Gilmore Girls Weekend Itinerary

Looking for a weekend trip inspired by the Gilmore Girl’s show? Below is the itinerary Katie and I followed to knock out the Gilmore Girl’s iconic show inspirations, in one weekend!

Day 1 (Friday):

DTW>BDL (1.5hours) Arrived at 7pm

Modern Apizza (Top rated pizza joint, that has been around since 1934)

Checked in to Air B&B in New Haven, Ct $70/night

Watch Gilmore Girl’s episodes on Netflix, was in bed by 10pm to get good night rest to visit “Luke’s” in the AM.

Day 2 (Saturday):

Our day started at 7am

New Haven> New Milford (Estimated 1hr 15min)

Theo’s Downtown Diner (Luke’s)

New Milford Town Gazebo (Gazebo)

Homestead Inn (Independence Inn)

New Milford> Washington (20 mins)

Hickory Stick Bookshop (Stars Hollow Books)

Washington Food Market Inc (Doose’s Market)

Marty’s Cafe (Luke’s Diner)

Mayflower Grace Inn (Dragon Fly Inn)

The Gunnery (Chilton Private School)

Pit stop to Averill, a apple orchard

Pit stop, happy hour at Haight-Brown Vine Yard

Washington>Litchfield (20 mins)

Went to visit Bradford House Antiques (Kim’s Antiques, but it’s gone now)

Litchfield> New Haven (55 mins)

Wander around Yale University Campus

Night ended at 10pm

Day 3 (Sunday):

Our day started at 8am

Check out of Air B&B in New Haven

Breakfast at Choupette Crêperie & Cafè (French style crepes)

Katie did her personalized tour of Yale University

Visited the Yale Newsroom (window was broken so snuck my camera in)

Visited a Connecticut beach

Village Chocolatier in Gilford (Taylor’s Old Fashion Soda Pop Shop)

Gilford>BDL (Approximately 1hr)