60 days in Massachusetts Itinerary
Created using Klarna Trips Massachusetts trip builder
Start: Birmingham
Fly
1
Nantucket
— 7 nights
Ferry
2
Oak Bluffs, Martha's Vineyard
— 6 nights
Ferry
3
Hyannis
— 8 nights
Drive
4
Provincetown
— 8 nights
Fly
5
Boston
— 22 nights
Drive
6
Lenox
— 8 nights
Bus to Times Sq-42 St, Fly to Birmingham
End: Birmingham
Thu, Jun 1 - Sun, Jul 30
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Nantucket — 7 nights
©
Attractions like Whaling Museum and Oldest House (Jethro Coffin House) and Kitchen Garden make great kid-friendly stops.
To find more things to do, maps, ratings, and more tourist information, read our Nantucket attractions planner.
Birmingham to Nantucket is an approximately 6.5-hour flight. You can also do a combination of car and ferry; or do a combination of train, bus, and ferry. You'll lose 1 hour traveling from Birmingham to Nantucket due to the time zone difference. In June, Nantucket is a bit cooler than Birmingham - with highs of 69°F and lows of 57°F. Finish your sightseeing early on the 8th (Thu) so you can ride a ferry to Oak Bluffs.
more
To find more things to do, maps, ratings, and more tourist information, read our Nantucket attractions planner.
Birmingham to Nantucket is an approximately 6.5-hour flight. You can also do a combination of car and ferry; or do a combination of train, bus, and ferry. You'll lose 1 hour traveling from Birmingham to Nantucket due to the time zone difference. In June, Nantucket is a bit cooler than Birmingham - with highs of 69°F and lows of 57°F. Finish your sightseeing early on the 8th (Thu) so you can ride a ferry to Oak Bluffs.
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Oak Bluffs, Martha's Vineyard — 6 nights
©
Bring the kids along to Flying Horses Carousel and Trinity Park Tabernacle. Change things up with a short trip to Gay Head Lighthouse in Aquinnah (about 38 minutes away).
To see reviews, maps, other places to visit, and more tourist information, you can read our Oak Bluffs trip planner.
You can ride a ferry from Nantucket to Oak Bluffs in 2 hours. In June in Oak Bluffs, expect temperatures between 73°F during the day and 54°F at night. Wrap up your sightseeing on the 14th (Wed) to allow time to ride a ferry to Hyannis.
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To see reviews, maps, other places to visit, and more tourist information, you can read our Oak Bluffs trip planner.
You can ride a ferry from Nantucket to Oak Bluffs in 2 hours. In June in Oak Bluffs, expect temperatures between 73°F during the day and 54°F at night. Wrap up your sightseeing on the 14th (Wed) to allow time to ride a ferry to Hyannis.
Side Trips
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Hyannis — 8 nights
©
Capital of Cape Cod
Kids will enjoy Heritage Museums & Gardens and Sandwich Glass Museum. Get out of town with these interesting Hyannis side-trips: Orleans (Little Pleasant Bay, Nauset Beach, &more), Chatham (Chatham Railroad Museum, Atwood Museum, &more) and Falmouth (Falmouth Museums on the Green, Shining Sea Bikeway, &more). The adventure continues: identify plant and animal life at Hyannis Whale Watcher Cruises, enjoy the sand and surf at Craigville Beach, take an in-depth tour of Plimoth Patuxet Museums, and engage your brain at Marconi-RCA Wireless Museum.
To see traveler tips, photos, more things to do, and tourist information, go to the Hyannis day trip website.
Ride a ferry from Oak Bluffs to Hyannis in 1.5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. June in Hyannis sees daily highs of 73°F and lows of 58°F at night. Wrap up your sightseeing on the 22nd (Thu) to allow time to drive to Provincetown.
more
To see traveler tips, photos, more things to do, and tourist information, go to the Hyannis day trip website.
Ride a ferry from Oak Bluffs to Hyannis in 1.5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. June in Hyannis sees daily highs of 73°F and lows of 58°F at night. Wrap up your sightseeing on the 22nd (Thu) to allow time to drive to Provincetown.
Side Trips
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Provincetown — 8 nights
©
Birthplace of American Liberty
Kids will enjoy Pilgrim Monument & Provincetown Museum and Long Point. Explore Provincetown's surroundings by going to Mass Audubon Wellfleet Bay Wildlife Sanctuary (in Wellfleet) and Eastham (Eastham Historical Society, Coast Guard Beach, &more). Spend the 23rd (Fri) exploring nature at Cape Cod National Seashore. And it doesn't end there: kick back and relax at Race Point Beach, ponder the world of politics at Provincetown Town Hall, tour the pleasant surroundings at Marconi Beach, and see the interesting displays at Provincetown Art Association and Museum.
To see more things to do, traveler tips, photos, and other tourist information, refer to the Provincetown trip itinerary builder website.
You can drive from Hyannis to Provincetown in 1.5 hours. Other options are to drive; or take a bus. June in Provincetown sees daily highs of 72°F and lows of 56°F at night. Wrap up your sightseeing on the 30th (Fri) to allow time to fly to Boston.
more
To see more things to do, traveler tips, photos, and other tourist information, refer to the Provincetown trip itinerary builder website.
You can drive from Hyannis to Provincetown in 1.5 hours. Other options are to drive; or take a bus. June in Provincetown sees daily highs of 72°F and lows of 56°F at night. Wrap up your sightseeing on the 30th (Fri) to allow time to fly to Boston.
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Boston — 22 nights
©
Beantown
You'll visit kid-friendly attractions like Museum of Fine Arts and Dolphin & Whale Watching. Explore the numerous day-trip ideas around Boston: Rebecca Nurse Homestead (in Danvers), Concord (Great Meadows National Wildlife Refuge, The Old Manse, &more) and Salem (Peabody Essex Museum, Salem Witch Museum, &more). And it doesn't end there: stroll around Boston Public Garden, take an in-depth tour of John F. Kennedy Presidential Museum & Library, appreciate the extensive heritage of Freedom Trail, and stop by North End.
To find traveler tips, more things to do, ratings, and other tourist information, read our Boston trip itinerary planning website.
Fly from Provincetown to Boston in 2 hours. Alternatively, you can ride a ferry; or drive. Expect a daytime high around 76°F in June, and nighttime lows around 60°F. Finish your sightseeing early on the 22nd (Sat) so you can drive to Lenox.
more
To find traveler tips, more things to do, ratings, and other tourist information, read our Boston trip itinerary planning website.
Fly from Provincetown to Boston in 2 hours. Alternatively, you can ride a ferry; or drive. Expect a daytime high around 76°F in June, and nighttime lows around 60°F. Finish your sightseeing early on the 22nd (Sat) so you can drive to Lenox.
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Find places to stay Jun 30 — Jul 22:
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Lenox — 8 nights
©
Bring the kids along to Stanley park and Berkshire Rivers Fly Fishing. Explore the numerous day-trip ideas around Lenox: Bash Bish Falls (in Mount Washington), Chesterfield Gorge (in Chesterfield) and Easthampton (Manhan Rail Trail & White Square - Fine Books & Art).
For traveler tips, maps, ratings, and more tourist information, read Lenox road trip planner.
Drive from Boston to Lenox in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Traveling from Boston in July, Lenox is little chillier at night with lows of 59°F. Finish your sightseeing early on the 30th (Sun) so you can travel back home.
more
For traveler tips, maps, ratings, and more tourist information, read Lenox road trip planner.
Drive from Boston to Lenox in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Traveling from Boston in July, Lenox is little chillier at night with lows of 59°F. Finish your sightseeing early on the 30th (Sun) so you can travel back home.
Side Trips
Find places to stay Jul 22 — 30:
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Massachusetts travel guide
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.
