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 Monument Mountain. Get some historical perspective at National Shrine of the Divine Mercy and Chesterwood Museum. Change things up with these side-trips from Stockbridge: American Museum of Tort Law (in Winsted), White Memorial Conservation Center (in Litchfield) and Martin Van Buren National Historic Site (in Kinderhook). There's much more to do: contemplate the long history of Thomas Cole National Historic Site, 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

American Museum of Tort Law, Thomas Cole National Historic Site, White Memorial Conservation Center, Ozzie's Glass Gallery, Monument Mountain
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 Storm King Art Center. You'll explore and learn at The Mount, Edith Wharton's Home and Ventfort Hall Mansion and Gilded Age Museum. Venture out of the city with trips to Eleanor Roosevelt National Historic Site (in Hyde Park), Kaaterskill Falls (in Haines Falls) and Benmarl Vineyards and Winery (in Marlboro). There's still lots to do: enjoy the sea views from Lighthouse 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, Kaaterskill Falls, Lighthouse, Benmarl Vineyards and Winery, Storm King Art Center
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 Bennington Museum. Change things up with these side-trips from Pittsfield: Williams College Museum of Art (in Williamstown), The Old First Church (in Bennington) and Robert Frost Stone House Museum (in Shaftsbury). The adventure continues: steep yourself in history at Hancock Shaker Village, examine the collection at Berkshire Museum, learn about winemaking at Balderdash Cellars, and trek along Ashuwillticook Rail Trail.

To find other places to visit, where to stay, photos, and more tourist information, refer to the Pittsfield trip itinerary maker site.

Pittsfield is just a short distance from Lenox. Expect a daytime high around 27°C in June, and nighttime lows around 13°C. Wrap up your sightseeing on the 14th (Sun) early enough to drive to Northampton.

Things to do in Pittsfield

Museums Historic Sites Parks

Side Trips

Bennington, Williams College Museum of Art, Lye Brook Falls, Mount Greylock State Reservation, MASS MoCA
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 Historic Northampton 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: Creamery Covered Bridge (in Brattleboro) and Honora Winery & Vineyard (in Jacksonville). The adventure continues: explore the landscape on two wheels at Norwottuck Rail Trail, take in nature's colorful creations at Magic Wings Butterfly Conservatory and Gardens, and examine the collection at Yankee Candle Flagship Store.

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

Deerfield, South Deerfield, Creamery Covered Bridge, Honora Winery & Vineyard
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 Mead Art Museum. When in Amherst, make a side trip to see Monadnock State Park in Jaffrey, approximately Jaffrey away. Next up on the itinerary: examine the collection at Amherst College Museum of Natural History 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 Wadsworth Atheneum Museum of Art. Get a sense of the local culture at Springfield Museums and New England Air Museum. You'll find plenty of places to visit near Springfield: Hammonasset Beach State Park (in Madison) and Yale Peabody Museum of Natural History (in New Haven). Next up on the itinerary: learn about all things military at Springfield Armory National Historic Site, contemplate the waterfront views at Watershops Pond, appreciate the history behind Dr. Seuss National Memorial Sculpture Garden, and try your luck at MGM Springfield.

For where to stay, traveler tips, ratings, and other tourist information, refer to the Springfield sightseeing planning app.

Drive from Amherst to Springfield in an hour. In June, daily temperatures in Springfield can reach 30°C, while at night they dip to 14°C. Finish your sightseeing early on the 24th (Wed) to allow enough time to drive to Worcester.

Things to do in Springfield

Museums Childrens Museums Parks

Side Trips

New Haven, Wadsworth Atheneum Museum of Art, Hammonasset Beach State Park, New England Air Museum
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 EcoTarium. 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: examine the collection at Museum of Russian Icons, 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

Nashoba Valley Winery, Museum of Russian Icons, Purgatory Chasm State Reservation, 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 Phillips House. Your inner history buff will appreciate The Custom House and Gedney House. Explore Salem's surroundings by going to Gloucester (Good Harbor Beach & Cape Ann Museum) and Crane Beach (in Ipswich). And it doesn't end there: explore the world behind art at Peabody Essex Museum, take in the spiritual surroundings of Grace Episcopal Church, look for gifts at Crow Haven Corner, and enjoy the sea views from Chandler Hovey Park.

For reviews, where to stay, and more tourist information, use the Salem driving holiday planning app.

You can drive from Worcester to Salem in 1.5 hours. Other options are to do a combination of bus and train; or do a combination of bus and train. In June, plan for daily highs up to 28°C, and evening lows to 15°C. Wrap up your sightseeing on the 2nd (Thu) early enough to drive to Boston.

Things to do in Salem

Museums Historic Sites Parks

Side Trips

Gloucester, Chandler Hovey Park, Crane Beach
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 Old State House will appeal to history buffs. You'll discover tucked-away gems like Trinity Church and Arnold Arboretum. Next up on the itinerary: step off the mainland to explore Castle Island, get lost in a book at John F. Kennedy Presidential Museum & Library, wander the streets of North End, and take in panoramic vistas at Skywalk Observatory.

To see photos, where to stay, traveler tips, and more tourist information, you can read our Boston sightseeing planning tool.

Drive from Salem to Boston in an hour. Alternatively, you can take a train; or take a bus. In July in Boston, expect temperatures between 33°C during the day and 22°C at night. Finish up your sightseeing early on the 6th (Mon) so you can go by car 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 DeCordova Sculpture Park & Museum. Explore Brookline's surroundings by going to The Butterfly Place (in Westford) and Hull (Nantasket Beach & Boston Harbor Islands National Recreation Area). There's more to do: contemplate the long history of John F. Kennedy National Historic Site and see the interesting displays at Larz Anderson Auto Museum - Museum of Transportation.

For ratings, traveler tips, maps, and more tourist information, read our Brookline day trip planning app.

Brookline is very close to Boston. Expect a daytime high around 33°C in July, and nighttime lows around 22°C. Finish your sightseeing early on the 10th (Fri) to allow enough time to drive to Plymouth.

Things to do in Brookline

Museums Parks Historic Sites

Side Trips

Cambridge, Hull, DeCordova Sculpture Park & Museum, Hancock-Clarke House, The Plumbing 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 Mayflower Society House and Library 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 The Jenney, browse the exhibits of Hedge House, 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

Captain Bangs Hallet House Museum, Craigville Beach, 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 First Encounter Beach. Explore Dennis' surroundings by going to Provincetown (Cape Cod Provincelands Trail, Provincetown Library, &more), Eastham (Doane Rock, Coast Guard Beach, &more) and Marconi Beach (in Wellfleet). There's lots more to do: stroll through Mayflower Beach, take in the architecture and atmosphere at Church of the Transfiguration, view the masterpieces at Addison Art Gallery, and look for gifts at Stage Stop Candy.

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 Caleb Nickerson House. Visit Nauset Beach and Harding Beach for some beach relaxation. Next up on the itinerary: get engrossed in the history at Chatham Marconi Maritime Center, identify plant and animal life at Monomoy National Wildlife Refuge, examine the collection at Arconti American Museum, and enjoy the sand and surf at Red River Beach.

For where to stay, traveler tips, more things to do, and tourist information, go to the Chatham holiday maker website.

Chatham is very close to Dennis. In July, daytime highs in Chatham are 30°C, while nighttime lows are 21°C. Cap off your sightseeing on the 30th (Thu) early enough to travel back home.

Things to do in Chatham

Parks Outdoors Beaches

Side Trips

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