Fairfield is the perfect Weekend Getaway

How does this sample itinerary for a weekend getaway sound?

  • Ride a bike to the beach
  • Enjoy small-batch, hand made ice cream at Milkcraft
  • Earn the title: Foosball Champion
  • Laugh until you can’t breathe at the Fairfield Comedy Club
  • Retire to your pool-side room at The Circle Hotel

Fairfield has a lot to offer and is the perfect weekend getaway.


The Circle has its very own comedy club that brings in NYC’s best acts with no drink minimums. The Stress Factory also has a reputation for putting on great acts.


Fairfield is one of the best beach towns in Connecticut, and The Circle Hotel is conveniently located just minutes from Jenning’s Beach! We also offer beach passes to guests, so you can save on parking.

If you’re looking for a few more trees, then the Connecticut Audubon Society is a great place to grab some fresh air and see local birds.

The Brett Woods Open space also offers a great hiking opportunity.


Fairfield is home to both Sacred Heart and Fairfield University, which offer various college sports like Football, basketball, and Hockey.

The Webster Bank Arena, home to the Harlem Globetrotters, also offers a great opportunity to see basketball and hockey games.


Fairfield has a thriving downtown area bustling with every kind of fare imaginable, from Indian to Sushi. Within walking distance, there are several casual restaurants, including Mexican, American, diners, and several fast food options.

Want to learn more?

Sign up for our monthly newsletter of things to do in Fairfield learn about all kinds of upcoming events!