19 days in Massachusetts Itinerary

19 days in Massachusetts Itinerary

Created using Inspirock Massachusetts Trip Planner

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Route & dates

19 days in Massachusetts Itinerary

Start: New Delhi
Fly + Drive:  9​h 30​min
1
Salem
— 5 nights
Drive:  1​h 45​min
2
Dartmouth
— 3 nights
Drive:  1​h 30​min
3
Chatham
— 3 nights
Drive:  2​h 45​min
4
Nantucket
— 3 nights
Drive:  2​h 30​min
5
Oak Bluffs, Martha's Vineyard
— 2 nights
Drive + Fly:  25​h
End: New Delhi

5
nights
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Museum-lovers will appreciate The House of the Seven Gables and Salem Witch Museum. Your cultural itinerary includes sights like Peabody Essex Museum and Louisa May Alcott's Orchard House. Get out of town with these interesting Salem side-trips: Kings Dining & Entertainment Burlington (in Burlington), Lexington (Munroe Tavern, Buckman Tavern, &more) and Somerville (The Assembly Row & Wine & Cheese Cask). There's much more to do: look for gifts at Crow Haven Corner, see the interesting displays at Concord Museum, and browse for treasures at Fivehands Curiosity Shoppe.

For reviews, traveler tips, photos, and other tourist information, read our Salem trip itinerary planner.

New Delhi, India to Salem is an approximately 23-hour combination of flight and car. The time zone difference when traveling from New Delhi to Salem is minus 10 hours. Traveling from New Delhi in January, things will get colder in Salem: highs are around 2°C and lows about -7°C. Wrap up your sightseeing on the 5th (Fri) to allow time to drive to Dartmouth.

Things to do in Salem

Shopping Museums Historic Sites

Side Trips

Lexington, Somerville, Concord, Kings Dining & Entertainment Burlington
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Witch Museum ©
Salem Witch Museum
Peabody Essex Museum ©
Peabody Essex Museum

3
nights
Dartmouth

Dartmouth ©
Dartmouth, Massachusetts is a coastal New England town and was the first area of Southeastern Massachusetts settled. Satisfy your inner culture vulture at Lizzie Borden House and Running Brook Vineyard & Winery. Visit Fort Phoenix State Reservation and Demarest Lloyd State Park for some beach relaxation. Get out of town with these interesting Dartmouth side-trips: Sandwich (Sandwich Glass Museum & Dexter’s Grist Mill) and Giving Tree Gallery and Sculpture Garden (in East Sandwich). The adventure continues: sample the tasty concoctions at Buzzards Bay Brewing and learn about winemaking at Coastal Vineyards.

For reviews, more things to do, other places to visit, and more tourist information, read Dartmouth driving holiday planner.

Getting from Salem to Dartmouth by car takes about 2 hours. In February in Dartmouth, expect temperatures between 5°C during the day and -6°C at night. Finish your sightseeing early on the 8th (Mon) so you can drive to Chatham.

Things to do in Dartmouth

Parks Nature Outdoors

Side Trips

Sandwich, Buzzards Bay Brewing, Fort Phoenix State Reservation, Lizzie Borden House
Highlights from your plan
Demarest Lloyd State Park ©
Demarest Lloyd State Park
Lizzie Borden House ©
Lizzie Borden House
Sandwich Glass Museum ©
Sandwich Glass Museum

3
nights
Chatham

Chatham ©
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Let the collections at Atwood Museum and Edward Gorey House capture your imagination. Head to Millie's of Chatham General Store and Pilgrim's Landingfor plenty of shopping. When in Chatham, make a side trip to see Cape Cod Beer in Hyannis, approximately Hyannis away. There's much more to do: enjoy the sand and surf at Chatham Lighthouse Beach, stop by Eden, and examine the collection at Chatham Railroad Museum.

To find maps, photos, and other tourist information, read Chatham trip planner.

Drive from Dartmouth to Chatham in 1.5 hours. In February, daily temperatures in Chatham can reach 4°C, while at night they dip to -3°C. Cap off your sightseeing on the 11th (Thu) early enough to go by car to Nantucket.

Things to do in Chatham

Shopping Museums Parks

Side Trips

Brewster, Young's Fish Market, Edward Gorey House, Eden, Cape Cod Beer
Highlights from your plan
Chatham Candy Manor ©
Chatham Candy Manor
Edward Gorey House ©
Edward Gorey House
Atwood Museum ©
Atwood Museum

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Your inner history buff will appreciate Greater Light and Great Point Light. Satisfy your inner culture vulture at Whaling Museum and Nantucket Lightship Basket Museum. Next up on the itinerary: look for gifts at Aunt Leah's Fudge, sample the fine beverages at Cisco Brewers, get engrossed in the history at Egan Maritime's Nantucket Shipwreck & Lifesaving Museum, and enjoy the sand and surf at Madaket Beach.

To find more things to do, photos, maps, and tourist information, read Nantucket trip website .

Traveling by car from Chatham to Nantucket takes 3 hours. In February, daytime highs in Nantucket are 5°C, while nighttime lows are -2°C. Wrap up your sightseeing on the 14th (Sun) early enough to drive to Oak Bluffs.

Things to do in Nantucket

Museums Outdoors Historic Sites
Highlights from your plan
Whaling Museum ©
Whaling Museum
Great Point Light ©
Great Point Light

2
nights
Oak Bluffs, Martha's Vineyard

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Give yourself a bit of retail therapy at Ben and Bill's Chocolate Emporium and Black Dog Bakery. Popular historic sites such as Edgartown Lighthouse and Gay Head Lighthouse are in your itinerary. Change things up with a short trip to Gay Head in Aquinnah (about 40 minutes away). There's more to do: kick back and relax at Bend in the Road Beach.

To find more things to do, photos, maps, and tourist information, go to the Oak Bluffs day trip planning tool .

Getting from Nantucket to Oak Bluffs by car takes about 2.5 hours. In February, daytime highs in Oak Bluffs are 5°C, while nighttime lows are -4°C. Cap off your sightseeing on the 16th (Tue) early enough to travel back home.

Things to do in Oak Bluffs

Parks Outdoors Beaches

Side Trips

Edgartown, Aquinnah, Black Dog Bakery
Highlights from your plan
Bend in the Road Beach ©
Bend in the Road Beach
Edgartown Lighthouse ©
Edgartown Lighthouse
Gay Head Lighthouse ©
Gay Head Lighthouse

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