22 days in New England Itinerary

Museum-lovers will appreciate Strawbery Banke Museum and Louisa May Alcott's Orchard House. Explore hidden gems such as Granary Burying Ground and Minute Man National Historical Park. Explore Boston's surroundings by going to The Jenney (in Plymouth), Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens) and Marginal Way Walkway (in Ogunquit). There's still lots to do: admire the masterpieces at Museum of Fine Arts, buy something for everyone on your list at Faneuil Hall Marketplace, enjoy breathtaking views from Skywalk Observatory, and stop by Waterfront.

Planning Boston trip won't be overwhelming when you use Inspirock's itinerary maker.

Glasgow, UK to Boston is an approximately 10.5-hour flight. The time zone difference when traveling from Glasgow to Boston is minus 5 hours. Prepare for a bit warmer weather when traveling from Glasgow in September: high temperatures in Boston hover around 28°C and lows are around 17°C. Wrap up your sightseeing on the 8th (Fri) to allow time to drive to Lenox.

Eschew the tourist crowds and head to The Mount, Edith Wharton's Home and Yankee Candle Flagship Store. Deepen your sense of the past at sights like Historic Deerfield and Chesterwood Museum. Explore Lenox's surroundings by going to Williamstown (Williams College Museum of Art & The Clark Art Institute) and MASS MoCA (in North Adams).

To find maps, reviews, ratings, and other tourist information, use the Lenox travel itinerary planner.

Traveling by car from Boston to Lenox takes 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Traveling from Boston in September, plan for a bit cooler nights in Lenox, with lows around 11°C. Wrap up your sightseeing on the 11th (Mon) early enough to drive to Eastham.

Museum-lovers will appreciate Salt Pond Visitor Center and Marconi-RCA Wireless Museum. Chatham Lighthouse and Nauset Lighthouse are good opportunities to explore the local culture.

To see maps, photos, where to stay, and other tourist information, use the Eastham trip planner.

Getting from Lenox to Eastham by car takes about 4 hours. Other options: do a combination of bus and flight; or take a bus. Traveling from Lenox in September, you can expect nighttime temperatures to be somewhat warmer in Eastham, with lows of 17°C. Wrap up your sightseeing on the 14th (Thu) to allow time to travel to Nantucket.

Start off your visit on the 15th (Fri): visit a coastal fixture at Brant Point Lighthouse, examine the collection at Whaling Museum, and then enjoy the sand and surf at Madaket Beach. On the 16th (Sat), you'll have a packed day of sightseeing: get engrossed in the history at Nantucket Shipwreck & Lifesaving Museum, visit a coastal fixture at Great Point Light, and then visit a coastal fixture at Sankaty Head Lighthouse.

To find photos, where to stay, and other tourist information, use the Nantucket journey builder tool.

Do a combination of taxi and ferry from Eastham to Nantucket in 2.5 hours. Alternatively, you can do a combination of bus and ferry. September in Nantucket sees daily highs of 25°C and lows of 17°C at night. Finish up your sightseeing early on the 16th (Sat) so you can catch the flight to Rockland.

Your inner history buff will appreciate Pemaquid Point Lighthouse and Rockland Breakwater Light. Let the collections at Farnsworth Art Museum and Marshall Point Lighthouse Museum capture your imagination. Venture out of the city with trips to Doubling Point Lighthouse (in Arrowsic), Colby College Museum of Art (in Waterville) and Sweetgrass Farm Winery and Distillery (in Union).

For traveler tips, ratings, photos, and more tourist information, refer to the Rockland trip itinerary planning app.

Traveling by flight from Nantucket to Rockland takes 4.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Expect little chillier evenings in Rockland when traveling from Nantucket in September, with lows around 12°C. Cap off your sightseeing on the 20th (Wed) early enough to catch the flight to Newport.

Let the collections at The Breakers and Battleship Cove capture your imagination. Discover out-of-the-way places like Lizzie Borden House and New Bedford Whaling Museum. There's still lots to do: see the interesting displays at International Tennis Hall of Fame, contemplate the long history of Rough Point Museum, contemplate in the serene atmosphere at Touro Synagogue, and get to know the fascinating history of Cliff Walk.

To find more things to do, traveler tips, other places to visit, and tourist information, refer to the Newport sightseeing planner.

Getting from Rockland to Newport by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Rockland in September, expect somewhat warmer with lows of 17°C in Newport. Finish your sightseeing early on the 25th (Mon) to allow enough time to fly back home.