Description

A Day in the Life of Lorelai: Luxury Road Trip
Package Details:
Starting at $299 for weekdays (weekend upgrades available at varying prices), this package includes a 15-minute pre-trip consultation, one night at the Heritage Hotel (with suite upgrades available), two tickets to Stonecrop Gardens, 24/7 advisor access, a two-day detailed itinerary, and an itemized map with directions. For those seeking extra luxury, upgrade to a stay at the Mayflower Inn for an additional cost.
Day One: Exploring New York and Connecticut
Breakfast at I-84 Diner (NY):
Kick off your day with a hearty meal at this retro diner. The portions are generous, so sharing is encouraged. Enjoy great coffee (or cocktails!) in a lively atmosphere, complete with roller-skating servers and nostalgic décor. This stop is the perfect way to fuel up for your adventure.
Explore Historic Fishkill, NY:
Next, take a leisurely stroll down Main Street in Fishkill. You’ll feel transported to the American Revolution era as you walk along the foliage-lined streets and take in the town’s rich history.
Visit Stone Crop Gardens (11.5 miles):
Afterward, drive to Stone Crop Gardens for a peaceful morning or afternoon. With 15 acres of lush gardens, water features, and beautiful flora, this is the ideal spot to unwind and appreciate nature.
Relax at Seaside Beach, Bridgeport, CT (52.4 miles):
For your next stop, head to Seaside Beach. It’s a quiet, sandy beach with plenty of parking and clean facilities. Don’t forget to take a picture with the oversized Adirondack chair for a perfect Instagram post!
Stay at Heritage Hotel, Southbury, CT (28.8 miles):
End your first day at the charming Heritage Hotel. Enjoy casual dining and fun evening activities like trivia or karaoke. There are multiple room options to choose from, ensuring a comfortable night’s stay.
Day Two: Gilmore Girls Day
Breakfast at The Po Café, Washington, CT (22 miles):
Start the day early at The Po Café for coffee and avocado toast. Immerse yourself in the Gilmore Girls spirit as you soak in the cozy atmosphere. While it’s not Luke’s Diner, it’s about as close as you can get! (Note: There’s no handicap-accessible ramp, but outdoor seating is available.)
Mayflower Inn and Spa:
After breakfast, head back to visit the luxurious Mayflower Inn and Spa. This stunning location could easily pass for the Dragonfly or Independence Inn. Take a leisurely walk through the Shakespeare Garden or indulge in the spa or restaurant, both open to the public.
Gilmore Girls Hotspots:
Next, drive a few miles to discover more iconic locations from the show. Begin your tour at The Hickory Stick Bookshop, where you can pick up your official Gilmore Girls tour sheet. Be sure to mention Luxury Road Trips, and if you’re a book lover, treat yourself to a “Rory Reads” novel!
Final Stop: Return to Fishkill (44 miles)
Treats in Fishkill:
Before concluding your journey, return to Fishkill for a well-deserved treat. Stop by Main Street for ice cream, grab a latte from Bert’s Hideout, or enjoy a sit-down meal at The Tomato Café. It’s the perfect way to wrap up your adventure.


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