33 days in Springfield & Lahaina Itinerary

Created using Inspirock United States holiday planner
Make it your trip
Drive
1
Springfield
— 12 nights
Fly
2
Lahaina
— 19 nights
Fly

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Springfield — 12 nights

Springfield is a city in western New England, and the seat of Hampden County, Massachusetts, United States. For shopping fun, head to Schantz Galleries Contemporary Glass - by appointment or Tom Fiorini Sculpture Yard. Do some cultural sightseeing at New Britain Museum of American Art and Yale University Art Gallery. Get out of town with these interesting Springfield side-trips: Thimble Islands Brewing Company (in Branford), New Haven (New Haven Museum, Blessed Michael McGivney Pilgrimage Center, &more) and Willimantic Textile & History Museum (in Willimantic). There's much more to do: see the interesting displays at Museum of Russian Icons, admire the masterpieces at The Clark Art Institute, take an in-depth tour of New England Air Museum, and contemplate the long history of The Mount, Edith Wharton's Home.

Before you visit Springfield, use our trip planner to discover what you can do and see there.

Hartford to Springfield is an approximately half hour car ride. You can also take a bus; or take a train. Expect slightly colder evenings in Springfield when traveling from Hartford in January, with lows around 16°F. Finish your sightseeing early on the 8th (Wed) to allow enough time to fly to Lahaina.
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Museums · Historic Sites · Shopping · Parks
Side Trips

Lahaina — 19 nights

Crown Jewel of Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Visit Ka'anapali Beach and Napili Beach for some beach relaxation. Museum-lovers will appreciate Alexander & Baldwin Sugar Museum and Baldwin Home Museum. Explore Lahaina's surroundings by going to Wailea (The Shops at Wailea, Maluaka Beach, &more), Haiku Mill (in Haiku) and Helicopter Tours (in Kahului). Spend the 24th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's lots more to do: discover the deep blue sea with a scuba or snorkeling tour, steep yourself in history at Old Lahaina Courthouse, see the interesting displays at Hale Ho'ike'ike at the Bailey House, and immerse yourself in nature at Iao Valley.

For ratings, where to stay, other places to visit, and other tourist information, read our Lahaina trip itinerary website.

Traveling by flight from Springfield to Lahaina takes 13 hours. The time zone difference moving from Eastern Standard Time to Hawaii-Aleutian Standard Time is minus 5 hours. Plan for much hotter temperatures traveling from Springfield in February, with highs in Lahaina at 78°F and lows at 67°F. Cap off your sightseeing on the 28th (Tue) early enough to catch the flight back home.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips