52 days in United States Itinerary

52 days in United States Itinerary

Created using Inspirock Massachusetts trip planner

Plan created by another user.Make it yours

Route & dates

1
Stockbridge
— 3 nights
2
Lenox
— 4 nights
3
Pittsfield
— 6 nights
4
Springfield
— 4 nights
5
Worcester
— 3 nights
6
Salem
— 4 nights
7
Boston
— 4 nights
8
Plymouth
— 4 nights
9
Dennis
— 4 nights
10
Chatham
— 4 nights
11
Provincetown
— 4 nights
12
Nantucket
— 6 nights

3
nights
Stockbridge

Stockbridge ©
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Take a break from the city and head to Monument Mountain and White Memorial Conservation Center. You'll explore and learn at American Museum of Tort Law and Ozzie's Glass Gallery. Go for a jaunt from Stockbridge to Kinderhook to see Martin Van Buren National Historic Site about 40 minutes away. There's lots more to do: take in the spiritual surroundings of National Shrine of the Divine Mercy, admire the natural beauty at Naumkeag, contemplate the long history of Chesterwood Museum, and stop by Williams & Sons Country Store.

For maps, ratings, reviews, and more tourist information, you can read our Stockbridge holiday builder site.

Stockholm, Sweden to Stockbridge is an approximately 22.5-hour combination of flight and car. The time zone changes from Central European Standard Time (CET) to Eastern Standard Time (EST), which is usually a -6 hour difference. While traveling from Stockholm, expect a bit warmer days and about the same nights in Stockbridge, ranging from highs of °C to lows of °C. Wrap up your sightseeing on the 5th (Fri) early enough to drive to Lenox.

Things to do in Stockbridge

Historic Sites Parks Wildlife

Side Trips

Monument Mountain, White Memorial Conservation Center, Ozzie's Glass Gallery, American Museum of Tort Law, Martin Van Buren National Historic Site
Highlights from your plan
Naumkeag ©
Naumkeag
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. You'll discover tucked-away gems like Vanderbilt Mansion National Historic Site and Ventfort Hall Mansion and Gilded Age Museum. Visiting Kaaterskill Falls and Concepts of Art Lenox Judaica will get you outdoors. Explore the numerous day-trip ideas around Lenox: Eleanor Roosevelt National Historic Site (in Hyde Park), Angry Orchard (in Walden) and Storm King Art Center (in New Windsor). There's more to do: contemplate the long history of The Mount, Edith Wharton's Home and visit a coastal fixture at Lighthouse.

To see traveler tips, maps, where to stay, and other tourist information, read Lenox tour itinerary builder site.

Lenox is just a stone's throw from Stockbridge. In June, plan for daily highs up to °C, and evening lows to °C. Finish up your sightseeing early on the 9th (Tue) so you can go by car to Pittsfield.

Things to do in Lenox

Historic Sites Museums Parks

Side Trips

Hyde Park, Angry Orchard, Lighthouse, Kaaterskill Falls, 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 ©

6
nights
Pittsfield

Pittsfield ©
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. Eschew the tourist crowds and head to MASS MoCA and Bennington Museum. Hancock Shaker Village and Williams College Museum of Art are good opportunities to explore the local culture. You'll find plenty of places to visit near Pittsfield: Mount Greylock State Reservation (in Lanesboro), Honora Winery & Vineyard (in Jacksonville) and Robert Frost Stone House Museum (in Shaftsbury). The adventure continues: examine the collection at Berkshire Museum, admire the sheer force of Lye Brook Falls, get engrossed in the history at Herman Melville Memorial Room, and steep yourself in history at Herman Melville's Arrowhead.

To see reviews, photos, traveler tips, and other tourist information, go to the Pittsfield trip itinerary planning site.

Pittsfield is just a short distance from Lenox. June in Pittsfield sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Springfield.

Things to do in Pittsfield

Museums Parks Historic Sites

Side Trips

Bennington, Manchester, Mount Greylock State Reservation, Tallulah's Antiques & More, Green Mountain Adventure Challenge
Highlights from your plan
Mount Greylock State Reservation ©
Mount Greylock State Reservation
MASS MoCA ©
MASS MoCA
Hancock Shaker Village ©
Hancock Shaker Village

4
nights
Springfield

Springfield ©
Springfield is a city in western New England, and the seat of Hampden County, Massachusetts, United States. Step off the beaten path and head to Springfield Museums and New England Air Museum. Do some cultural sightseeing at Wadsworth Atheneum Museum of Art and Yale Peabody Museum of Natural History. Change things up with these side-trips from Springfield: Hammonasset Beach State Park (in Madison), Yankee Candle Flagship Store (in South Deerfield) and Brignole Vineyards (in East Granby). There's much more to do: brush up on your military savvy at Springfield Armory National Historic Site, try your luck at MGM Springfield, explore the world behind art at Smith College Museum of Art, and pause for some photo ops at Dr. Seuss National Memorial Sculpture Garden.

To plan Springfield vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Pittsfield to Springfield takes 1.5 hours. In June, plan for daily highs up to °C, and evening lows to °C. Finish your sightseeing early on the 19th (Fri) so you can drive to Worcester.

Things to do in Springfield

Museums Childrens Museums Shopping

Side Trips

Smith College Museum of Art, Wadsworth Atheneum Museum of Art, Yale Peabody Museum of Natural History, Hammonasset Beach State Park, Yankee Candle Flagship Store
Highlights from your plan
Yale Peabody Museum of Natural History ©
Yale Peabody Museum of Natural History
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Wadsworth Atheneum Museum of Art ©
Wadsworth Atheneum Museum of Art

3
nights
Worcester

Worcester ©
Worcester is a city and the county seat of Worcester County, Massachusetts, United States. Get a sense of the local culture at Worcester Art Museum and Nashoba Valley Winery. Get in touch with nature at Purgatory Chasm State Reservation and Monadnock State Park. Change things up with a short trip to Cathedral of the Pines in Rindge (about 1h 5 min away). There's more to do: examine the collection at Museum of Russian Icons and admire the landmark architecture of Union Station.

For other places to visit, traveler tips, photos, and other tourist information, you can read our Worcester online trip itinerary planner.

Traveling by car from Springfield to Worcester takes an hour. Alternatively, you can take a bus; or take a train. In June, plan for daily highs up to °C, and evening lows to °C. Cap off your sightseeing on the 22nd (Mon) early enough to go by car to Salem.

Things to do in Worcester

Museums Nature Parks

Side Trips

Nashoba Valley Winery, Museum of Russian Icons, Purgatory Chasm State Reservation, Cathedral of the Pines, Monadnock State Park
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.
You'll discover tucked-away gems like Halibut Point State Park and Parker River National Wildlife Refuge. You'll explore and learn at Count Orlok's Nightmare Gallery and Gedney House. Venture out of the city with trips to Crane Beach (in Ipswich) and Gloucester (Good Harbor Beach & Cape Ann Museum). And it doesn't end there: admire the striking features of Phillips House, stop by Crow Haven Corner, enjoy the sea views from Derby Wharf Light Station, and take in the architecture and atmosphere at Grace Episcopal Church.

To see traveler tips, reviews, more things to do, and more tourist information, read our Salem trip 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 °C, and evening lows to °C. Wrap up your sightseeing on the 26th (Fri) to allow time to drive to Boston.

Things to do in Salem

Parks Museums Historic Sites

Side Trips

Gloucester, Parker River National Wildlife Refuge, Crane Beach, Chandler Hovey Park, Halibut Point State Park
Highlights from your plan
Halibut Point State Park ©
Halibut Point State Park
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.
Deepen your sense of the past at sights like Freedom Trail and Old State House. Museum of Fine Arts and Strawbery Banke Museum will appeal to museum buffs. Explore the numerous day-trip ideas around Boston: DeCordova Sculpture Park & Museum (in Lincoln) and Marginal Way Walkway (in Ogunquit). There's lots more to do: admire the masterpieces at Harvard Art Museums, steep yourself in history at Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill, take an in-depth tour of John F. Kennedy Presidential Museum & Library, and take in the spiritual surroundings of Trinity Church.

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

Drive from Salem to Boston in an hour. Alternatively, you can take a train; or take a bus. In June, daily temperatures in Boston can reach °C, while at night they dip to °C. Cap off your sightseeing on the 30th (Tue) early enough to go by car to Plymouth.

Things to do in Boston

Museums Historic Sites

Side Trips

DeCordova Sculpture Park & Museum, Strawbery Banke Museum, Harvard Art Museums, Marginal Way Walkway
Highlights from your plan
Strawbery Banke Museum ©
Strawbery Banke Museum
Marginal Way Walkway ©
Marginal Way Walkway

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 Cape Cod Canal will get you outdoors. Museum-lovers will get to explore Lizzie Borden House and New Bedford Whaling Museum. Get out of town with these interesting Plymouth side-trips: Nobska Point Lighthouse (in Woods Hole) and Shining Sea Bikeway (in Falmouth). There's still lots to do: take an in-depth tour of Pilgrim Hall Museum, get interesting insight from Tours, contemplate the long history of Dexter’s Grist Mill, and examine the collection at Heritage Museums & Gardens.

Plan my day in Plymouth using traveler tips and tourist information provided by Inspirock.

Getting from Boston to Plymouth by car takes about an hour. Other options: take a bus; or take a train. In June in Plymouth, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 4th (Sat) early enough to drive to Dennis.

Things to do in Plymouth

Museums Outdoors Historic Sites

Side Trips

Falmouth, Sandwich, Cape Cod Canal, New Bedford Whaling Museum, Lizzie Borden House
Highlights from your plan
National Monument to the Forefathers ©
National Monument to the Forefathers
Lizzie Borden House ©
Lizzie Borden House
New Bedford Whaling Museum ©
New Bedford Whaling Museum

4
nights
Dennis

Dennis ©
Dennis is a town in Barnstable County, Massachusetts, United States, located near the center of Cape Cod. Edward Gorey House and Addison Art Gallery will appeal to museum buffs. Discover out-of-the-way places like Skaket Beach and First Encounter Beach. Explore the numerous day-trip ideas around Dennis: Eastham (Coast Guard Beach, Salt Pond Visitor Center, &more). There's more to do: enjoy the sand and surf at Mayflower Beach and stroll through Bayview Beach.

To see where to stay, ratings, photos, and more tourist information, use the Dennis planner.

Getting from Plymouth to Dennis by car takes about an hour. In July in Dennis, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Chatham.

Things to do in Dennis

Parks Outdoors Beaches

Side Trips

Eastham, Orleans, Seagull Beach, Edward Gorey House, Bass River Beach
Highlights from your plan
Skaket Beach ©
Skaket Beach
Mayflower Beach ©
Mayflower Beach
Coast Guard Beach ©
Coast Guard Beach

4
nights
Chatham

Chatham ©
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. You'll get in some beach time at Nauset Beach and Chatham Lighthouse Beach. Discover out-of-the-way places like Monomoy National Wildlife Refuge and Harding Beach. There's much more to do: take an in-depth tour of Atwood Museum, walk around Kate Gould Park, steep yourself in history at Chatham's Godfrey Windmill, and enjoy the sand and surf at Ridgevale Beach.

For photos, traveler tips, other places to visit, and tourist information, use the Chatham trip planning site.

Chatham is just a stone's throw from Dennis. In July, daily temperatures in Chatham can reach °C, while at night they dip to °C. Finish your sightseeing early on the 12th (Sun) to allow enough time to drive to Provincetown.

Things to do in Chatham

Parks Outdoors Beaches

Side Trips

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

4
nights
Provincetown

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.
Discover out-of-the-way places like Herring Cove Beach and Cape Cod Provincelands Trail. Visiting Wellfleet Bay Wildlife Sanctuary and Marconi Beach will get you outdoors. There's still lots to do: enjoy the sand and surf at Long Point, stroll through Cape Cod National Seashore, explore the galleries of Pilgrim Monument & Provincetown Museum, and see what you can catch with a fishing tour.

For ratings, where to stay, maps, and more tourist information, use the Provincetown day trip tool.

Drive from Chatham to Provincetown in an hour. Alternatively, you can take a bus. In July in Provincetown, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 16th (Thu) early enough to travel to Nantucket.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Wellfleet, Fishing Charters & Tours, Cape Cod National Seashore
Highlights from your plan
Cape Cod Provincelands Trail ©
Cape Cod Provincelands Trail
Cape Cod National Seashore ©
Cape Cod National Seashore
Wellfleet Bay Wildlife Sanctuary ©
Wellfleet Bay Wildlife Sanctuary

6
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. You'll explore the less-touristy side of things at Cisco Brewers and Sankaty Head Lighthouse. Brant Point Lighthouse and Nantucket United Methodist Church will appeal to history buffs. There's much more to do: enjoy the sand and surf at Madaket Beach, visit a coastal fixture at Great Point Light, take in the architecture and atmosphere at St Paul's Episcopal Church, and stroll through Siasconset Beach.

To see other places to visit, where to stay, reviews, and tourist information, use the Nantucket road trip planner.

Getting from Provincetown to Nantucket by combination of taxi and ferry takes about 3 hours. Other options: fly; or do a combination of bus and ferry. In July in Nantucket, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel back home.

Things to do in Nantucket

Outdoors Parks Beaches
Highlights from your plan
Cisco Brewers ©
Cisco Brewers
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Madaket Beach ©
Madaket Beach

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