If you’re craving a weekend escape with charm, comfort, and coastal beauty, I can’t recommend Connecticut enough. I lived in New York for a decade, and whenever I needed a break from the city rush, heading to Connecticut was at the top of my list. There’s something about its historic towns, winding backroads, and peaceful inns that always helped me reset. You’ll find lovely places to stay—especially the kind of cozy inns that make you want to sip coffee on the porch and linger a little longer. I’ve explored Old Saybrook’s waterfront charm, walked Norfolk’s quiet streets, and marveled at Mystic’s seaport magic more times than I can count. Glastonbury offers that small-town New England warmth, while Greenwich feels refined and coastal-chic. If you're looking for East Coast weekend ideas that mix beauty, history, and total relaxation, trust me—Connecticut is a gem waiting to be discovered.

Best Romantic Weekend Getaways in Connecticut

For a stylish escape: Delamar Southport

Delamar Southport

For a stylish escape: Delamar Southport - Enjoy harbor views and savor fine dining on a romantic weekend escape.                                    

For a countryside escape: Winvian Farm

Winvian Farm

For a countryside escape: Winvian Farm - Discover quirky cottages and relax in luxury on an unusual countryside trip.                                    

For water views: Inn at Stonington - 1 hour 35 minutes

Inn at Stonington

For water views: Inn at Stonington - 1 hour 35 minutes - Stroll seaside paths and admire ocean views on a quiet couples getaway.                                    

For antique-filled accommodations: Steamboat Inn - 1 hour 30 minutes from Bridgeport, CT

Steamboat Inn

For antique-filled accommodations: Steamboat Inn - 1 hour 30 minutes from Bridgeport, CT - Look at riverfront sights and savor fresh seafood on a charming fall weekend.                                    

For wellness: Saybrook Point Inn & Spa - 50 minutes from Bridgeport, CT

Saybrook Point Inn & Spa

For wellness: Saybrook Point Inn & Spa - 50 minutes from Bridgeport, CT - Unwind by the water and enjoy spa comforts on an easy romantic retreat.                                    

For luxury pampering: The Spa at Norwich Inn

The Spa at Norwich Inn

For luxury pampering: The Spa at Norwich Inn - Relax with spa treatments and walk peaceful gardens on a quiet retirement trip.                                    

For a peaceful getaway: The Inn at Harbor Hill Marina - 1 hour 15 minutes from Bridgeport, CT

The Inn at Harbor Hill Marina

For a peaceful getaway: The Inn at Harbor Hill Marina - 1 hour 15 minutes from Bridgeport, CT - Admire marina views and enjoy cozy rooms on a quick couples escape.                                    

For garden lovers: The Mayflower Inn and Spa, Auberge Resorts Collection

The Mayflower Inn and Spa, Auberge Resorts Collection

For garden lovers: The Mayflower Inn and Spa, Auberge Resorts Collection - Savor fine dining and explore garden paths on a luxurious spring weekend.                                    

In Summary...

(and if you want to revisit my photo journey)