26 days in United States Itinerary

26 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

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Make it your trip
+2
Drive to Grand Junction Regional Airport, Fly to Logan International Airport, Drive to Sandwich
1
Sandwich
— 3 nights
Drive
2
Provincetown
— 3 nights
Fly
3
Portsmouth
— 2 nights
Drive
4
Holderness
— 3 nights
Drive
5
Woodstock
— 2 nights
Drive
6
Burlington
— 2 nights
Drive
7
Saint Johnsbury
— 3 nights
Drive
8
Bar Harbor, Mount Desert Island
— 1 night
Drive
9
Boothbay Harbor
— 2 nights
Drive
10
Ogunquit
— 4 nights
+2
Drive to Portsmouth International at Pease Airport, Fly to Grand Junction Regional Airport, Drive to Montrose

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1

Sandwich

— 3 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Sandwich is known for museums, childrens museums, and adventure. Your plan includes some of its best attractions: examine the collection at Heritage Museums & Gardens, stroll through Shining Sea Bikeway, head outdoors with Hyannis Whale Watcher Cruises, and steep yourself in history at Mayflower II.

For photos, maps, traveler tips, and tourist information, read Sandwich planner.

Montrose to Sandwich is an approximately 11.5-hour combination of car and flight. You can also drive. You'll lose 2 hours traveling from Montrose to Sandwich due to the time zone difference. When traveling from Montrose in September, plan for slightly colder days and about the same nights in Sandwich: temperatures range from 73°F by day to 55°F at night. Finish your sightseeing early on the 4th (Sun) so you can drive to Provincetown.

Things to do in Sandwich

Museums · Outdoors · Wildlife · Parks

Side Trips

Find places to stay Sep 1 — 4:

Provincetown

— 3 nights

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.
Step out of Provincetown with an excursion to Salt Pond Visitor Center in Eastham--about 32 minutes away. And it doesn't end there: pause for some photo ops at Pilgrim Monument & Provincetown Museum, do a tasting at Truro Vineyards of Cape Cod, take in the waterfront at MacMillan Wharf, and explore the world behind art at Provincetown Art Association and Museum.

To see traveler tips, reviews, more things to do, and other tourist information, refer to the Provincetown trip itinerary maker app.

Getting from Sandwich to Provincetown by car takes about 1.5 hours. Other options: take a bus. In September, daily temperatures in Provincetown can reach 71°F, while at night they dip to 57°F. Cap off your sightseeing on the 7th (Wed) early enough to catch the flight to Portsmouth.

Things to do in Provincetown

Outdoors · Beaches · Parks · Museums

Side Trips

Find places to stay Sep 4 — 7:

Portsmouth

— 2 nights
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 8th (Thu), contemplate the long history of Strawbery Banke Museum, explore the different monuments and memorials at Point of Graves, and then get up close to creatures of the deep with a dolphin and whale watching tour. On the next day, make a trip to Market Square, stop by The Salt Cellar, and then sample some tasty brews at Granite State Growler Tours.

To find where to stay, maps, more things to do, and more tourist information, read Portsmouth online trip builder.

Getting from Provincetown to Portsmouth by flight takes about 2 hours. Other options: drive; or do a combination of ferry and bus. In September in Portsmouth, expect temperatures between 74°F during the day and 54°F at night. Finish up your sightseeing early on the 9th (Fri) so you can go by car to Holderness.

Things to do in Portsmouth

Tours · Wildlife · Breweries & Distilleries · Outdoors

Side Trip

Find places to stay Sep 7 — 9:

Holderness

— 3 nights
Holderness is a town in Grafton County, New Hampshire, United States. Venture out of the city with trips to Lincoln (Clark's Trading Post, Off-Road Tours, &more), Lost River Gorge and Boulder Caves (in Woodstock) and Castle in the Clouds (in Moultonborough). Next up on the itinerary: take in the awesome beauty at West Rattlesnake Mountain and look for all kinds of wild species at Squam Lakes Natural Science Center.

You can plan Holderness trip in no time by asking Inspirock to help create your itinerary.

You can drive from Portsmouth to Holderness in 2 hours. Plan for little chillier nights when traveling from Portsmouth in September since evenings lows in Holderness dip to 48°F. Finish your sightseeing early on the 12th (Mon) so you can drive to Woodstock.

Things to do in Holderness

Parks · Wildlife · Theme Parks · Nature

Side Trips

Find places to stay Sep 9 — 12:

Woodstock

— 2 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Get ready for a full day of sightseeing on the 13th (Tue): enjoy unforgettable views with a balloon tour, then take in breathtaking views at Quechee Gorge, then experience rural life at Sugarbush Farm, and finally snap pictures at Taftsville Covered Bridge.

To find reviews, maps, photos, and other tourist information, you can read our Woodstock online trip planner.

Traveling by car from Holderness to Woodstock takes 2 hours. In September, daily temperatures in Woodstock can reach 75°F, while at night they dip to 50°F. Cap off your sightseeing on the 14th (Wed) early enough to go by car to Burlington.

Things to do in Woodstock

Parks · Nature · Tours · Historic Sites

Side Trips

Find places to stay Sep 12 — 14:

Burlington

— 2 nights
Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Start off your visit on the 15th (Thu): examine the collection at Shelburne Museum, then let little ones run wild at Battery Park, then tour the pleasant surroundings at Burlington Bike Path, and finally stroll around Waterfront Park. On your second day here, take in the awesome beauty at Mount Mansfield State Forest, then hike along Stowe Recreation Path, and then get a taste of the local shopping with Church Street Marketplace.

For ratings, where to stay, more things to do, and tourist information, use the Burlington trip builder.

Traveling by car from Woodstock to Burlington takes 2 hours. Alternatively, you can take a bus. In September, daytime highs in Burlington are 75°F, while nighttime lows are 53°F. Finish your sightseeing early on the 16th (Fri) so you can drive to Saint Johnsbury.

Things to do in Burlington

Parks · Trails · Outdoors · Museums

Side Trips

Find places to stay Sep 14 — 16:

Saint Johnsbury

— 3 nights
St. Start off your visit on the 17th (Sat): learn more about the world around you at Fairbanks Museum and Planetarium, then stop by Chutters, and then get in on the family fun at Santa's Village. Here are some ideas for day two: admire the landmark architecture of The Dog Chapel, then stroll around Dog Mountain Home of Stephen Huneck Gallery, then trek along Lamoille Valley Rail Trail, and finally take in the views from Sunset Lake Floating Bridge.

For ratings, maps, reviews, and more tourist information, refer to the Saint Johnsbury trip itinerary site.

You can drive from Burlington to Saint Johnsbury in 2 hours. In September in Saint Johnsbury, expect temperatures between 72°F during the day and 49°F at night. Cap off your sightseeing on the 19th (Mon) early enough to travel to Bar Harbor.

Things to do in Saint Johnsbury

Parks · Museums · Shopping · Theme Parks

Side Trips

Find places to stay Sep 16 — 19:

Bar Harbor, Mount Desert Island

— 1 night
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 19th (Mon): go for a walk through Compass Harbor Trail, then steep yourself in history at St. Saviour's Church :, then don't miss a visit to Land Bridge to Bar Island, and finally look for all kinds of wild species at Shore Path. Here are some ideas for day two: take in the awesome beauty at Cadillac Mountain, then stop by Christmas Spirit Shop, then cruise along Park Loop Road, and finally take a tour by water with Boat Tours & Water Sports.

For ratings, more things to do, other places to visit, and other tourist information, use the Bar Harbor trip itinerary maker site.

Traveling by car from Saint Johnsbury to Bar Harbor takes 5.5 hours. Alternatively, you can drive. In September, daily temperatures in Bar Harbor can reach 70°F, while at night they dip to 52°F. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Boothbay Harbor.

Things to do in Bar Harbor

Parks · Outdoors · Wildlife · Scenic Drive

Side Trip

Find places to stay Sep 19 — 20:

Boothbay Harbor

— 2 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Start off your visit on the 21st (Wed): look for all kinds of wild species at Boothbay Region Land Trust, look for gifts at Eventide Specialties, then see majestic marine mammals with Cap'n Fish's Cruises, and finally get a taste of the local shopping with Abacus Gallery.

To see other places to visit, photos, maps, and other tourist information, read our Boothbay Harbor travel route builder tool.

Drive from Bar Harbor to Boothbay Harbor in 3 hours. Alternatively, you can do a combination of bus and taxi. In September, daily temperatures in Boothbay Harbor can reach 73°F, while at night they dip to 51°F. Finish your sightseeing early on the 22nd (Thu) so you can drive to Ogunquit.

Things to do in Boothbay Harbor

Wildlife · Tours · Outdoors · Parks
Find places to stay Sep 20 — 22:

Ogunquit

— 4 nights
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Explore the numerous day-trip ideas around Ogunquit: Portland Head Light (in Cape Elizabeth) and Portland (Beer Tastings & Tours & Sweetgrass Winery & Distillery Old Port Tasting Room and Shop). And it doesn't end there: get to know the fascinating history of Marginal Way Walkway, kick back and relax at Footbridge Beach, head outdoors with Fisherman's Walk, and admire the striking features of Ogunquit Memorial Library.

To see where to stay, other places to visit, and other tourist information, you can read our Ogunquit trip planning site.

Traveling by car from Boothbay Harbor to Ogunquit takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. In September in Ogunquit, expect temperatures between 74°F during the day and 48°F at night. Wrap up your sightseeing on the 26th (Mon) to allow time to travel back home.

Things to do in Ogunquit

Historic Sites · Outdoors · Parks · Tours

Side Trips

Find places to stay Sep 21 — 26:

United States travel guide

4.5
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

New Hampshire travel guide

4.6
The Granite State
One of the country's smallest and least populous states, New Hampshire's wealth of recreational offerings make it a popular vacation destination. Its many pristine natural areas attract skiers, snowmobilers, hikers, and mountaineers from around the world. Named after a county in England, New Hampshire was the first of the North American colonies to establish a government independent of Great Britain's authority. Though New Hampshire's official nickname refers to its extensive granite formations and quarries, the state's license plates carry the motto "Live Free or Die," reflecting the sense of independence prized by the famously terse natives. Find out why America's artists continue to find inspiration in New Hampshire by taking a trip to its quaint villages and sightseeing in the area's old colonial towns.

Vermont travel guide

4.5
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.

Maine travel guide

4.6
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.