36 days in United States Itinerary

36 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

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Route & dates

36 days in United States Itinerary

Start: Weston
Drive:  5​h
1
Baltimore
— 1 night
Drive:  1​h 30​min
2
Gettysburg
— 1 night
Drive:  2​h 30​min
3
Philadelphia
— 1 night
Drive:  1​h 30​min
4
Bethlehem
— 1 night
Drive:  3​h
5
New Haven
— 2 nights
train:  2​h 15​min
6
Boston
— 3 nights
Drive:  15​min
7
Medford
— 1 night
Drive:  3​h 45​min
8
Annandale on Hudson
— 1 night
Drive:  45​min
9
Poughkeepsie
— 3 nights
Drive:  4​h 15​min
10
Ithaca
— 1 night
Drive:  2​h
11
Rochester
— 1 night
train:  4​h
12
Cleveland
— 1 night
Drive:  45​min
13
Oberlin
— 1 night
Drive:  2​h 45​min
14
Ann Arbor
— 1 night
Drive:  1​h 15​min
15
East Lansing
— 1 night
Drive:  4​h
16
Evanston
— 1 night
Drive + Fly:  4​h
17
Cincinnati
— 1 night
Drive:  2​h
18
Berea
— 1 night
Drive:  4​h
19
Bloomington
— 1 night
Drive:  4​h 30​min
20
Nashville
— 2 nights
Fly + Drive:  8​h
21
Denton
— 2 nights
Drive:  3​h 30​min
22
Austin
— 1 night
Drive:  3​h
23
Houston
— 3 nights
Fly:  4​h 45​min
24
Columbia
— 1 night
Fly:  5​h 45​min
25
Miami
— 2 nights
Fly + Drive:  6​h 30​min
End: Weston

1
night
Baltimore

Baltimore ©
A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Start off your visit on the 9th (Sat): indulge your thirst for a good beer at Waverly Brewing Company.

To see reviews, maps, and other tourist information, you can read our Baltimore online itinerary planner .

East Lansing to Baltimore is an approximately 4.5-hour combination of car and flight. You can also drive. Traveling from East Lansing in November, expect Baltimore to be somewhat warmer, temps between 57°F and 43°F. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Gettysburg.

Things to do in Baltimore

Breweries & Distilleries Fun & Games Casinos
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Horseshoe Casino ©
Horseshoe Casino
Waverly Brewing Company ©
Waverly Brewing Company

1
night
Gettysburg

Gettysburg ©
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Start off your visit on the 10th (Sun): stroll the grounds of Gettysburg National Cemetery.

For more things to do, photos, other places to visit, and tourist information, go to the Gettysburg road trip planner .

You can drive from Baltimore to Gettysburg in 1.5 hours. Alternatively, you can do a combination of subway and car; or do a combination of flight and taxi. Traveling from Baltimore in November, Gettysburg is little chillier at night with lows of 36°F. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Philadelphia.

Things to do in Gettysburg

Historic Sites Museums Parks
Highlights from your plan

1
night
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
To see where to stay, maps, traveler tips, and tourist information, go to the Philadelphia trip planner.

You can drive from Gettysburg to Philadelphia in 2.5 hours. Other options are to do a combination of taxi, flight, and train; or do a combination of bus and train. In November, daytime highs in Philadelphia are 57°F, while nighttime lows are 40°F. Finish your sightseeing early on the 12th (Tue) so you can drive to Bethlehem.

Things to do in Philadelphia

Museums Historic Sites
Highlights from your plan
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Independence Hall ©
Independence Hall
Eastern State Penitentiary ©
Eastern State Penitentiary

1
night
Bethlehem

Bethlehem ©
Listed among "Money" magazine's "Top 100 Places to Live," Bethlehem is dominated by shopping and the state's largest casino resort.
Kick off your visit on the 13th (Wed): view the masterpieces at SteelStacks and then try your luck at Sands Casino.

For photos, other places to visit, more things to do, and more tourist information, refer to the Bethlehem trip planning tool .

Getting from Philadelphia to Bethlehem by car takes about 1.5 hours. Other options: take a bus. Traveling from Philadelphia in November, you can expect nighttime temperatures to be little chillier in Bethlehem, with lows of 33°F. Finish your sightseeing early on the 13th (Wed) to allow enough time to drive to New Haven.

Things to do in Bethlehem

Shopping Fun & Games Museums
Highlights from your plan
SteelStacks ©
SteelStacks
Sands Casino ©
Sands Casino

2
nights
New Haven

New Haven ©
New Haven, in the U.S. On the 14th (Thu), snap pictures at Pearl Harbor Memorial Bridge, then gain insight at Yale University, then get lost in a book at Beinecke Rare Book & Manuscript Library, and finally admire the masterpieces at Yale University Art Gallery. On the 15th (Fri), you'll have a packed day of sightseeing: explore the world behind art at Yale Center for British Art, get engrossed in the history at Knights of Columbus Museum, then get a new perspective on nature at Yale Peabody Museum of Natural History, and finally steep yourself in history at New Haven Railroad Station.

To find traveler tips, photos, ratings, and more tourist information, read our New Haven trip maker site .

Traveling by car from Bethlehem to New Haven takes 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. In November, daily temperatures in New Haven can reach 53°F, while at night they dip to 36°F. Wrap up your sightseeing on the 15th (Fri) to allow time to take a train to Boston.

Things to do in New Haven

Museums Historic Sites
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Knights of Columbus Museum ©
Knights of Columbus Museum

3
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.
Kick off your visit on the 16th (Sat): explore the world behind art at Museum of Fine Arts and then appreciate the extensive heritage of Marginal Way Walkway. Get ready for a full day of sightseeing on the 17th (Sun): stroll around Boston Common, then take in nature's colorful creations at Boston Public Garden, then browse the different shops at Faneuil Hall Marketplace, and finally get to know the fascinating history of Freedom Trail.

To find reviews, ratings, where to stay, and more tourist information, read our Boston driving holiday planning website .

Traveling by train from New Haven to Boston takes 2.5 hours. Alternatively, you can take a bus; or drive. In November, daytime highs in Boston are 52°F, while nighttime lows are 37°F. Wrap up your sightseeing by early afternoon on the 18th (Mon) to allow enough time to travel to Medford.

Things to do in Boston

Historic Sites Parks Museums

Side Trip

Marginal Way Walkway
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden

1
night
Medford

Medford ©
Medford is a city 3.2 miles northwest of downtown Boston on the Mystic River in Middlesex County, Massachusetts, United States. Start off your visit on the 18th (Mon): look for gifts at sophia's greek pantry and then enjoy the scholastic atmosphere at Harvard University.

To see ratings, traveler tips, and more tourist information, use the Medford holiday planner.

Medford is very close to Boston. In November in Medford, expect temperatures between 52°F during the day and 37°F at night. Finish up your sightseeing early on the 19th (Tue) so you can travel to Annandale on Hudson.

Things to do in Medford

Historic Sites Museums Shopping

Side Trips

Salem, Buckman Tavern, sophia's greek pantry, Harvard University
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Witch Museum ©
Salem Witch Museum
Harvard University ©
Harvard University

1
night
Annandale on Hudson

Annandale on Hudson ©
Annandale-on-Hudson is a hamlet in Dutchess County, New York, United States, in the Hudson Valley in the town of Red Hook, across the Hudson River from Kingston.The town takes its name from an estate donated by John Bard and his wife to Columbia University so that a college could be formed there. Kick off your visit on the 20th (Wed): contemplate the long history of The Clermont Mansion and then see the interesting displays at Old Rhinebeck Aerodrome.

For more things to do, ratings, traveler tips, and other tourist information, go to the Annandale on Hudson journey planner .

You can drive from Medford to Annandale on Hudson in 3.5 hours. Plan for slightly colder nights when traveling from Medford in November since evenings lows in Annandale on Hudson dip to 30°F. Wrap up your sightseeing on the 20th (Wed) to allow time to travel to Poughkeepsie.

Things to do in Annandale on Hudson

Museums Historic Sites

Side Trips

The Clermont Mansion, Old Rhinebeck Aerodrome
Highlights from your plan
Old Rhinebeck Aerodrome ©
Old Rhinebeck Aerodrome

3
nights
Poughkeepsie

Poughkeepsie ©
Poughkeepsie, officially the City of Poughkeepsie, is a city in the state of New York, United States, which is the county seat of Dutchess County. Start off your visit on the 21st (Thu): contemplate the long history of Franklin D. Roosevelt Presidential Library and Museum, then make a trip to Locust Grove Estate, then snap pictures at Walkway Over the Hudson State Historic Park, and finally make a trip to Art Centro. On your second day here, steep yourself in history at Vanderbilt Mansion National Historic Site, contemplate the long history of Home of Franklin D. Roosevelt, then explore the world behind art at Frances Lehman Loeb Art Center at Vassar College, and finally don't miss a visit to G. Steve Jordan Gallery.

To find traveler tips, where to stay, photos, and more tourist information, go to the Poughkeepsie visit planning tool .

Drive from Annandale on Hudson to Poughkeepsie in an hour. In November in Poughkeepsie, expect temperatures between 53°F during the day and 30°F at night. Wrap up your sightseeing by early afternoon on the 23rd (Sat) to allow enough time to drive to Ithaca.

Things to do in Poughkeepsie

Historic Sites Museums

Side Trips

Hyde Park, New Paltz
Highlights from your plan
Art Centro ©
Art Centro

1
night
Ithaca

Ithaca ©
Ithaca is a city in the Southern Tier-Finger Lakes region of New York. For ratings, where to stay, reviews, and other tourist information, read our Ithaca trip planner.

Drive from Poughkeepsie to Ithaca in 4.5 hours. Alternatively, you can do a combination of train and flight; or do a combination of train and bus. Expect little chillier weather when traveling from Poughkeepsie in November: highs in Ithaca hover around 47°F, while lows dip to 30°F. Wrap up your sightseeing on the 24th (Sun) to allow time to drive to Rochester.

Things to do in Ithaca

Parks Nature Museums
Highlights from your plan
Robert Treman State Park ©
Robert Treman State Park
Buttermilk Falls State Park ©
Buttermilk Falls State Park
Cornell University ©
Cornell University

1
night
Rochester

Rochester ©
Blending big-city culture with small-town charm, Rochester sits on the southern shore of Lake Ontario.
Kick off your visit on the 25th (Mon): explore the engaging exhibits at The Strong National Museum of Play and then cruise along Finger Lakes Wine Country Tourism Marketing Association.

To find more things to do, reviews, photos, and tourist information, use the Rochester sightseeing planning tool .

Traveling by car from Ithaca to Rochester takes 2 hours. Alternatively, you can take a bus. In November in Rochester, expect temperatures between 50°F during the day and 34°F at night. Finish your sightseeing early on the 25th (Mon) to allow enough time to travel to Rochester.

Things to do in Rochester

Museums Childrens Museums

Side Trip

Finger Lakes Wine Country Tourism Marketing Association
Highlights from your plan

1
night
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Start off your visit on the 26th (Tue): contemplate the long history of Wade Memorial Chapel and then explore the world behind art at The Cleveland Museum of Art.

To see more things to do, ratings, other places to visit, and more tourist information, refer to the Cleveland trip itinerary website .

Getting from Rochester to Cleveland by train takes about 4 hours. Other options: drive; or fly. In November, daytime highs in Cleveland are 52°F, while nighttime lows are 39°F. Wrap up your sightseeing by early afternoon on the 26th (Tue) to allow enough time to drive to Oberlin.

Things to do in Cleveland

Museums Historic Sites
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Wade Memorial Chapel ©
Wade Memorial Chapel

1
night
Oberlin

Oberlin ©
Oberlin is a city in Lorain County, Ohio, United States, southwest of Cleveland. Kick off your visit on the 26th (Tue): look for gifts at Grandpa's Cheesebarn.

To see other places to visit, maps, ratings, and other tourist information, you can read our Oberlin trip planner .

You can drive from Cleveland to Oberlin in an hour. Expect a bit cooler evenings in Oberlin when traveling from Cleveland in November, with lows around 34°F. Wrap up your sightseeing on the 27th (Wed) early enough to travel to Ann Arbor.

Things to do in Oberlin

Historic Sites Theme Parks Shopping

Side Trips

Cedar Point, Marblehead Lighthouse State Park, Thomas Edison Birthplace, Burnham Orchards, Grandpa's Cheesebarn
Highlights from your plan
Marblehead Lighthouse State Park ©
Marblehead Lighthouse State Park
Cedar Point ©
Cedar Point
Grandpa's Cheesebarn ©
Grandpa's Cheesebarn

1
night
Ann Arbor

Ann Arbor
Ann Arbor is a city in the U.S. For traveler tips, maps, where to stay, and more tourist information, read our Ann Arbor trip planner.

Traveling by car from Oberlin to Ann Arbor takes 2.5 hours. Traveling from Oberlin in November, you can expect nighttime temperatures to be slightly colder in Ann Arbor, with lows of 29°F. On the 28th (Thu), you'll travel to East Lansing.

Things to do in Ann Arbor

Parks Nightlife Outdoors

1
night
East Lansing

East Lansing ©
East Lansing is a city in the U.S. On the 30th (Sat), see the interesting displays at Greenfield Village and then browse for treasures at The Town Peddler Craft and Antique Mall.

To find ratings, maps, reviews, and other tourist information, read East Lansing trip itinerary maker tool .

Traveling by car from Ann Arbor to East Lansing takes 1.5 hours. In November, daytime highs in East Lansing are 48°F, while nighttime lows are 31°F. On the 1st (Sun), you'll travel to East Lansing.

Things to do in East Lansing

Parks Museums Outdoors

Side Trips

Greenfield Village, Rockford Dam Overlook, The Town Peddler Craft and Antique Mall, Cascade Peace Park
Highlights from your plan
4-H Children's Garden ©
4-H Children's Garden
Greenfield Village ©
Greenfield Village
Saper Galleries and Custom Framing ©

1
night
Evanston

Evanston ©
Evanston is a city in Cook County, Illinois, United States, north of downtown Chicago, bordered by Chicago to the south, Skokie to the west, and Wilmette to the north. Start off your visit on the 3rd (Tue): gain insight at Northwestern University.

To find other places to visit, ratings, more things to do, and other tourist information, read Evanston online day trip planner .

You can drive from East Lansing to Evanston in 4 hours. You'll gain 1 hour traveling from East Lansing to Evanston due to the time zone difference. In December, daily temperatures in Evanston can reach 36°F, while at night they dip to 23°F. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow enough time to travel to Bloomington.
Highlights from your plan
Northwestern University ©
Northwestern University

1
night
Cincinnati

Cincinnati ©
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S.
Start off your visit on the 5th (Thu): examine the collection at Lucky Cat Museum.

For more things to do, traveler tips, where to stay, and other tourist information, read our Cincinnati online day trip planner .

Drive from Bloomington to Cincinnati in 3 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 45°F in December, and nighttime lows around 29°F. Finish up your sightseeing early on the 5th (Thu) so you can travel to Berea.

Things to do in Cincinnati

Museums
Highlights from your plan
Lucky Cat Museum ©
Lucky Cat Museum

1
night
Berea

Berea ©
Berea is a home rule-class city in Madison County, Kentucky, in the United States. Kick off your visit on the 2nd (Mon): make a trip to Richmond Area Arts Center, make a trip to Boone Trace Marker, make a trip to Student Crafts on the Square Gallery, then view the masterpieces at Berea Arts Council, then take a peaceful walk through Berea Pinnacles, and finally take in the exciting artwork at Kentucky Artisan Center at Berea.

To find photos, where to stay, and other tourist information, read our Berea trip maker site .

Drive from Cincinnati to Berea in 2 hours. Traveling from Cincinnati in December, you can expect nighttime temperatures to be somewhat warmer in Berea, with lows of 35°F. Wrap up your sightseeing on the 2nd (Mon) early enough to travel to Bloomington.

Things to do in Berea

Shopping Museums Parks

Side Trip

Richmond Area Arts Center
Highlights from your plan
Kentucky Artisan Center at Berea ©
Berea Arts Council ©
Berea Arts Council
Richmond Area Arts Center ©
Richmond Area Arts Center

1
night
Bloomington

Bloomington ©
Bloomington is a city in and the county seat of Monroe County in the southern region of the U.S. On the 4th (Wed), deepen your understanding at Indiana University.

For maps, reviews, photos, and tourist information, you can read our Bloomington trip planner .

Explore your travel options from Evanston to Bloomington with the Route module. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. While traveling from Evanston, expect a bit warmer days and about the same nights in Bloomington, ranging from highs of 43°F to lows of 27°F. Finish your sightseeing early on the 4th (Wed) so you can drive to Cincinnati.
Highlights from your plan
Indiana University ©
Indiana University

2
nights
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
Start off your visit on the 7th (Sat): have some family-friendly fun at The Escape Game Nashville (Berry Hill).

For maps, where to stay, ratings, and more tourist information, go to the Nashville travel planner .

Getting from Berea to Nashville by car takes about 3.5 hours. Traveling from Berea to Nashville, you'll gain 1 hour due to the time zone difference. In December, daytime highs in Nashville are 53°F, while nighttime lows are 36°F. On the 7th (Sat), wrap the sightseeing up by early afternoon so you can travel to Denton.

Things to do in Nashville

Fun & Games
Highlights from your plan

2
nights
Denton

Denton ©
Denton is a city in and the county seat of Denton County, Texas. Start off your visit on the 8th (Sun): have some family-friendly fun at iFLY Dallas, then get your game on at The Escape Game Dallas, then meet the residents at SEA LIFE Grapevine, and finally look for gifts at Atomic Candy.

Plan trip to Denton with our itinerary maker to find out where to go and what to do.

Explore your travel options from Nashville to Denton with the Route module. In December, daytime highs in Denton are 57°F, while nighttime lows are 36°F. On the 9th (Mon), you're off toAustin.

Things to do in Denton

Fun & Games Parks Zoos & Aquariums

Side Trips

Grapevine, iFLY Dallas
Highlights from your plan
The Escape Game Dallas ©
The Escape Game Dallas
Atomic Candy ©
Atomic Candy

1
night
Austin

Austin ©
Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
Start off your visit on the 10th (Tue): admire the landmark architecture of Texas State Capitol.

To see traveler tips, photos, more things to do, and tourist information, go to the Austin visit planner.

You can drive from Denton to Austin in 3.5 hours. Alternatively, you can do a combination of car and flight. Prepare for somewhat warmer weather when traveling from Denton in December: high temperatures in Austin hover around 64°F and lows are around 45°F. On the 10th (Tue), wrap the sightseeing up by early afternoon so you can drive to Houston.

Things to do in Austin

Historic Sites
Highlights from your plan
Texas State Capitol ©
Texas State Capitol

3
nights
Houston

Houston ©
Although urban sprawl remains synonymous with Houston, most of the city's tourist attractions lie within the relatively small downtown area, surrounded by diverse neighborhoods housing the nation's biggest African-American, Asian-American, and Latino communities.
Start off your visit on the 11th (Wed): find something for the whole family at Kemah Boardwalk.

To see maps, where to stay, other places to visit, and more tourist information, go to the Houston journey planner.

You can drive from Austin to Houston in 3 hours. Other options are to take a bus; or fly. In December in Houston, expect temperatures between 66°F during the day and 50°F at night. Wrap up your sightseeing by early afternoon on the 13th (Fri) to allow time for travel to Columbia.

Things to do in Houston

Historic Sites Shopping Neighborhoods

Side Trips

Kemah Boardwalk, The Strand
Highlights from your plan
The Strand ©
The Strand
Kemah Boardwalk ©
Kemah Boardwalk

1
night
Columbia

Columbia ©
A compact capital with stately southern history, Columbia serves as a symbol of the south.
Kick off your visit on the 14th (Sat): pause for some photo ops at Worlds Largest Fire Hydrant.

For ratings, reviews, other places to visit, and more tourist information, use the Columbia vacation maker tool .

You can fly from Houston to Columbia in 5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Houston in December, you can expect nighttime temperatures to be little chillier in Columbia, with lows of 43°F. Finish your sightseeing early on the 14th (Sat) so you can travel to Miami.
Highlights from your plan
Worlds Largest Fire Hydrant ©
Worlds Largest Fire Hydrant

2
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Kick off your visit on the 15th (Sun): see the interesting displays at Vizcaya Museum and Gardens and then examine the collection at Lock & Load Museum.

To see reviews, photos, traveler tips, and tourist information, use the Miami trip builder .

You can fly from Columbia to Miami in 6 hours. Alternatively, you can drive; or take a train. Traveling from Columbia in December, expect nights in Miami to be warmer, around 68°F, while days are somewhat warmer, around 81°F. On the 16th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Miami

Museums Historic Sites
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
St Patrick Catholic Church ©
St Patrick Catholic Church