36 days in United States Itinerary

36 days in United States Itinerary

Created using Inspirock Massachusetts vacation builder

Plan created by another user. Make it yours

Route & dates

1
Lenox
— 4 nights
2
Pittsfield
— 4 nights
3
Springfield
— 4 nights
4
Boston
— 4 nights
5
Plymouth
— 4 nights
6
Dennis
— 4 nights
7
Provincetown
— 5 nights
8
Nantucket
— 5 nights

4
nights
Lenox

Lenox ©
Lenox is an affluent town in Berkshire County, Massachusetts, United States. Let the collections at The Mount, Edith Wharton's Home and Frances Lehman Loeb Art Center at Vassar College capture your imagination. Step off the beaten path and head to Eleanor Roosevelt National Historic Site and Pleasant Valley Sanctuary. You'll find plenty of places to visit near Lenox: Thomas Cole National Historic Site (in Catskill) and Kaaterskill Falls (in Haines Falls). There's much more to do: take in the awesome beauty at Monument Mountain, contemplate the long history of Chesterwood Museum, shop like a local with Concepts of Art Lenox Judaica, and admire the landmark architecture of Ventfort Hall Mansion and Gilded Age Museum.

To see photos, traveler tips, other places to visit, and other tourist information, read our Lenox trip itinerary planning tool.

Stockholm, Sweden to Lenox 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 Lenox. While traveling from Stockholm, expect somewhat warmer days and about the same nights in Lenox, ranging from highs of °C to lows of °C. Cap off your sightseeing on the 6th (Sat) early enough to go by car to Pittsfield.

Things to do in Lenox

Historic Sites Museums Parks

Side Trips

Chesterwood Museum, Monument Mountain, Thomas Cole National Historic Site, Eleanor Roosevelt National Historic Site, Kaaterskill Falls
Highlights from your plan
The Mount, Edith Wharton's Home ©
The Mount, Edith Wharton's Home
Eleanor Roosevelt National Historic Site ©
Eleanor Roosevelt National Historic Site
Thomas Cole National Historic Site ©
Thomas Cole National Historic Site

4
nights
Pittsfield

Pittsfield ©
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. Get some cultural insight at MASS MoCA and Hancock Shaker Village. Museum-lovers will get to explore Bennington Museum and Shaker Museum - Mount Lebanon. Explore the numerous day-trip ideas around Pittsfield: Lye Brook Falls (in Manchester), Mount Greylock State Reservation (in Lanesboro) and Williams College Museum of Art (in Williamstown). There's much more to do: see the interesting displays at Berkshire Museum, contemplate the long history of Robert Frost Stone House Museum, get your game on at The Berkshire Carousel, and contemplate in the serene atmosphere at The Old First Church.

To see where to stay, ratings, reviews, and more tourist information, you can read our Pittsfield travel route builder.

Pittsfield is just a short distance from Lenox. In June, plan for daily highs up to °C, and evening lows to °C. Finish your sightseeing early on the 10th (Wed) so you can drive to Springfield.

Things to do in Pittsfield

Museums Historic Sites Parks

Side Trips

Bennington, Lye Brook Falls, Shaker Museum - Mount Lebanon, MASS MoCA, Robert Frost Stone House Museum
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. Appreciate the collections at Springfield Museums and Smith College Museum of Art. Satisfy your inner culture vulture at New England Air Museum and Connecticut River Museum. Explore Springfield's surroundings by going to New Britain Museum of American Art (in New Britain) and Yankee Candle Flagship Store (in South Deerfield). There's much more to do: brush up on your military savvy at Springfield Armory National Historic Site, explore the landscape on two wheels at Norwottuck Rail Trail, and pause for some photo ops at Dr. Seuss National Memorial Sculpture Garden.

To see maps, traveler tips, other places to visit, and other tourist information, read Springfield trip itinerary maker website.

You can drive from Pittsfield to Springfield in 1.5 hours. June in Springfield sees daily highs of °C and lows of °C at night. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Boston.

Things to do in Springfield

Museums Childrens Museums Parks

Side Trips

Northampton, New Britain Museum of American Art, New England Air Museum, Connecticut River Museum, Yankee Candle Flagship Store
Highlights from your plan
Springfield Museums ©
Springfield Museums
New Britain Museum of American Art ©
New Britain Museum of American Art
Springfield Armory National Historic Site ©

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.
Museum-lovers will get to explore Old State House and Harvard Art Museums. Visit Freedom Trail and Adams National Historical Park for their historical value. Change things up with a short trip to Magika - Chapel of Archangel Michael in Salem (about 36 minutes away). Next up on the itinerary: take in nature's colorful creations at Arnold Arboretum, take in the architecture and atmosphere at King's Chapel, steep yourself in history at Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill, and examine the collection at Edward M. Kennedy Institute for the United States Senate.

To see maps, traveler tips, photos, and tourist information, go to the Boston trip planner.

You can drive from Springfield to Boston in 2 hours. Other options are to take a bus; or take a train. Expect a bit warmer evenings in Boston when traveling from Springfield in June, with lows around °C. Finish up your sightseeing early on the 18th (Thu) so you can go by car to Plymouth.

Things to do in Boston

Historic Sites Museums Parks

Side Trips

Cambridge, Magika - Chapel of Archangel Michael, Adams National Historical Park
Highlights from your plan
Harvard Art Museums ©
Harvard Art Museums
Adams National Historical Park ©
Adams National Historical Park
Back Bay ©
Back Bay

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.
Your inner history buff will appreciate National Monument to the Forefathers and Dexter’s Grist Mill. Visiting Dolphin & Whale Watching and Shining Sea Bikeway will get you outdoors. Get out of town with these interesting Plymouth side-trips: Nobska Point Lighthouse (in Woods Hole) and Scituate Lighthouse (in Scituate). The adventure continues: get engrossed in the history at Pilgrim Hall Museum, get curious at Sandwich Glass Museum, contemplate the long history of Mayflower Society House and Library, and appreciate the history behind Plymouth Rock.

For maps and tourist information, read our Plymouth itinerary planner.

Traveling by car from Boston to Plymouth takes an hour. Alternatively, you can take a bus; or take a train. Expect a daytime high around °C in June, and nighttime lows around °C. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Dennis.

Things to do in Plymouth

Museums Historic Sites Outdoors

Side Trips

Sandwich, Falmouth, Scituate Lighthouse
Highlights from your plan
Burial Hill ©
Burial Hill
The Jenney ©
The Jenney
Heritage Museums & Gardens ©
Heritage Museums & Gardens

4
nights
Dennis

Dennis ©
Dennis is a town in Barnstable County, Massachusetts, United States, located near the center of Cape Cod. Get some historical perspective at First Encounter Beach and Edward Gorey House. We've included these beaches for you: Nauset Beach and Corporation Beach. Step out of Dennis with an excursion to Fort Hill Rural Historic District in Eastham--about 30 minutes away. And it doesn't end there: take an in-depth tour of Chatham Marconi Maritime Center, kick back and relax at Skaket Beach, stroll through Mayflower Beach, and see what you can catch with a fishing tour.

To find where to stay, traveler tips, other places to visit, and more tourist information, you can read our Dennis trip itinerary site.

Getting from Plymouth to Dennis by car takes about an hour. June in Dennis sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 26th (Fri) so you can drive to Provincetown.

Things to do in Dennis

Outdoors Parks Beaches

Side Trips

Eastham, Orleans, South Yarmouth, Chatham, Edward Gorey House
Highlights from your plan
Skaket Beach ©
Skaket Beach
Chatham Marconi Maritime Center ©
Chatham Marconi Maritime Center
Nauset Beach ©
Nauset Beach

5
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.
Let the collections at Provincetown Town Hall and Sea Space Marine Discovery Center capture your imagination. Your inner history buff will appreciate Wellfleet Bay Wildlife Sanctuary and Highland Light. Next up on the itinerary: look for all kinds of wild species at Beech Forest, Provincetown, trek along Cape Cod Provincelands Trail, cast your line with a fishing tour, and get lost in a book at Provincetown Library.

To find maps, where to stay, and more tourist information, refer to the Provincetown online trip builder.

You can drive from Dennis to Provincetown in an hour. June in Provincetown sees daily highs of °C and lows of °C at night. Wrap up your sightseeing on the 1st (Wed) early enough to travel to Nantucket.

Things to do in Provincetown

Parks Outdoors Beaches

Side Trips

Truro, Wellfleet, Cape Cod National Seashore
Highlights from your plan
Wellfleet Bay Wildlife Sanctuary ©
Wellfleet Bay Wildlife Sanctuary
Cape Cod National Seashore ©
Cape Cod National Seashore
Herring Cove Beach ©
Herring Cove Beach

5
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Your inner history buff will appreciate Brant Point Lighthouse and Nantucket United Methodist Church. Take a break from the city and head to Madaket Beach and Jetties Beach. There's lots more to do: tour the pleasant surroundings at Surfside Beach, examine the collection at Nantucket Lightship Basket Museum, take an in-depth tour of Egan Maritime's Nantucket Shipwreck & Lifesaving Museum, and kick back and relax at Cisco Beach.

To see ratings, reviews, other places to visit, and more tourist information, go to the Nantucket day trip planner.

Traveling by combination of taxi and ferry from Provincetown to Nantucket takes 3 hours. Alternatively, you can fly; or do a combination of bus and ferry. Expect a daytime high around °C in July, and nighttime lows around °C. Wrap up your sightseeing on the 6th (Mon) early enough to travel back home.

Things to do in Nantucket

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

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