Connecticut Date Spots for Valentine’s Day

If you’re in Connecticut and looking for the perfect place to celebrate Valentine’s Day with your special someone, you’ve come to the right place! From Hartford County to New Haven County and beyond, there are plenty of romantic spots from which to choose. Whether you’re looking for a cozy dinner, a fun activity, or an overnight stay, Connecticut has something special to offer. From charming restaurants to romantic getaways, we’ve got you covered. Find the perfect Valentine’s Day destination for you and your sweetheart!  


Red roses in a white ceramic vase.

Nothing says “I love you” quite like a bouquet of fresh flowers! If you’re looking for the perfect Valentine’s Day gift, consider these lovely local florists in Connecticut:  

Hamden Florist, near Aspen Glen in Hamden, is the go-to spot for all your floral needs. They have a wide variety of arrangements and plants that are sure to bring a smile to your special someone. From traditional rose bouquets to modern tropical arrangements, they have it all.  

CV Custom Creations near Aspen Green in Simsbury, offers custom floral arrangements that are sure to wow your loved one. They specialize in creating distinctive pieces that are tailored to your exact specifications. From romantic bouquets to table centerpieces, their skilled team of florists will work with you to create something truly special.  

Brown’s Flowers near Aspen Woods in Manchester, is the perfect spot for unique Valentine’s Day gifts. They offer an extensive selection of fresh blooms and luxurious plants, as well as curated gift baskets and thoughtful greeting cards. Their team of expert designers will help you find the perfect arrangement for any occasion. 


Fine restaurant steak dinner with two glasses of wine.

If you’re looking for a romantic dinner for Valentine’s Day, Connecticut has plenty of places from which to choose.  

Outside entrance to Cafe Aura.
Cafe Aura Source: Yelp

Start your evening off right with a romantic dinner at Cafe Aura, close to Aspen Highlands in Manchester. The restaurant features contemporary American cuisine, an extensive wine list, and delectable desserts, all while providing an intimate setting. The decor is modern, yet elegant, making it the perfect spot to share a special meal with your Valentine.  

Outside entrance to Millwrights Restaurant.
Millwright’s Restaurant and Tavern Source: Yelp

Millwright’s Restaurant and Tavern, near Aspen Green in Simsbury, is also a great option for a romantic evening. The ambiance is rustic and warm with exposed beams and natural wood accents. You can enjoy a delicious farm-to-table meal with seasonal ingredients in a picturesque setting overlooking cascading water from the mill for which the tavern is named.  

Inside dining hall with relaxing fireplace at Union League Cafe.
Union League Cafe Source: Yelp

Finally, Union League Cafe in New Haven, a short drive from Aspen Glen in Hamden, is the perfect destination for couples wanting to experience the romance and history of the city with the added benefit of dining in one of Connecticut’s best restaurants. The cafe is situated in a historic building and offers classic cuisine with a modern twist. The atmosphere is cozy and inviting, making it a great spot for an intimate Valentine’s Day dinner.  

For those who want something more adventurous, why not try one of the many wineries scattered throughout the state? Whether you’re a novice or connoisseur, visiting one of the many wineries will provide you with a unique date that both you and your partner can enjoy. 


Inside Winvian Farm in Litchfield Mills Cabin with wine and fireplace.
Winvian Farm in Litchfield Mills Source: Yelp

Whether you’re looking for a romantic weekend away or just a change of scenery, Connecticut has plenty of exciting places to explore. Winvian Farm in Litchfield Mills offers luxury cottages and suites set in the heart of the Litchfield Hills. With breathtaking views, award-winning cuisine, and plenty of activities like hiking, biking, and fishing, you’ll never be short on things to do with your special someone. 

Walkway outside of The Inn at Stonington overlooking water.
Walkway outside of The Inn at Stonington Source: Yelp

The Inn at Stonington is an historic inn with a contemporary feel. Offering luxurious rooms, fine dining, and a wine bar, you’ll be sure to find something that suits your fancy. Spend your days gazing at the stunning waterfront or exploring the charming streets of Stonington.  

Pool area at The Spa at Norwich Inn.
The Spa at Norwich Inn Source: Yelp

The Spa at Norwich Inn is an award-winning spa and resort with a range of treatments available, from massages and facials to body wraps and hydrotherapy. You’ll be able to relax and rejuvenate in style while staying overnight in one of their luxurious rooms, suites, or villas, and enjoying a romantic meal at their in-house restaurant, Kensington’s.  

Outside view of Thimble Island Bed and Breakfast overlooking water.
Thimble Islands Bed and Breakfast Source: Yelp

Finally, take a romantic weekend escape to Thimble Islands Bed and Breakfast, just outside of New Haven. Enjoy stunning views of the Atlantic Ocean from your private deck and get in a morning stretch in the yoga studio. Explore downtown and grab a delicious dinner at one of the beautiful restaurants in Stony Creek. It’s the perfect way to get away from it all and reconnect with your loved one this Valentine’s Day. 


Wooden nature trail in Connecticut's dark forest.

For those who want to keep their date activity a bit more active, taking a walk or hike on one of Connecticut’s many nature trails would be a great idea. Pack up some snacks, hot chocolate, or even champagne, and take some time to explore nature as well as each other. If you’re in the New Haven area, East Rock Park offers a variety of trails that range from beginner to advanced. And if you’re near Hartford, check out Talcott Mountain State Park. Here you can take a short – but steep – hike up the Heublein Tower Trail, or take a longer and more scenic walk on the Penwood Loop. Either way, you’ll enjoy the sights and sounds of Connecticut’s beautiful outdoors.