41 days in Boston, North of Boston & Greater Merrimack Valley & New Boston Itinerary

41 days in Boston, North of Boston & Greater Merrimack Valley & New Boston Itinerary

Created using Inspirock United States tour itinerary builder
Make it your trip
Fly
1
Boston
— 9 nights
Drive
2
Salem
— 5 nights
Drive
3
Gloucester
— 4 nights
Taxi
4
Rockport
— 5 nights
Drive
5
Newburyport
— 2 nights
Drive
6
Lowell
— 3 nights
Drive
7
Concord
— 5 nights
Drive
8
Lexington
— 4 nights
+2
Drive to Logan International Airport, Fly to Detroit Metropolitan Wayne County Airport, Drive to New Boston
9
New Boston
— 2 nights
Drive to Detroit Metropolitan Wayne County Airport, Fly to Entebbe

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Boston — 9 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.
You'll find plenty of places to visit near Boston: Plymouth (Plymouth Rock, Plimoth Grist Mill, &more), Falmouth (Coonamessett Farm, Shining Sea Bikeway, &more) and Sandwich (Heritage Museums & Gardens & Sandwich Glass Museum). There's lots more to do: admire the masterpieces at Museum of Fine Arts, stroll around Boston Common, examine the collection at The Breakers, and take in nature's colorful creations at Boston Public Garden.

To find more things to do, ratings, other places to visit, and tourist information, read Boston trip itinerary planner.

Entebbe, Uganda to Boston is an approximately 22.5-hour flight. Traveling from Entebbe to Boston, you'll gain 8 hours due to the time zone difference. Traveling from Entebbe in December, expect Boston to be colder, temps between 7°C and 0°C. Wrap up your sightseeing on the 6th (Fri) early enough to drive to Salem.
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Side Trips
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Salem — 5 nights

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
When in Salem, make a side trip to see Addison Gallery of American Art in Andover, approximately Andover away. There's lots more to do: look for gifts at Crow Haven Corner, explore the world behind art at Peabody Essex Museum, see the interesting displays at J.O.J. Frost Gallery, and explore the galleries of The House of the Seven Gables.

For where to stay, ratings, other places to visit, and more tourist information, you can read our Salem tour builder.

Traveling by car from Boston to Salem takes an hour. Alternatively, you can take a train; or take a bus. In January, plan for daily highs up to 2°C, and evening lows to -7°C. Cap off your sightseeing on the 11th (Wed) early enough to go by car to Gloucester.
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Side Trips
Find places to stay Jan 6 — 11:
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Gloucester — 4 nights

Sandy Bay

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
You'll find plenty of places to visit near Gloucester: Tributary Brewing (in Kittery), Wright Museum of WWII (in Wolfeboro) and Jenness Farm (in Nottingham). Next up on the itinerary: steep yourself in history at Strawbery Banke Museum, get engrossed in the history at Cape Ann Museum, indulge your thirst for a good beer at Stoneface Brewing, and experience rural life at Coppal House Farm.

For traveler tips, reviews, and tourist information, you can read our Gloucester road trip site.

Gloucester is just a stone's throw from Salem. In January, daytime highs in Gloucester are 2°C, while nighttime lows are -7°C. Finish your sightseeing early on the 15th (Sun) to allow enough time to drive to Rockport.
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Breweries & Distilleries · Museums · Historic Sites · Tours
Side Trips
Find places to stay Jan 11 — 15:
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Rockport — 5 nights

Rockport is a town in Essex County, Massachusetts, United States. You'll find plenty of places to visit near Rockport: Kennebunkport (St. Ann's Episcopal Church & Walker's Point), Portsmouth (New Hampshire Brews Cruise & Portsmouth Historical Society's Discover Portsmouth Welcome Center) and Wagon Hill Farm (in Durham). Spend the 18th (Wed) exploring nature at Cape Cod National Seashore. Next up on the itinerary: visit a coastal fixture at Nubble Lighthouse, stroll through Wolfeboro Cross Country Ski Association, appreciate the extensive heritage of Marginal Way Walkway, and sample the fine beverages at Wiggly Bridge Distillery.

To see traveler tips, more things to do, where to stay, and tourist information, go to the Rockport trip planner.

Rockport is just a short distance from Gloucester. In January, daily temperatures in Rockport can reach 2°C, while at night they dip to -7°C. Finish your sightseeing early on the 20th (Fri) so you can drive to Newburyport.
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Outdoors · Parks · Historic Sites · Breweries & Distilleries
Side Trips
Find places to stay Jan 15 — 20:
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Newburyport — 2 nights

Newburyport is a small coastal city in Essex County, Massachusetts, United States, northeast of Boston. Start off your visit on the 21st (Sat): examine the collection at John Greenleaf Whittier Birthplace, then sample the tasty concoctions at Brewery Silvaticus, then brush up on your knowledge of spirits at Smoky Quartz Distillery, and finally stroll around Waterfront Park. On your second day here, sample some tasty brews at Untapped History, sample the tasty concoctions at RiverWalk Brewing Co, and then indulge your thirst for a good beer at 1634 Meadery.

For traveler tips, photos, other places to visit, and other tourist information, go to the Newburyport driving holiday site.

Traveling by car from Rockport to Newburyport takes an hour. In January in Newburyport, expect temperatures between 1°C during the day and -7°C at night. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Lowell.
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Breweries & Distilleries · Tours · Wineries · Museums
Side Trips
Find places to stay Jan 20 — 22:
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Lowell — 3 nights

Lowell is a city in the U.S. Commonwealth of Massachusetts. Lowell is known for museums, nature, and nightlife. Your trip includes some of its best attractions: admire the striking features of St. Joseph the Worker Shrine, take an in-depth tour of Boott Cotton Mills Museum, stroll around Boarding House Park, and stop by Mrs Nelson's Candy House.

To find traveler tips, reviews, maps, and more tourist information, read Lowell route planning app.

You can drive from Newburyport to Lowell in an hour. January in Lowell sees daily highs of 1°C and lows of -9°C at night. Wrap up your sightseeing on the 25th (Wed) to allow time to drive to Concord.
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Parks · Museums · Historic Sites · Trails
Side Trips
Find places to stay Jan 22 — 25:
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Concord — 5 nights

Concord is a town in Middlesex County, Massachusetts, in the United States. Explore Concord's surroundings by going to Kimball Fruit Farm (in Hollis), Saint Joseph's Abbey (in Spencer) and Worcester Art Museum (in Worcester). There's still lots to do: see the interesting displays at Museum of Russian Icons, steep yourself in history at The Old Manse, take an in-depth tour of Louisa May Alcott's Orchard House, and explore the activities along Walden Pond State Reservation.

To see where to stay, more things to do, reviews, and other tourist information, go to the Concord trip itinerary maker site.

Concord is very close to Lowell. In January, daily temperatures in Concord can reach 1°C, while at night they dip to -9°C. Wrap up your sightseeing on the 30th (Mon) early enough to drive to Lexington.
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Historic Sites · Museums · Parks · Nature
Side Trips
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Lexington — 4 nights

Lexington is a town in Middlesex County, Massachusetts, United States. Change things up with these side-trips from Lexington: Granite State Candy Shoppe (in Concord), Wellesley College Greenhouses (in Wellesley) and Mine Falls Park (in Nashua). There's much more to do: take in the spiritual surroundings of St. Anne's Shrine, admire the masterpieces at Wadsworth Atheneum Museum of Art, indulge your thirst for a good beer at Mighty Squirrel, and walk around Horn Pond.

To find other places to visit, where to stay, photos, and tourist information, you can read our Lexington online trip itinerary planner.

Lexington is just a stone's throw from Concord. In January, daytime highs in Lexington are 1°C, while nighttime lows are -9°C. Finish up your sightseeing early on the 3rd (Fri) so you can go by car to New Boston.
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Winter Sports · Outdoors · Parks · Museums
Side Trips
Find places to stay Jan 30 — Feb 3:
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New Boston — 2 nights

New Boston is an unincorporated community in Huron Charter Township, Wayne County, in the U.S. state of Michigan.Huron Township includes three separate communities: the largest community is New Boston; south of New Boston, Willow and Waltz are smaller, newer communities being developed with new subdivisions. Kick off your visit on the 4th (Sat): experience rural life at Apple Charlies South Huron Orchards, look for all kinds of wild species at Crosswinds Marsh, and then walk around Oakwood Metropark Nature Center.

For reviews, maps, where to stay, and other tourist information, you can read our New Boston itinerary planner.

Explore your travel options from Lexington to New Boston with the Route module. In February in New Boston, expect temperatures between 1°C during the day and -8°C at night. On the 5th (Sun), you'll travel back home.
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Wildlife · Parks
Find places to stay Feb 3 — 5:
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