A Weekend in Stamford, CT

Hello friends ūüôā

We’re two days away from the weekend and moving very quickly into the heart of Fall. What do you have planned?!

This past weekend, I had the pleasure of visiting one of my best friends who is currently living in Stamford, CT for her birthday celebration.

If you know me and are an avid reader of my blog (wink, wink), you know how much I love adventures whether big or small. I love to explore new areas and cities. See new places and try new things. So I was super excited to visit Alexa and have her show us around her new home!

Long Island and Stamford are roughly 1.5 hours apart, so it’s a great place for a quick getaway and change of scenery. The city is very quaint during the day and turns into a lively social scene at night!

My Favorite Places/Recommendations when in Stamford, CT:

  • Stamford Downtown Farmers Market (June 23rd-October 28th)
  • Hudson Grille
  • Harbor Point Waterfront area
  • Fortina Restaurant
  • Brother Jimmy’s
  • Curley’s Diner

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Once we arrived on Saturday morning, Alexa took us into town on our first stop, The Stamford Downtown Farmers Market in Latham Park. (she goes on the weekends to get her fresh fruit) This was an unexpected and adorable place to land on in the middle of a busy little city and I was shocked over the amount of fresh fruits and vegetables that were available, locally grown right in Connecticut. The scent of the peppers were making our mouths water! The market runs from late June to late October, every Saturday from 9AM-3PM.

After walking around a bit, we all built up a hefty appetite and decided it was time for some lunch. One thing you’ll notice in the downtown Stamford area is the abundance of adorable restaurants with outdoor seating. From Mexican cuisine to all American, you name it…they have it!

Hudson Grille is the perfect spot for a great sandwich or burger. We didn’t get the chance to try, but Alexa also mentioned that they have an awesome brunch with bottomless mimosas. (count us in!) It was such a beautiful day, we sat outside and talked well after our meals were finished. Don’t just limit this place to a daytime thing though, ladies and gents. This spot is bumpin’ at night and draws a lot of locals with its loud music and full service bar! Definitely a must-stop if you’re in the Stamford area.

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Harbor Point Waterfront
Sunset Views from the Harbor Point Waterfront Boardwalk

Perhaps my favorite spot in Stamford was the Harbor Point Waterfront area that we stumbled upon before dinner. Teaming with bars, restaurants, shopping, high-rise apartments and 4 marinas, this up and coming waterfront is a great place to hang out while watching the boats pass by. Situated on the boardwalk are these giant wooden swings that serve as great photo ops (for 4 best friends on a girls’ weekend at least :p). We enjoyed snapping photos and watching the sunset before our Italian dinner at Fortina!

Dinner at Fortina Restaurant

Fortina is a delicious Italian restaurant located right on the waterfront at Harbor Point. We had gone back and forth with what we felt like having for dinner and trust me, we didn’t think it would be Italian..but one of us mentioned a bowl of pasta and it was game over! I immediately loved the feel of the restaurant. Rustic meets Italy. Thick wooden chairs and paper menus so thin they reminded me of a CVS receipt! When we got there, there was a slight wait for a table so the hostess suggested we go to the rooftop and grab a drink to kill some time. For a little restaurant in downtown Stamford, I was so in love with the string lights and sunset views!

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If you ever end up here, I recommend the Whole Wheat Cavatelli with sausage and escarole and a delicious pitcher of red sangria!


Stamford is filled with crowded restaurants turned bars at night, especially due to the local colleges in the area. There’s tons of music and fun places to choose from. A few of my favs below:

For after hours dining, shoot over to Curley’s Diner for all the food you know you shouldn’t eat. This place is super adorable (major Pop’s vibes for all my Riverdale watchers!)

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Thank you, Alexa for a quick, but fun-filled visit to your new home! We left with memories and full bellies. We can’t wait to be back..

With love,




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