30 days in Massachusetts Itinerary

30 days in Massachusetts Itinerary

Created using Inspirock Massachusetts holiday planner

Plan created by another user. Make it yours
1
Sturbridge
— 5 nights
2
Pittsfield
— 4 nights
3
Provincetown
— 5 nights
4
Falmouth
— 3 nights
5
Boston
— 11 nights

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5
nights
Sturbridge

Sturbridge ©
Sturbridge is a town in Worcester County, Massachusetts, United States. Get out of town with these interesting Sturbridge side-trips: Museum of Russian Icons (in Clinton), The Gate Escape (in Leominster) and Union Station (in Worcester). Next up on the itinerary: get engrossed in the history at Old Sturbridge Village, examine the collection at Basketball Hall of Fame, engage your brain at Springfield Museums, and take a pleasant ride with Cornerstone Ranch.

To find other places to visit, photos, more things to do, and other tourist information, read our Sturbridge day trip planning site.

Perth, Australia to Sturbridge is an approximately 32-hour combination of flight and car. The time zone difference moving from Australian Western Standard Time (AWST) to Eastern Standard Time (EST) is minus 13 hours. Plan for colder temperatures traveling from Perth in January, with highs in Sturbridge at 0°C and lows at -9°C. Cap off your sightseeing on the 6th (Wed) early enough to go by car to Pittsfield.

Things to do in Sturbridge

Museums · Historic Sites · Parks · Childrens Museums

Side Trips

Highlights from your plan
Old Sturbridge Village ©
Old Sturbridge Village
Museum of Russian Icons ©
Museum of Russian Icons
Forest Park ©
Forest Park

4
nights
Pittsfield

Pittsfield ©
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. Explore the numerous day-trip ideas around Pittsfield: Maple Corner Farm Cross Country Ski Area (in Granville), Chester Railway Station (in Chester) and Williamstown (The Clark Art Institute & Where'd You Get That!?, Inc.). Next up on the itinerary: get interesting insight from Ramblewild, take in the spiritual surroundings of Congregational Church, take in the exciting artwork at Ozzie's Glass Gallery, and hit the slopes at Jiminy Peak Mountain Resort.

For other places to visit, reviews, ratings, and more tourist information, read Pittsfield tour planner.

Traveling by car from Sturbridge to Pittsfield takes 1.5 hours. Expect a daytime high around 0°C in January, and nighttime lows around -11°C. Cap off your sightseeing on the 10th (Sun) early enough to travel to Provincetown.

Things to do in Pittsfield

Outdoors · Parks · Museums · Adventure

Side Trips

Highlights from your plan
Jiminy Peak Mountain Resort ©
Jiminy Peak Mountain Resort
The Clark Art Institute ©
The Clark Art Institute
Balderdash Cellars ©
Balderdash Cellars

5
nights
Provincetown

Provincetown ©

Birthplace of American Liberty

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.
Get out of town with these interesting Provincetown side-trips: Orleans (Nauset Beach & Addison Art Gallery), Eastham (Nauset Light Beach, Salt Pond Visitor Center, &more) and Chatham (Chatham Railroad Museum & Chatham Lighthouse). There's still lots to do: don't miss a visit to Commercial Street, kick back and relax at Long Point, explore the world behind art at Provincetown Art Association and Museum, and stroll through Herring Cove Beach.

For maps, other places to visit, traveler tips, and tourist information, go to the Provincetown planning tool.

Getting from Pittsfield to Provincetown by car takes about 4.5 hours. Plan for somewhat warmer temperatures traveling from Pittsfield in January, with highs in Provincetown at 3°C and lows at -3°C. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Falmouth.

Things to do in Provincetown

Parks · Outdoors · Beaches · Museums

Side Trips

Highlights from your plan
Nauset Beach ©
Nauset Beach
Commercial Street ©
Commercial Street
Provincetown Art Association and Museum ©
Provincetown Art Association and Museum

3
nights
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Venture out of the city with trips to Heritage Museums & Gardens (in Sandwich), Plymouth Rock (in Plymouth) and Chatham (Chatham Lighthouse Beach, Monomoy National Wildlife Refuge, &more). There's still lots to do: explore the landscape on two wheels at Shining Sea Bikeway, enjoy the sea views from Nobska Point Lighthouse, get curious at Sandwich Glass Museum, and examine the collection at New Bedford Whaling Museum.

For other places to visit, more things to do, photos, and tourist information, use the Falmouth trip tool.

Traveling by car from Provincetown to Falmouth takes 2 hours. Alternatively, you can take a bus. Plan for slightly colder nights when traveling from Provincetown in January since evenings lows in Falmouth dip to -6°C. Wrap up your sightseeing on the 18th (Mon) early enough to drive to Boston.

Things to do in Falmouth

Museums · Parks · Outdoors · Wildlife

Side Trips

Highlights from your plan
Maps of Antiquity ©
Maps of Antiquity
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum

11
nights
Boston

Boston ©

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Venture out of the city with trips to Walden Pond State Reservation (in Concord) and National Shrine of our Lady of La Salette (in Attleboro). There's much more to do: explore the world behind art at Museum of Fine Arts, take a stroll through North End, test your team's savvy at Red Fox Escapes, and make a trip to Faneuil Hall Marketplace.

Discover how to plan a Boston trip in just a few steps with Inspirock's itinerary builder.

Getting from Falmouth to Boston by car takes about 1.5 hours. Other options: take a bus. In January, daily temperatures in Boston can reach 3°C, while at night they dip to -5°C. Finish your sightseeing early on the 29th (Fri) so you can travel back home.

Things to do in Boston

Side Trips

Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace
Boston Public Garden ©
Boston Public Garden

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