes a favorite.
To book, check availability or prices for the 3-star The Inn at Harbor Hill Marina .
My highlight was the location. Just steps away, Niantic’s charming downtown is filled with unique shops, restaurants, and the famous Niantic Bay Boardwalk.
8. For garden lovers: The Mayflower Inn and Spa, Auberge Resorts Collection
From the moment we arrived at The Mayflower Inn and Spa, 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. 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.
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 4-star The Mayflower Inn and Spa.
My favorite moment was spending time in the serene relaxation room after a massage, overlooking the gardens as the sun began to set.
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 with classic New England touches mixed with cheerful, nautical-inspired details. My room for two days had a fireplace (some even have 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 the beach, making it easy to enjoy both relaxation and exploration in one trip.
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.
To book, check availability or prices for the 3-star Scranton Seahorse Inn.
In the evenings, my highlight was strolling through the quaint town before returning to the comfort of the inn.
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.
5. If you are planning to visit more than three national parks in the next 12 months, buy the America the Beautiful Pass.
