60 days in United States Itinerary

60 days in United States Itinerary

Created using Inspirock Massachusetts sightseeing planner

Plan created by another user.Make it yours

Route & dates

Start: Stockholm
Fly + Drive:  22 h 30 min
1
Stockbridge
— 4 nights
Drive:  15 min
2
Lenox
— 4 nights
Drive:  15 min
3
Pittsfield
— 4 nights
Drive:  1 h 15 min
4
Northampton
— 3 nights
Drive:  30 min
5
Amherst
— 3 nights
Drive:  45 min
6
Springfield
— 4 nights
Drive:  1 h
7
Worcester
— 4 nights
Drive:  1 h 15 min
8
Salem
— 4 nights
Drive:  45 min
9
Boston
— 4 nights
Drive:  30 min
10
Brookline
— 4 nights
Drive:  1 h
11
Plymouth
— 4 nights
Drive:  45 min
12
Barnstable
— 2 nights
Drive:  15 min
13
Dennis
— 6 nights
Drive:  30 min
14
Chatham
— 8 nights
Drive + Fly:  16 h
End: Stockholm

4
nights
Stockbridge

Stockbridge ©
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Eschew the tourist crowds and head to Naumkeag and Chesterwood Museum. Get some historical perspective at National Shrine of the Divine Mercy and Martin Van Buren National Historic Site. Change things up with these side-trips from Stockbridge: Thomas Cole National Historic Site (in Catskill), American Museum of Tort Law (in Winsted) and White Memorial Conservation Center (in Litchfield). There's much more to do: take your sightseeing to a higher altitude at Monument Mountain, admire the masterpieces at Norman Rockwell Museum, stop by Williams & Sons Country Store, and shop like a local with Ozzie's Glass Gallery.

For where to stay, other places to visit, and more tourist information, you can read our Stockbridge trip planner.

Stockholm, Sweden to Stockbridge is an approximately 22.5-hour combination of flight and car. Due to the time zone difference, you'll gain 6 hours traveling from Stockholm to Stockbridge. When traveling from Stockholm in June, plan for a bit warmer days and about the same nights in Stockbridge: temperatures range from 27°C by day to 13°C at night. Finish your sightseeing early on the 6th (Sat) so you can drive to Lenox.

Things to do in Stockbridge

Historic Sites Parks Museums

Side Trips

Monument Mountain, Thomas Cole National Historic Site, American Museum of Tort Law, Ozzie's Glass Gallery, White Memorial Conservation Center
Highlights from your plan
Chesterwood Museum ©
Chesterwood Museum
Martin Van Buren National Historic Site ©
Martin Van Buren National Historic Site
National Shrine of the Divine Mercy ©
National Shrine of the Divine Mercy

4
nights
Lenox

Lenox ©
Lenox is an affluent town in Berkshire County, Massachusetts, United States. Your cultural itinerary includes sights like Vanderbilt Mansion National Historic Site and Eleanor Roosevelt National Historic Site. You'll explore and learn at Storm King Art Center and Ventfort Hall Mansion and Gilded Age Museum. Venture out of the city with trips to Benmarl Vineyards and Winery (in Marlboro), Kaaterskill Falls (in Haines Falls) and Lighthouse (in Saugerties). There's still lots to do: contemplate the long history of The Mount, Edith Wharton's Home and stop by Concepts of Art Lenox Judaica.

To find maps, other places to visit, more things to do, and more tourist information, refer to the Lenox online tour itinerary builder.

Lenox is just a short distance from Stockbridge. In June in Lenox, expect temperatures between 27°C during the day and 13°C at night. Wrap up your sightseeing on the 10th (Wed) to allow time to drive to Pittsfield.

Things to do in Lenox

Historic Sites Museums Parks

Side Trips

Hyde Park, Benmarl Vineyards and Winery, Storm King Art Center, Kaaterskill Falls, Lighthouse
Highlights from your plan
Vanderbilt Mansion National Historic Site ©
The Mount, Edith Wharton's Home ©
The Mount, Edith Wharton's Home
Eleanor Roosevelt National Historic Site ©

4
nights
Pittsfield

Pittsfield ©
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. Get in touch with nature at Mount Greylock State Reservation and Lye Brook Falls. Step off the beaten path and head to MASS MoCA and Hancock Shaker Village. Change things up with these side-trips from Pittsfield: Robert Frost Stone House Museum (in Shaftsbury), Bennington (The Old First Church & Bennington Museum) and Williams College Museum of Art (in Williamstown). There's lots more to do: contemplate the long history of Herman Melville's Arrowhead, hike along Ashuwillticook Rail Trail, learn about winemaking at Balderdash Cellars, and examine the collection at Berkshire Museum.

To see reviews, other places to visit, maps, and more tourist information, read our Pittsfield trip planner.

Pittsfield is very close to Lenox. In June, plan for daily highs up to 27°C, and evening lows to 13°C. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Northampton.

Things to do in Pittsfield

Museums Historic Sites Parks

Side Trips

Bennington, Mount Greylock State Reservation, Robert Frost Stone House Museum, MASS MoCA, Lye Brook Falls
Highlights from your plan
Mount Greylock State Reservation ©
Mount Greylock State Reservation
MASS MoCA ©
MASS MoCA
Hancock Shaker Village ©
Hancock Shaker Village

3
nights
Northampton

Northampton ©
The city of Northampton is the county seat of Hampshire County, Massachusetts, United States. Historic Deerfield and Yankee Candle Flagship Store are good opportunities to explore the local culture. You'll explore and learn at Smith College Museum of Art and Memorial Hall Museum. You'll find plenty of places to visit near Northampton: Honora Winery & Vineyard (in Jacksonville) and Creamery Covered Bridge (in Brattleboro). The adventure continues: explore the landscape on two wheels at Norwottuck Rail Trail, have fun and explore at Historic Northampton, and take in nature's colorful creations at Magic Wings Butterfly Conservatory and Gardens.

Ask Inspirock to suggest an itinerary and make planning a trip to Northampton fast, fun, and easy.

You can drive from Pittsfield to Northampton in 1.5 hours. Expect a daytime high around 30°C in June, and nighttime lows around 14°C. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Amherst.

Things to do in Northampton

Museums Parks Historic Sites

Side Trips

South Deerfield, Deerfield, Honora Winery & Vineyard, Creamery Covered Bridge
Highlights from your plan
Historic Deerfield ©
Historic Deerfield
Yankee Candle Flagship Store ©
Yankee Candle Flagship Store
Smith College Museum of Art ©
Smith College Museum of Art

3
nights
Amherst

Amherst ©
Amherst is a town in Hampshire County, Massachusetts, United States, in the Connecticut River valley. You'll explore and learn at Emily Dickinson Museum and Yiddish Book Center. Get a sense of the local culture at Eric Carle Museum of Picture Book Art and Amherst College Museum of Natural History. When in Amherst, make a side trip to see Monadnock State Park in Jaffrey, approximately Jaffrey away. Next up on the itinerary: explore the world behind art at Mead Art Museum and identify plant and animal life at New England Falconry.

For more things to do, maps, where to stay, and tourist information, refer to the Amherst route builder website.

Amherst is very close to Northampton. In June, daytime highs in Amherst are 30°C, while nighttime lows are 14°C. Wrap up your sightseeing on the 20th (Sat) to allow time to drive to Springfield.

Things to do in Amherst

Museums Parks Wildlife

Side Trips

Hadley, Monadnock State Park
Highlights from your plan
Emily Dickinson Museum ©
Emily Dickinson Museum
Eric Carle Museum of Picture Book Art ©
Eric Carle Museum of Picture Book Art
Monadnock State Park ©
Monadnock State Park

4
nights
Springfield

Springfield ©
Springfield is a city in western New England, and the seat of Hampden County, Massachusetts, United States. Museum-lovers will get to explore Yale University Art Gallery and Springfield Museums. Get a sense of the local culture at Wadsworth Atheneum Museum of Art and Yale Peabody Museum of Natural History. Step out of Springfield with an excursion to Hammonasset Beach State Park in Madison--about 1h 25 min away. And it doesn't end there: see the interesting displays at New England Air Museum, appreciate the history behind William Pynchon Statue, contemplate the waterfront views at Watershops Pond, and learn about all things military at Springfield Armory National Historic Site.

For photos, maps, reviews, and more tourist information, read our Springfield route planner.

Drive from Amherst to Springfield in an hour. In June in Springfield, expect temperatures between 30°C during the day and 14°C at night. Wrap up your sightseeing on the 24th (Wed) to allow time to drive to Worcester.

Things to do in Springfield

Museums Childrens Museums Parks

Side Trips

New Haven, Wadsworth Atheneum Museum of Art, New England Air Museum, Hammonasset Beach State Park
Highlights from your plan
Wadsworth Atheneum Museum of Art ©
Wadsworth Atheneum Museum of Art
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Yale University Art Gallery ©
Yale University Art Gallery

4
nights
Worcester

Worcester ©
Worcester is a city and the county seat of Worcester County, Massachusetts, United States. Museum-lovers will appreciate Worcester Art Museum and Museum of Russian Icons. Step out of the city life by going to Purgatory Chasm State Reservation and Green Hill Park. Change things up with these side-trips from Worcester: Cathedral of the Pines (in Rindge) and Wrentham Village Premium Outlets (in Wrentham). The adventure continues: get curious at EcoTarium, do a tasting at Nashoba Valley Winery, and admire the striking features of Union Station.

Plan my Worcester trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Springfield to Worcester takes an hour. Alternatively, you can take a bus; or take a train. Expect a daytime high around 28°C in June, and nighttime lows around 15°C. Wrap up your sightseeing on the 28th (Sun) early enough to drive to Salem.

Things to do in Worcester

Museums Parks Childrens Museums

Side Trips

Purgatory Chasm State Reservation, Museum of Russian Icons, Nashoba Valley Winery, Cathedral of the Pines, Wrentham Village Premium Outlets
Highlights from your plan
Worcester Art Museum ©
Worcester Art Museum
Museum of Russian Icons ©
Museum of Russian Icons
Purgatory Chasm State Reservation ©
Purgatory Chasm State Reservation

4
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 Count Orlok's Nightmare Gallery and Cape Ann Museum. Your inner history buff will appreciate Phillips House and Chandler Hovey Park. Explore Salem's surroundings by going to Crane Beach (in Ipswich) and Good Harbor Beach (in Gloucester). And it doesn't end there: explore the world behind art at Peabody Essex Museum, steep yourself in history at The House of the Seven Gables, take in the spiritual surroundings of Grace Episcopal Church, and explore the galleries of Gedney House.

To find where to stay, ratings, maps, and tourist information, use the Salem trip itinerary planner.

You can drive from Worcester to Salem in 1.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and train. In June, daytime highs in Salem are 28°C, while nighttime lows are 15°C. Finish up your sightseeing early on the 2nd (Thu) so you can go by car to Boston.

Things to do in Salem

Museums Historic Sites Parks

Side Trips

Gloucester, Crane Beach, Chandler Hovey Park
Highlights from your plan
Count Orlok's Nightmare Gallery ©
Count Orlok's Nightmare Gallery
Crane Beach ©
Crane Beach
Good Harbor Beach ©
Good Harbor Beach

4
nights
Boston

Boston ©
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.
Freedom Trail and Castle Island will appeal to history buffs. You'll discover tucked-away gems like Old State House and Arnold Arboretum. There's much more to do: take an in-depth tour of John F. Kennedy Presidential Museum & Library, steep yourself in history at Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill, enjoy breathtaking views from Skywalk Observatory, and contemplate in the serene atmosphere at Trinity Church.

To see photos, more things to do, other places to visit, and other tourist information, you can read our Boston road trip planning site.

Traveling by car from Salem to Boston takes an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 33°C in July, and nighttime lows around 22°C. Finish your sightseeing early on the 6th (Mon) so you can drive to Brookline.

Things to do in Boston

Museums Historic Sites Parks

Side Trip

Harvard Art Museums
Highlights from your plan
Old State House ©
Old State House
Museum of Fine Arts ©
Museum of Fine Arts
Harvard Art Museums ©
Harvard Art Museums

4
nights
Brookline

Brookline ©
Brookline is a town in Norfolk County, Massachusetts, in the United States, and is a part of Greater Boston. Deepen your sense of the past at sights like Mount Auburn Cemetery and Hancock-Clarke House. Get some cultural insight at The Harvard Museum of Natural History and The Plumbing Museum. Explore Brookline's surroundings by going to Hull (Nantasket Beach & Boston Harbor Islands National Recreation Area), The Butterfly Place (in Westford) and DeCordova Sculpture Park & Museum (in Lincoln). The adventure continues: steep yourself in history at John F. Kennedy National Historic Site and see the interesting displays at Larz Anderson Auto Museum - Museum of Transportation.

For where to stay, other places to visit, more things to do, and other tourist information, read our Brookline trip itinerary maker app.

Brookline is just a stone's throw from Boston. In July, daily temperatures in Brookline can reach 33°C, while at night they dip to 22°C. Cap off your sightseeing on the 10th (Fri) early enough to go by car to Plymouth.

Things to do in Brookline

Museums Parks Historic Sites

Side Trips

Hull, Cambridge, The Butterfly Place, Hancock-Clarke House, DeCordova Sculpture Park & Museum
Highlights from your plan
Hancock-Clarke House ©
Hancock-Clarke House
Nantasket Beach ©
Nantasket Beach
DeCordova Sculpture Park & Museum ©
DeCordova Sculpture Park & Museum

4
nights
Plymouth

Plymouth ©
Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
Visiting National Monument to the Forefathers and Green Briar Nature Center and Jam Kitchen will get you outdoors. Burial Hill and Hedge House will appeal to history buffs. Step out of Plymouth to go to Falmouth and see Shining Sea Bikeway, which is approximately 40 minutes away. Next up on the itinerary: get engrossed in the history at Pilgrim Hall Museum, get lost in a book at Mayflower Society House and Library, appreciate the history behind Plymouth Rock, and see the interesting displays at Heritage Museums & Gardens.

For more things to do, other places to visit, traveler tips, and more tourist information, go to the Plymouth trip itinerary maker app.

Traveling by car from Brookline to Plymouth takes an hour. In July in Plymouth, expect temperatures between 32°C during the day and 20°C at night. Finish up your sightseeing early on the 14th (Tue) so you can go by car to Barnstable.

Things to do in Plymouth

Museums Historic Sites Parks

Side Trips

Sandwich, Shining Sea Bikeway
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
The Jenney ©
The Jenney
Heritage Museums & Gardens ©
Heritage Museums & Gardens

2
nights
Barnstable

Barnstable ©
Barnstable is a city, referred to as the Town of Barnstable, in the U.S. Kick off your visit on the 15th (Wed): see the interesting displays at Cahoon Museum of American Art, thenstop by Mashpee Commons, thensteep yourself in history at Captain Bangs Hallet House Museum, and finally view the masterpieces at Samuell Day Gallery. On the 16th (Thu), you'll have a packed day of sightseeing: kick back and relax at Craigville Beach, examine the collection at Coast Guard Heritage Museum, and then identify plant and animal life at Long Pasture Wildlife Sanctuary.

To see other places to visit, more things to do, and tourist information, go to the Barnstable online itinerary planner.

Traveling by car from Plymouth to Barnstable takes an hour. July in Barnstable sees daily highs of 31°C and lows of 22°C at night. Finish up your sightseeing early on the 16th (Thu) so you can go by car to Dennis.

Things to do in Barnstable

Parks Museums Outdoors

Side Trips

Craigville Beach, Captain Bangs Hallet House Museum, Mashpee Commons
Highlights from your plan
Long Pasture Wildlife Sanctuary ©
Long Pasture Wildlife Sanctuary
Mashpee Commons ©
Mashpee Commons
Craigville Beach ©
Craigville Beach

6
nights
Dennis

Dennis ©
Dennis is a town in Barnstable County, Massachusetts, United States, located near the center of Cape Cod. Do some cultural sightseeing at Wellfleet Bay Wildlife Sanctuary and Provincetown Town Hall. You'll discover tucked-away gems like Skaket Beach and Cape Cod Provincelands Trail. Explore Dennis' surroundings by going to Provincetown (Provincetown Library, Sea Space Marine Discovery Center, &more), Marconi Beach (in Wellfleet) and Eastham (Doane Rock, Coast Guard Beach, &more). There's lots more to do: stroll through Mayflower Beach, stop by Stage Stop Candy, contemplate the long history of Edward Gorey House, and pause for some serene contemplation at Church of the Transfiguration.

Planning Dennis trip won't be overwheling when you use's Insprock itinerary maker.

Dennis is very close to Barnstable. Expect a daytime high around 31°C in July, and nighttime lows around 22°C. Finish your sightseeing early on the 22nd (Wed) so you can drive to Chatham.

Things to do in Dennis

Parks Outdoors Beaches

Side Trips

Provincetown, Eastham, Orleans, Wellfleet, Bass River Beach
Highlights from your plan
Wellfleet Bay Wildlife Sanctuary ©
Wellfleet Bay Wildlife Sanctuary
Skaket Beach ©
Skaket Beach
Herring Cove Beach ©
Herring Cove Beach

8
nights
Chatham

Chatham ©
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Get a sense of the local culture at Chatham Lighthouse and Atwood Museum. Visit Nauset Beach and Harding Beach for some beach relaxation. The adventure continues: identify plant and animal life at Monomoy National Wildlife Refuge, enjoy the sand and surf at Chatham Lighthouse Beach, tour the pleasant surroundings at Red River Beach, and examine the collection at Arconti American Museum.

For other places to visit, reviews, photos, and other tourist information, go to the Chatham attractions app.

Chatham is very close to Dennis. In July, daily temperatures in Chatham can reach 30°C, while at night they dip to 21°C. Finish your sightseeing early on the 30th (Thu) so you can travel back home.

Things to do in Chatham

Parks Outdoors Beaches

Side Trips

Nickerson State Park, Red River Beach, Nauset Beach
Highlights from your plan
Chatham Marconi Maritime Center ©
Chatham Marconi Maritime Center
Nauset Beach ©
Nauset Beach
Harding Beach ©
Harding Beach

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