A couple poses in a paint and sip studio during their paint bar engagement session.

Get the Best Photographer for Your Proposal

To prove that I know what I’m talking about, here are:

The fact remains, however, that you literally only have one shot at proposing. If you’re in the northeast and ready to propose, just drop me a line!

When I work with proposal clients, I plan with them, capture the magic moment, and then have them jump right into an engagement session. One of my proposals actually got published on The Knot’s How They Asked.

Connecticut Proposal Photos

If you’re here to see Connecticut proposal photos for inspiration, then here you go! My portfolio also contains more examples of my work with couples.

Where to Propose in Connecticut: Best Location Ideas

Connecticut…we have a beautiful state. I’ve taken the time to explain elsewhere why it’s perfect for weddings, so why wouldn’t I feel the same about proposing? Naturally, then, here’s my list of the best places to propose in Connecticut.

1. Pratt Street, Downtown Hartford

Currently closed to vehicular traffic and lined with businesses, Pratt Street is the perfect place to go for a stroll and start your Connecticut engagement. (It’s also the home to a really cool wedding venue, The Society Room of Hartford.)

Pratt Street in Hartford is pictured because it's one of the best places to propose in Connecticut.

2. Ellington

The quintessential farm town, Ellington also has plenty of parks, businesses, and attractions with hills providing great views. This makes it a strong candidate for a fall Connecticut proposal. For example, you could go apple picking at Johnny Appleseed’s Farm and pop the question there.

A white church among fall foliage, then by Connecticut proposal photographer Terrence Irving.

3. Trinity College, Hartford

South of downtown and with a beautiful, sprawling campus, Trinity College’s architecture makes it a really nice place to propose in Connecticut.

4. Hubbard Park, Meriden

Complete with its own outdoor amphitheater and plenty of trees, Hubbard Park would make for an awesome fall, spring, or summer proposal.

A bride and groom walk in a park, taken by Connecticut proposal photographer Terrence Irving.

5. Talcott Mountain State Park, Simsbury

For the hikers and woods-lovers, Talcott Mountain State Park is a really good hike as well as a perfect Connecticut proposal location. This place is also home to one of the best elevated views I’ve ever visited in our state, where Heublein Tower is perched.

When considering where to propose in Connecticut, the base of Hublein Tower in Simsbury is an excellent option.

6. Blue Back Square, West Hartford

With small city downtown vibes, Blue Back Square in West Hartford provides awesome year-round beauty. As a Connecticut proposal photographer, I love this area and have photographed a couple of engagements here.

Engaged couple during West Hartford Blue Back Square marriage proposal and engagement photo session

7. Wickham Park, Manchester

You have to pay a small fee to get into Wickham Park (about $10), making it a little more “exclusive” than most other parks in the state. And let me tell you, it’s worth it. Rivaling Harkness Memorial State Park in terms of beauty, Wickham is definitely on par with aesthetic diversity, with everything from water features to an elevated view of the downtown Hartford skyline. It’s also a wedding venue.

An engaged couple runs together in Wickham Park, taken by Connecticut proposal photographer Terrence Irving.

8. Avery Point, Groton

Home to one of UConn’s campuses as well as famed wedding venue Branford House, Avery Point is one of the state’s most beautiful pieces of public land. This place is perfect for a picnic and walk, with plenty of water views and three lighthouses on view. An ideal Connecticut engagement location for sure.

9. Downtown Mystic

One of Connecticut’s more popular spring and summer destinations, downtown Mystic has it all if you’re planning to propose. You’ve probably visited here before, maybe making it a candidate when you plan your proposal. And the plethora of businesses, from restaurants to jewelers, helps check many engagement boxes.

10. Mystic River Park

Home to the famed bascule bridge, Mystic River Park is the small pier/boardwalk that’s next to little green. Yes, it’s right there by downtown Mystic. Not many people know its name though, so it deserves its own entry in this list of places to propose in Connecticut!

An engaged couple walks in Mystic River Park, taken by Connecticut proposal photographer Terrence Irving.

11. Stonington Point

If the shoreline and water views are your thing, Stonington Point should be near the top of your list when considering where to propose in Connecticut. This part of the Borough, as locals call it, is essentially a long, one-way strip lined with restaurants and shops. At the end is the Point, which has a parking lot, small beach, and small park with a lighthouse museum. Picturesque!

12. Harkness Memorial State Park, Waterford

It seems like that nobody’s ever heard of Waterford, yet everyone knows Harkness. Harkness is OK (yes, I’m being sarcastic). I’ve photographed several Connecticut engagement sessions here and it’s always a hit location.

13. East Rock, New Haven

Ever been to the top of the world in Connecticut? For epic views in the southwest part of the state, the top of New Haven’s East Rock makes for a great place for proposal pictures.

14. Lighthouse Point Park, New Haven

If you hadn’t noticed, I love lighthouses. So if you’re planning to propose in the New Haven area, Lighthouse Point Park comes to my mind first. At 82 acres, this place provides a ton of room for a private proposal.

When considering where to propose in Connecticut, Lighthouse Point Park in New Haven is a great option.

15. Yale University, New Haven

When focusing on the New Haven area, a list of places to propose in Connecticut wouldn’t be complete without including Yale. It’s big, city-situated campus is loaded with old architecture. Taking a guided tour and then breaking off on your own might make for a good proposal plan.

16. Wooster Square Park, New Haven

Located in the Wooster Square area of the city, Wooster Square Park is great for just chilling on a nice morning or afternoon. There’s plenty of on-street parking and restaurants nearby, making it a great Where for your proposal plan!

Contact a Connecticut Proposal Photographer

I’d love to help you photograph your proposal. Just fill out this short form and I’ll get right back to you, then we’ll go from there.

My fee for planning and photographing proposals starts at $695.

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