7 days in New England Itinerary

Plan my trip to Portland with suggested itineraries provided by Inspirock.

Cedar Rapids to Portland is an approximately 20-hour car ride. Due to the time zone difference, you'll lose 1 hour traveling from Cedar Rapids to Portland. Expect a bit cooler temperatures when traveling from Cedar Rapids in May; daily highs in Portland reach 64°F and lows reach 45°F. You will leave for Boston on the 17th (Wed).

Kick off your visit on the 17th (Wed): take in nature's colorful creations at Boston Public Garden.

To find other places to visit, more things to do, and more tourist information, go to the Boston trip itinerary builder website.

Traveling by car from Portland to Boston takes 2 hours. Alternatively, you can drive; or take a bus; or take a train. In May, plan for daily highs up to 67°F, and evening lows to 50°F. On the 18th (Thu), wrap the sightseeing up by early afternoon so you can fly to Provincetown.

Start off your visit on the 18th (Thu): enjoy the sand and surf at Race Point Beach.

For reviews, traveler tips, photos, and tourist information, refer to the Provincetown driving holiday website.

You can fly from Boston to Provincetown in 2 hours. Alternatively, you can ride a ferry; or drive. In May, daytime highs in Provincetown are 63°F, while nighttime lows are 48°F. Wrap up your sightseeing on the 20th (Sat) early enough to drive to Orleans.

Start off your visit on the 20th (Sat): take a leisurely stroll along Chatham Pier and Fish Market, view the masterpieces at Addison Art Gallery, and then stroll through Nauset Beach.

For more things to do, traveler tips, and other tourist information, go to the Orleans journey planner.

You can drive from Provincetown to Orleans in an hour. Alternatively, you can drive. May in Orleans sees daily highs of 62°F and lows of 49°F at night. Cap off your sightseeing on the 20th (Sat) early enough to go by car to Newport.

For reviews, where to stay, more things to do, and tourist information, read our Newport trip planning site.

Traveling by car from Orleans to Newport takes 2 hours. In May, plan for daily highs up to 65°F, and evening lows to 49°F. On the 21st (Sun), you're off to Foxborough.

On the 21st (Sun), examine the collection at The Patriots Hall of Fame, then revel in the low prices at Wrentham Village Premium Outlets, and then hike along The Nature Trail And Cranberry Bog.

For photos, ratings, reviews, and tourist information, you can read our Foxborough road trip app.

Getting from Newport to Foxborough by car takes about 1.5 hours. In May, daily temperatures in Foxborough can reach 70°F, while at night they dip to 46°F. Wrap up your sightseeing on the 22nd (Mon) early enough to drive back home.