Scenic Road Trip from Boston to New Haven with Culinary and Cultural Highlights

Day 1: Boston to New Haven Drive

Boston, MA to New Haven, CT on May 13, 2025

8:00am

Breakfast at Flour Bakery + Cafe, Boston

Enjoy a delicious breakfast of freshly baked pastries and coffee in one of Boston's best-loved bakeries before hitting the road. Open from 7:30am, perfect for an early start.
USD15, 1h

9:30am

Drive from Boston to Hartford

Head southwest on I-90, then I-91 for approximately 1.5 hours to reach Hartford, CT, a convenient midway point to break up the drive and explore some local sites.
USD0 (toll fees may apply), 1h30m

11:00am

Visit Wadsworth Atheneum Museum of Art, Hartford

Explore America's oldest public art museum, featuring a vast collection ranging from Renaissance to contemporary art. Open from 11am to 5pm.
USD15, 1h30m

12:45pm

Lunch at Salute, Hartford

Savor upscale Italian cuisine with fresh, seasonal ingredients in a cozy atmosphere. Open for lunch from 11:30am to 2:30pm.
USD30, 1h15m

2:15pm

Drive from Hartford to New Haven

Continue your drive south on I-91 for about an hour leading directly to New Haven, Connecticut.
USD0 (toll fees may apply), 1h

3:30pm

Check-in and relax

Arrive in New Haven and settle into your accommodation. Take some time to rest after your journey.
Varies, 1h

5:00pm

Walk around Yale University campus

Explore the historic Yale campus, admire the collegiate gothic architecture and visit the Beinecke Rare Book & Manuscript Library, open till 6pm.
Free, 1h

7:00pm

Dinner at Frank Pepe Pizzeria Napoletana

Taste iconic New Haven-style pizza at this legendary pizzeria, open till 10pm. A must-try for pizza enthusiasts.
USD25, 1h