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 Marginal Way Walkway (in Ogunquit), Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens) and The Jenney (in Plymouth). 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 Klarna Trips'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 MASS MoCA. 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 Yankee Candle Flagship Store (in South Deerfield).

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 Atwood Museum. Chatham Lighthouse and Highland Light are good opportunities to explore the local culture.

For traveler tips, other places to visit, more things to do, and other tourist information, read our Eastham driving holiday planner.

You can drive from Lenox to Eastham in 4 hours. Other options are to do a combination of bus and flight; or take a bus. Plan for a bit warmer nights when traveling from Lenox in September since evenings lows in Eastham dip to 17°C. Cap off your sightseeing on the 14th (Thu) early enough 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 Maine Maritime Museum capture your imagination. Venture out of the city with trips to Sweetgrass Farm Winery and Distillery (in Union), Marshall Point Lighthouse Museum (in Port Clyde) and Colby College Museum of Art (in Waterville).

To see where to stay, ratings, maps, and more tourist information, read Rockland travel itinerary planner.

Fly from Nantucket to Rockland in 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. Wrap up your sightseeing on the 20th (Wed) early enough to fly to Newport.

Let the collections at The Breakers and New Bedford Whaling Museum capture your imagination. Discover out-of-the-way places like Lizzie Borden House and Fort Adams State Park. Step out of Newport with an excursion to Battleship Cove in Fall River--about 38 minutes away. There's still lots to do: contemplate the long history of Rough Point Museum, see the interesting displays at Rosecliff, wander the streets of Thames Street, and take in the architecture and atmosphere at St. Mary's Catholic Church.

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.