10-Day Road Trip from Indianapolis to Boston Itinerary

Begin your day with breakfast at Maison Harlem, known for its French-inspired cuisine and cozy ambiance. Afterward, take a scenic drive through the Berkshires to reach Williamstown.

Arrive in Williamstown and have lunch at Red Rooster Harlem, which offers Southern comfort food in a relaxed setting. Spend your afternoon exploring the Williams College Museum of Art, featuring an extensive collection of contemporary and historical artworks.

Dine at Ponty Bistro Harlem for dinner, where you can savor West African and French fusion cuisine. Take an evening walk around the charming town center before retiring for the night.

Kick off your morning with breakfast at Stanziato's Wood Fired Pizza, where you can enjoy artisanal pizzas made from fresh ingredients. Then head over to explore the UConn campus and visit notable spots like Mirror Lake and Horsebarn Hill.

Have lunch at Market Place Kitchen and Bar, offering farm-to-table dishes in a rustic setting. Spend your afternoon visiting the Ballard Institute and Museum of Puppetry or taking a hike on one of UConn's nature trails.

For dinner, go to Barbarie's Black Angus Grill for some delicious steaks and seafood. Wrap up your evening by attending any local events or performances happening on campus.

Kick off your morning with breakfast at Rosy Tomorrows, where you can enjoy farm-fresh dishes in a cozy setting. Then head over to explore more of UConn's beautiful campus and visit spots like Jorgensen Center for the Performing Arts.

Have lunch at Mezon Tapas Bar and Restaurant, offering delicious tapas and Spanish-inspired dishes. Spend your afternoon exploring the Connecticut State Museum of Natural History or hiking on one of UConn's scenic trails.

For dinner, go to Castello Restaurant for some authentic Italian cuisine. End your evening by attending any performances or events happening on campus.

Start your day with breakfast at Salt + Smoke, known for its unique combination of barbecue flavors in morning dishes. Afterward, explore Harvard Yard and visit iconic buildings like Widener Library and Memorial Hall.

Enjoy lunch at Three Kings Public House, offering diverse pub fare in a lively atmosphere. Spend your afternoon touring Harvard Art Museums or taking a walk along the Charles River.

Dine at Mission Taco Joint for dinner, where you can indulge in creative tacos and Mexican street food. End your day by experiencing Harvard Square's vibrant nightlife or catching an evening lecture or event on campus.

Start your day with breakfast at Uni, a trendy spot known for its creative breakfast dishes and sushi options. Afterward, take a walk around the Boston University campus, visiting landmarks like Marsh Plaza and the BU Beach.

For lunch, head to Myers+Chang, which offers an eclectic mix of Asian-inspired dishes in a vibrant setting. Spend your afternoon exploring the nearby Museum of Fine Arts or taking a stroll along the Charles River Esplanade.

End your day with dinner at Neptune Oyster, where you can enjoy fresh seafood and oysters. If you're up for it, catch a local hockey game at Agganis Arena to get into the spirit of women's hockey.

Begin your day with breakfast at Al's Breakfast, known for its hearty and delicious morning fare. Afterward, explore the Northeastern University campus, visiting key spots like Centennial Common and Snell Library.

Have lunch at Spoon and Stable, offering contemporary American cuisine in a stylish setting. Spend your afternoon visiting the nearby Isabella Stewart Gardner Museum or taking a walk through the historic Back Bay neighborhood.

Dine at 112 Eatery for dinner, where you can savor innovative dishes in an intimate atmosphere. Wrap up your evening by experiencing Boston's vibrant nightlife or attending any local events happening on campus.

Start your day with breakfast at Flour and Salt Bakery, known for its freshly baked goods and cozy atmosphere. Afterward, take a walk around Colgate University's picturesque campus, visiting landmarks like Memorial Chapel and Taylor Lake.

Enjoy lunch at Oliveri's Pizza, offering delicious pizzas made from fresh ingredients. Spend your afternoon exploring the Picker Art Gallery or taking a hike on one of Colgate's nature trails.

Dine at Good Nature Farm Brewery for dinner, where you can enjoy farm-to-table dishes paired with craft beers. Wrap up your evening by experiencing Hamilton's charming downtown area or attending any local events happening on campus.

Start your morning with a delightful breakfast at The Rye Berry Bakery & Cafe, known for its freshly baked pastries and cozy atmosphere. Afterward, take a final stroll around the Colgate University campus, visiting any spots you may have missed such as the Ho Science Center or the Chapel House.

For lunch, head to Royal India Grill, where you can enjoy a variety of flavorful Indian dishes. Spend your afternoon exploring the nearby Chenango Valley State Park for some outdoor activities like hiking or picnicking.

End your day with dinner at Colgate Inn, a historic inn offering classic American cuisine in an elegant setting. Wrap up your evening by attending any local events or simply relaxing and reflecting on your journey.