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16 Romantic Getaways in Connecticut Guaranteed to Get the Sparks Flying

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Romantic Getaways in Connecticut for 2024
VRBO/Whaler's Inn

Connecticut is known for many things: history, charming small towns and idyllic suburban life. But, unless you’ve experienced the allure of peeping fall foliage in some leaf-dusted forest, skiing down the slopes, unwinding at a plush spa hotel, skipping through flower-filled meadows or catching some rays on the beautiful beaches that dot the coast, you might not understand just how romantic the Nutmeg State can be. Now that you do know, there’s no excuse not to steal away for a spark-igniting, New England-style getaway. Scroll on for our 16 ridiculously romantic places to stay in Connecticut.

THE 12 MOST CHARMING SMALL TOWNS IN CONNECTICUT


romantic getaways in connecticut mayflower inn and spa
Auberge Resorts

1. Mayflower Inn & Spa, Auberge Resorts Collection (Washington, Connecticut)

Spa aficionados are no doubt familiar with the super luxurious Mayflower Inn & Spa, Auberge Resorts Collection in Washington. It’s a splurge-worthy option that’s steeped in romance and brimming with upscale amenities. The combination of relaxing rituals, cozy robes, bubbly (or green juice if you’d rather lean into the whole healthy thing) and sudsy soaks is sure to bring any couple even closer.

romantic getaways in connecticut the inn at graybarns
GrayBarns

2. The Inn At Graybarns On The Silvermine River (Norwalk, Connecticut)

Fans of a Hollywood love story will swoon over the fact that Elizabeth Taylor and Eddie Fisher famously honeymooned at The Inn at GrayBarns on the Silvermine River. This picture-perfect retreat retains its A-list appeal all these years later thanks to its tranquil atmosphere, New England charm, luxurious touches (ahem, canopy beds made with Frette sheets) and enticing river views.

romantic getaways in connecticut winvian farm
Winvian Farm

3. Winvian Farm (Morris, Connecticut)

As any city dweller will tell you, there’s something totally enticing about trading the urban sprawl for a more pastoral setting. Winvian Farm is a 113-acre hideaway in the Litchfield Hills that feels totally peaceful and unpretentious yet has all the luxuries your heart could ever desire—gourmet dining, a posh spa, cottages—or a treehouse!—with fireplaces and five-star service.

romantic getaways in connecticut the whalers inn
The Whaler’s Inn/Facebook

4. The Whaler's Inn (Mystic, Connecticut)

Downtown Mystic is one of the most charming corners of Connecticut to spend a few days. We can’t think of a more perfect home base than The Whaler’s Inn, a boutique gem with refreshed rooms, coastal details that reflect the area’s maritime heritage and a historic overtone that’s just right. It’s the seafaring equivalent of a hole-in-one.

romantic getaways in connecticut treehouse at bluebird farm
VRBO

5. Treehouse At Bluebird Farm (Willington, Connecticut)

Sometimes you want a fancy resort, other trips call for something a bit more rustic and romantic like this custom-built treehouse on a 40-acre working farm in Wilmington. After a night of restful slumber on a memory foam mattress, chirping birds will gently wake you. Ahhh, we already feel more at peace and connected to our partner just thinking about it.

romantic getaways in connecticut the blake hotel
The Blake Hotel/Facebook

6. The Blake Hotel (New Haven, Connecticut)

A welcome addition to New Haven’s lodging scene, The Blake Hotel feels, on one hand, perfectly positioned amongst the cultural attractions and liveliness of a city and, on the other, also like a sort of hideaway. Either way, we dig it. And you’d be hard-pressed to find anyone who wouldn’t fall for the industrial accents, comfy beds, snuggly robes and buzzy rooftop bar.

romantic getaways in connecticut inn at woodstock hill
Inn at Woodstock Hill

7. Inn At Woodstock Hill (Woodstock, Connecticut)

Who doesn’t love a quaint B&B? The Inn at Woodstock Hill is one of the best. It has all the charm, intimate ambiance and nostalgia you’d expect of this type of stay with the addition of individually designed guest rooms (some even have four-poster beds and gas fireplaces), warm hospitality and gourmet cuisine.

romantic getaways in connecticut getaway machimoodus
Getaway/Facebook

8. Getaway Machimoodus (Moodus, Connecticut)

Like the great outdoors but can’t quite part with your cherished modern comforts? We’d suggest glamping (which BTW is a major summer travel trend). Getaway Machimoodus gives couples the opportunity to reconnect and soak in the beautiful scenery away from the stress and distractions of daily life, all the while still being able to take a hot shower and snuggle up in a queen bed.

romantic getaways in connecticut the litchfield inn
The Litchfield Inn

9. The Litchfield Inn (Litchfield, Connecticut)

Whether you’re sweet on a leaf-peeping escape or a ski trip, the Litchfield Inn provides an idyllic place to hunker down. Of course, it’s more than just a spot to snooze. It’s warm and cozy with a distinctive air of romance and sweet little extras like curated picnic baskets that feel oh so special. The only problem? You might never want to check out.

romantic getaways in connecticut delamar southport
Delamar Southport

10. Delamar Southport (Southport, Connecticut)

Some hotels just get it and make everything seem so effortless. That’s Delamar Southport in a nutshell. It has old-world charm in a way that’s anything but stuffy. Rooms are appointed with four-poster beds and fireplaces. There’s also a spa suite for a little romance and relaxation all rolled into one private package. While farm-to-table fare is served in both a lively bar and fine dining setting.

romantic getaways in connecticut luxury cabin
VRBO

11. Luxury Cabin (Amston, Connecticut)

When you’re with the right person, hibernating (curling up by the fire with a cup of hot cocoa, busting out a bunch of old-school board games or just bingeing Netflix with a big bowl of buttery popcorn) can be the definition of dreamy. This luxury cabin overlooking a private waterfall makes hiding from the world an even more enticing prospect.

romantic getaways in connecticut boardman house
Boardman House Inn Bed & Breakfast

12. Boardman House Inn Bed & Breakfast (East Haddam, Connecticut)

Boardman House Inn Bed & Breakfast gives off a Stars Hollow energy but in a way that trades quirky characters for regal furnishings like crystal chandeliers, brocade drapes, beds and carved wooden beds. The facade is super stately and it just looks like your sweetie should carry you over the threshold. That’s a thing even if it’s not a honeymoon, right? Well, it should be.

romantic getaways in connecticut beachfront vacation home
VRBO

13. Beachfront Vacation Home (Westbrook, Connecticut)

Basically, everyone can agree that some things are just inherently romantic. For example, there’s a reason long walks on the beach have become a rom-com and dating profile cliche. Strolling on the sand just hits different with your sweetie. So why not center a weekend away around it by shacking up at this stunning beachfront vacation home?

romantic getaways in connecticut the study at yale
They Study at Yale

14. The Study at Yale (New Haven, Connecticut)

Located right across the street from the Yale Art Gallery and the Yale British Art Center (both of which have exceptionally noteworthy collections), The Study at Yale is a classic with a long-standing reputation for relaxed sophistication. Rooms with leather reading chairs and stocked bookcases add to the studious-meets-cozy vibe. Oh, and the seasonally driven restaurant is stellar.

romantic getaways in connecticut the j house greenwich
The J House Greenwich

15. The J House Greenwich (Greenwich, Connecticut)

Greenwich is a desirable and expensive place to call home. It’s also a lovely spot for a quick weekend escape, especially if you’re checking into The J House Greenwich. It’s a fun boutique hotel with a contemporary mood and a fantastic restaurant. The best part? After a delicious dinner, you and your honey can just head straight upstairs for some restful shuteye (or whatever).

romantic getaways in connecticut lakefront cottage
VRBO

16. Lakefront Cottage (Ashford, Connecticut)

Imagine sipping a glass of wine while sitting next to your favorite person and watching the sunset over spring-fed Lake Chafee. Oh, and this is after a full day of swimming, canoeing and kayaking or just relaxing on the deck. Ready to make that romantic getaway fantasy a reality? It’s as easy as booking this lakefront cottage in Ashford.



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Freelance PureWow Editor

Lindsay Cohn is a travel writer and serial trip planner who has visited 46 countries across six continents (and counting). When not globetrotting, she’s most likely either doing...