15 days in Massachusetts Itinerary

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.

Your day by day itinerary now includes Fenway Park as well as Samuel Adams Brewery. Start off your visit on the 1st (Sun): take in nature's colorful creations at Boston Public Garden, then sample the tasty concoctions at Samuel Adams Brewery, then stroll around Boston Common, and finally see where the action happens at Fenway Park. Get ready for a full day of sightseeing on the 2nd (Mon): appreciate the extensive heritage of Freedom Trail, engage your brain at Museum of Science, explore the world behind art at Museum of Fine Arts, step aboard Boston Tea Party Ships & Museum, then get engrossed in the history at John F. Kennedy Presidential Museum & Library, and finally wander the streets of North End.

To see where to stay, photos, maps, and other tourist information, read our Boston planner.

Aldie to Boston is an approximately 8-hour car ride. You can also drive. In August, plan for daily highs up to 81°F, and evening lows to 65°F. Cap off your sightseeing on the 3rd (Tue) early enough to go by car to Salem.

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.

Your day by day itinerary now includes ChIJZ7C513oU44kR_USTDMYzJ_M as well as Salem Witch Village. Start off your visit on the 3rd (Tue): walk around Salem Witch Trials Memorial, explore the different monuments and memorials at Old Burying Point Cemetery, then admire the masterpieces at Peabody Essex Museum, then examine the collection at Salem Witch Museum, and finally contemplate the long history of The House of the Seven Gables. Keep things going the next day: pause for some photo ops at ChIJZ7C513oU44kR_USTDMYzJ_M, take an in-depth tour of Witch House, and then examine the collection at Salem Witch Village.

For other places to visit, where to stay, reviews, and more tourist information, use the Salem holiday maker site.

Travel from Boston to Salem in an hour. Alternatively, you can drive; or take a train; or take a bus. In August, daytime highs in Salem are 80°F, while nighttime lows are 61°F. On the 4th (Wed), wrap the sightseeing up by early afternoon so you can drive to Worcester.

Worcester is a city and the county seat of Worcester County, Massachusetts, United States. Your list of things to see and do now includes EcoTarium, Union Station, Elm Park, and other attractions. Kick off your visit on the 4th (Wed): hunt for treasures at Crompton Collective and then admire the striking features of Union Station. On the 5th (Thu), you'll have a packed day of sightseeing: explore the world behind art at Worcester Art Museum, steep yourself in history at Bancroft Tower, look for all kinds of wild species at Green Hill Park, then stroll around Elm Park, and finally sample the tasty concoctions at Wormtown Brewery.

For photos, traveler tips, more things to do, and other tourist information, go to the Worcester trip planner.

Drive from Salem to Worcester in 1.5 hours. Alternatively, you can take a bus; or take a train. In August, daytime highs in Worcester are 78°F, while nighttime lows are 61°F. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow time for the car ride to Springfield.

Springfield is a city in western New England, and the seat of Hampden County, Massachusetts, United States. Your day by day itinerary now includes Titanic Historical Society Inc as well as The Amazing World of Dr. Seuss Museum. Start off your visit on the 6th (Fri): examine the collection at Titanic Historical Society Inc, then get to know the resident critters at The Zoo in Forest Park & Education Center, then walk around Forest Park, and finally deepen your understanding at Springfield College. Keep things going the next day: brush up on your military savvy at Springfield Armory National Historic Site, don't miss a visit to Dr. Seuss National Memorial Sculpture Garden, learn more about the world around you at Springfield Museums, see the interesting displays at Basketball Hall of Fame, then have fun and explore at The Amazing World of Dr. Seuss Museum, and finally try your luck at MGM Springfield.

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

You can drive from Worcester to Springfield in an hour. Other options are to drive; or take a bus; or take a train. Expect a daytime high around 82°F in August, and nighttime lows around 57°F. Finish your sightseeing early on the 8th (Sun) so you can drive to Cambridge.

Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.

You've added MIT Museum, Massachusetts Institute of Technology (MIT), Charles River Bike Path, and other attractions to your itinerary. Start off your visit on the 8th (Sun): enjoy the scholastic atmosphere at Harvard University, learn more about the world around you at The Harvard Museum of Natural History, admire the masterpieces at Harvard Art Museums, then make a trip to Harvard Square, then steep yourself in history at Longfellow House Washington's Headquarters National Historic Site, and finally explore the different monuments and memorials at Mount Auburn Cemetery.

To see where to stay, traveler tips, maps, and tourist information, refer to the Cambridge trip itinerary website.

Traveling by car from Springfield to Cambridge takes 2 hours. Alternatively, you can take a train; or do a combination of bus and subway. Expect somewhat warmer evenings in Cambridge when traveling from Springfield in August, with lows around 65°F. On the 9th (Mon), wrap the sightseeing up by early afternoon so you can fly to Provincetown.

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.

Your day by day itinerary now includes Race Point Lighthouse as well as Province Lands Visitor Center. Kick off your visit on the 9th (Mon): don't miss a visit to Commercial Street, then pause for some photo ops at Pilgrim Monument & Provincetown Museum, then enjoy the sand and surf at Race Point Beach, and finally don't miss a visit to Race Point Lighthouse.

To find traveler tips, more things to do, ratings, and more tourist information, read our Provincetown trip itinerary builder.

Traveling by car from Cambridge to Provincetown takes 2.5 hours. Alternatively, you can fly; or drive; or do a combination of subway and ferry. Expect a daytime high around 78°F in August, and nighttime lows around 62°F. Finish your sightseeing early on the 10th (Tue) so you can drive to Chatham.

Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Your list of things to see and do now includes Chatham's Godfrey Windmill, Ridgevale Beach, Oyster Pond, and other attractions. On the 10th (Tue), see the interesting displays at Shark Center and then enjoy the sand and surf at Harding Beach.

To see reviews, where to stay, more things to do, and other tourist information, go to the Chatham route maker.

Traveling by car from Provincetown to Chatham takes an hour. Alternatively, you can take a bus. In August, daily temperatures in Chatham can reach 78°F, while at night they dip to 63°F. Finish your sightseeing early on the 12th (Thu) so you can travel to Nantucket.

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Your day by day itinerary now includes Milestone Bog as well as Altar Rock. Kick off your visit on the 12th (Thu): get to know the fascinating history of Milestone Bog, stroll through Madaket Beach, enjoy the sand and surf at Jetties Beach, then examine the collection at Whaling Museum, then do a tasting at Cisco Brewers, and finally enjoy the sea views from Brant Point Lighthouse. Here are some ideas for day two: appreciate the extensive heritage of Altar Rock, kick back and relax at Surfside Beach, take an in-depth tour of Nantucket Shipwreck & Lifesaving Museum, then enjoy the sea views from Great Point Light, and finally stroll through Siasconset Beach.

For maps, ratings, other places to visit, and tourist information, you can read our Nantucket online trip itinerary builder.

Traveling by combination of taxi and ferry from Chatham to Nantucket takes 2.5 hours. Alternatively, you can do a combination of bus and ferry. In August, plan for daily highs up to 76°F, and evening lows to 63°F. Wrap up your sightseeing on the 13th (Fri) early enough to travel to Edgartown.

Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Your day by day itinerary now includes Lighthouse Beach, Old Whaling Church and Katama Airfield.

For maps, other places to visit, more things to do, and other tourist information, refer to the Edgartown vacation tool.

Do a combination of ferry and bus from Nantucket to Edgartown in 2.5 hours. In August in Edgartown, expect temperatures between 79°F during the day and 59°F at night. Finish your sightseeing early on the 14th (Sat) to allow enough time to drive back home.