Instagrammable Connecticut: The “Real” Stars Hollow Last Updated: August 2023

Did you know the fictional town of Stars Hollow, home to the Gilmore Girls television show, was inspired by towns in Connecticut? If you drive through the northwestern part of the state, through towns like New Milford, Litchfield and Washington, you’ll see the same small-town New England charm that infuses Stars Hollow. Here are a few pictures we found on Instagram of places that we think might have inspired a few of the Gilmore Girls’ favorite hangouts. If you have photos to share, tag your photos with #CTvisit  #RealStarsHollow!

Gazebo, New Milford (Stars Hollow Gazebo)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

A post shared by Tiffany M Walsh (@tranquiltraveldestinations) on

The Mayflower Inn & Spa, Washington

Miss Porter’s School, Farmington (Chilton Preparatory School)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

A post shared by Caroline F (@cfromperson) on

The Village Restaurant, Litchfield (Luke’s Diner)

Our beloved Village. Rare picture with a parking space right in front!!

A photo posted by Stuart Chapman (@crownrock1196) on

The Hidden Acorn, Woodbury (Mrs. Kim’s Antique Shop)

RJ Julia Booksellers (Stars Hollow Books)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

A post shared by RJ Julia Booksellers (@rjjulia) on