57 days in United States Itinerary

57 days in United States Itinerary

Created using Inspirock United States trip itinerary maker

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Route & dates

57 days in United States Itinerary

Start: New York City
1
New York City
— 1 day
Drive:  1​h 45​min
2
New Haven
— 2 nights
Drive:  1​h 15​min
3
Norwich
— 1 night
Drive:  2​h 15​min
4
Sandwich
— 2 nights
Drive:  1​h 15​min
5
Provincetown
— 2 nights
Ferry:  1​h 30​min
6
Boston
— 2 nights
Drive:  1​h 15​min
7
Portsmouth
— 2 nights
Drive:  2​h
8
North Conway
— 2 nights
Drive:  1​h 15​min
9
Lincoln
— 3 nights
Drive:  2​h 45​min
10
Portland
— 2 nights
Drive:  1​h 45​min
11
Rockland
— 2 nights
Drive:  2​h 15​min
12
Bar Harbor, Mount Desert Island
— 3 nights
Drive:  7​h
13
Stowe
— 2 nights
Drive:  2​h
14
Ticonderoga
— 2 nights
Drive:  6​h
15
Niagara Falls
— 3 nights
Drive:  3​h 45​min
16
Cleveland
— 2 nights
Train:  1​h 15​min
17
Sandusky
— 2 nights
Drive:  1​h 15​min
18
Toledo
— 2 nights
Drive:  2​h 45​min
19
Dayton
— 2 nights
Drive:  1​h 15​min
20
Columbus
— 2 nights
+3
Fly + Subway + Bus + Train:  6​h 45​min
21
Wisconsin Dells
— 1 night
Drive:  3​h 30​min
22
Chicago
— 2 nights
Drive:  3​h 15​min
23
Indianapolis
— 2 nights
Drive:  2​h
24
Louisville
— 2 nights
Drive:  5​h
25
Gatlinburg
— 3 nights
Drive:  1​h 45​min
26
Asheville
— 3 nights
Drive:  4​h 30​min
27
Charleston
— 2 nights
Fly:  4​h 15​min
End: Miami, Florida

1
day
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Start off your visit on the 1st (Tue): appreciate the history behind 9/11 Memorial and then go for a walk through Central Park.

To find ratings, maps, photos, and more tourist information, read New York City online travel route planner .

Use the Route module to see travel options from your home to New York City. September in New York City sees daily highs of 80°F and lows of 66°F at night. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive to New Haven.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
9/11 Memorial ©
9/11 Memorial

2
nights
New Haven

New Haven ©
New Haven, in the U.S. On the 2nd (Wed), gain insight at Yale University, then learn more about the world around you at Yale Peabody Museum of Natural History, then stroll around Edgerton Park, and finally get lost in a book at Beinecke Rare Book & Manuscript Library. Get ready for a full day of sightseeing on the next day: stroll around East Rock Park, then see the interesting displays at Knights of Columbus Museum, then explore the world behind art at Yale Center for British Art, and finally explore the world behind art at Yale University Art Gallery.

To see ratings, maps, reviews, and tourist information, read New Haven trip app .

Traveling by car from New York City to New Haven takes 2 hours. Alternatively, you can take a train; or take a bus. Traveling from New York City in September, you can expect nighttime temperatures to be a bit cooler in New Haven, with lows of 59°F. Finish your sightseeing early on the 3rd (Thu) so you can drive to Norwich.

Things to do in New Haven

Museums Parks
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery

1
night
Norwich

Norwich ©
Norwich, known as 'The Rose of New England', is a city in New London County, Connecticut, United States. Kick off your visit on the 4th (Fri): see the interesting displays at Mystic Seaport Museum, observe the fascinating underwater world at Mystic Aquarium, and then try your luck at Foxwoods Resort Casino.

For where to stay, reviews, other places to visit, and other tourist information, use the Norwich day trip site .

Traveling by car from New Haven to Norwich takes 1.5 hours. Expect a daytime high around 75°F in September, and nighttime lows around 58°F. Finish your sightseeing early on the 4th (Fri) so you can travel to Sandwich.

Things to do in Norwich

Fun & Games Casinos Museums

Side Trips

Mystic, Foxwoods Resort Casino
Highlights from your plan
Foxwoods Resort Casino ©
Foxwoods Resort Casino
Mystic Seaport Museum ©
Mystic Seaport Museum
Mystic Aquarium ©
Mystic Aquarium

2
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 5th (Sat), see the interesting displays at Heritage Museums & Gardens, then get curious at Sandwich Glass Museum, then steep yourself in history at Hoxie House, and finally make a trip to Old King's Hwy. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Plimoth Plantation, explore the landscape on two wheels at Shining Sea Bikeway, and then take in the waterfront at Boardwalk.

For traveler tips, reviews, and more tourist information, read our Sandwich journey builder app .

You can drive from Norwich to Sandwich in 2.5 hours. Expect a daytime high around 73°F in September, and nighttime lows around 55°F. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Provincetown.

Things to do in Sandwich

Museums Outdoors Trails

Side Trips

Shining Sea Bikeway, Plimoth Plantation
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Old King's Hwy ©
Old King's Hwy

2
nights
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.
On the 7th (Mon), get a new perspective on nature at Sea Space Marine Discovery Center, get up close to creatures of the deep with a dolphin and whale watching tour, then take a leisurely stroll along MacMillan Wharf, then ponder the world of politics at Provincetown Town Hall, and finally appreciate the history behind Pilgrim Monument & Provincetown Museum. Get ready for a full day of sightseeing on the 8th (Tue): browse the collection at Provincetown Library, don't miss a visit to Commercial Street, then enjoy the sand and surf at Herring Cove Beach, and finally kick back and relax at Race Point Beach.

To find reviews, more things to do, and tourist information, go to the Provincetown trip site .

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. Expect a daytime high around 71°F in September, and nighttime lows around 57°F. Finish up your sightseeing early on the 8th (Tue) so you can catch the ferry to Boston.

Things to do in Provincetown

Outdoors Beaches Parks
Highlights from your plan
Dolphin & Whale Watching
Race Point Beach ©
Race Point Beach

2
nights
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.
Start off your visit on the 9th (Wed): get a new perspective on things with Boat Tours & Water Sports, admire the natural beauty at Boston Public Garden, then contemplate the long history of Granary Burying Ground, and finally stroll around Boston Common. Here are some ideas for day two: explore the world behind art at Museum of Fine Arts, then take a stroll through North End, and then appreciate the extensive heritage of Freedom Trail.

For more things to do, traveler tips, maps, and more tourist information, you can read our Boston trip planner .

You can ride a ferry from Provincetown to Boston in 1.5 hours. Alternatively, you can fly; or drive. Expect a daytime high around 75°F in September, and nighttime lows around 59°F. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Portsmouth.

Things to do in Boston

Tours Parks Museums
Highlights from your plan
Duck Tours
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

2
nights
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Kick off your visit on the 11th (Fri): get engrossed in the history at USS Albacore Museum, then make a trip to Market Square, then steep yourself in history at Strawbery Banke Museum, and finally admire the natural beauty at Prescott Park. Get ready for a full day of sightseeing on the next day: look for gifts at The Salt Cellar, take in the dramatic natural features at Perkins Cove, then appreciate the extensive heritage of Marginal Way Walkway, and finally kick back and relax at Ogunquit Beach.

To see ratings, more things to do, traveler tips, and more tourist information, go to the Portsmouth day trip site .

You can drive from Boston to Portsmouth in 1.5 hours. Another option is to take a bus. Traveling from Boston in September, Portsmouth is slightly colder at night with lows of 54°F. Finish up your sightseeing early on the 12th (Sat) so you can go by car to North Conway.

Things to do in Portsmouth

Parks Museums Historic Sites

Side Trip

Ogunquit
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Ogunquit Beach ©
Ogunquit Beach
Perkins Cove ©
Perkins Cove

2
nights
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Start off your visit on the 13th (Sun): look for gifts at Naked Bohemian, see the sky in a new way at Mount Washington Observatory Weather Discovery Center, then take in the dramatic natural features at Cathedral Ledge, and finally explore and take pictures at Kancamagus Highway. Keep things going the next day: tour the pleasant surroundings at Cranmore Mountain Resort and then take in the dramatic scenery at Diana's Baths.

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

You can drive from Portsmouth to North Conway in 2 hours. Another option is to take a bus. In September, plan for daily highs up to 70°F, and evening lows to 54°F. Finish up your sightseeing early on the 14th (Mon) so you can go by car to Lincoln.

Things to do in North Conway

Outdoors Parks Winter Sports
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Cathedral Ledge ©
Cathedral Ledge
Diana's Baths ©
Diana's Baths

3
nights
Lincoln

Lincoln ©
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
On the 15th (Tue), find something for the whole family at Ice Castles, admire the majestic nature at Franconia Notch State Park, then take in the dramatic natural features at Flume Gorge, and finally learn about winemaking at Seven Birches Winery. Keep things going the next day: look for gifts at Chutters, take in the dramatic natural features at The Basin at Franconia Notch State Park, and then make a splash at Whales Tale Waterpark.

To find where to stay, traveler tips, and tourist information, go to the Lincoln itinerary maker tool .

Drive from North Conway to Lincoln in 1.5 hours. Alternatively, you can take a bus. Traveling from North Conway in September, expect little chillier with lows of 48°F in Lincoln. Wrap up your sightseeing by early afternoon on the 17th (Thu) to allow enough time to drive to Portland.

Things to do in Lincoln

Parks Nature Theme Parks

Side Trips

Franconia, Chutters
Highlights from your plan
The Basin at Franconia Notch State Park ©
Franconia Notch State Park ©
Franconia Notch State Park
Seven Birches Winery ©
Seven Birches Winery

2
nights
Portland

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Kick off your visit on the 17th (Thu): enjoy breathtaking views from Portland Observatory. On the 18th (Fri), you'll have a packed day of sightseeing: take a stroll through Old Port, then explore the world behind art at Portland Museum of Art, then get engrossed in the history at Victoria Mansion, and finally indulge your thirst for a good beer at Allagash Brewery.

To find reviews, where to stay, maps, and other tourist information, use the Portland day trip planning site .

Getting from Lincoln to Portland by car takes about 3 hours. Other options: take a bus. In September, daytime highs in Portland are 73°F, while nighttime lows are 52°F. Finish your sightseeing early on the 19th (Sat) so you can drive to Rockland.

Things to do in Portland

Outdoors Tours Wildlife

Side Trip

Portland Head Light
Highlights from your plan
Fishing Charters & Tours
Portland Head Light ©
Portland Head Light
Allagash Brewing Company ©
Allagash Brewing Company

2
nights
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. On the 20th (Sun), take in nature's colorful creations at Coastal Maine Botanical Gardens, steep yourself in history at Farnsworth Art Museum, and then look for gifts at Fiore Artisan Olive Oils and Vinegars. Get ready for a full day of sightseeing on the next day: examine the collection at Owls Head Transportation Museum, enjoy the sea views from Rockland Breakwater Light, then stroll around Harbor Park, and finally go for a walk through Rockland Harbor Trail.

To see maps, other places to visit, ratings, and more tourist information, read Rockland travel itinerary planner.

You can drive from Portland to Rockland in 2 hours. Alternatively, you can take a bus. In September in Rockland, expect temperatures between 69°F during the day and 51°F at night. Finish your sightseeing early on the 21st (Mon) so you can drive to Bar Harbor.

Things to do in Rockland

Parks Museums Historic Sites

Side Trips

Coastal Maine Botanical Gardens, Owls Head Transportation Museum
Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Owls Head Transportation Museum ©
Owls Head Transportation Museum
Rockland Breakwater Light ©
Rockland Breakwater Light

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 22nd (Tue): tour the pleasant surroundings at Ocean Path and then explore the wealth of natural beauty at Acadia National Park. Keep things going the next day: take in the dramatic natural features at Thunder Hole, get up close to creatures of the deep with a dolphin and whale watching tour, and then don't miss a visit to Land Bridge to Bar Island.

Plan a Bar Harbor trip in moments using our itinerary builder.

Traveling by car from Rockland to Bar Harbor takes 2.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 70°F, and evening lows to 52°F. Wrap up your sightseeing by early afternoon on the 24th (Thu) to allow enough time to drive to Stowe.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trip

Thunder Hole
Highlights from your plan
Shore Path ©
Shore Path
Land Bridge to Bar Island
Land Bridge to Bar Island
Thunder Hole ©
Thunder Hole

2
nights
Stowe

Stowe ©
Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Start off your visit on the 25th (Fri): take a memorable drive along Smugglers Notch State Park, then stroll through Stowe Recreation Path, and then admire the sheer force of Moss Glen Falls. Get ready for a full day of sightseeing on the 26th (Sat): stop by Laughing Moon Chocolates, then take your sightseeing to a higher altitude at Mount Mansfield State Forest, and then glide through natural beauty at Trapp Family Lodge Outdoor Center.

For more things to do, traveler tips, other places to visit, and other tourist information, read our Stowe trip maker site .

You can drive from Bar Harbor to Stowe in 7 hours. Alternatively, you can take a bus. In September, daily temperatures in Stowe can reach 73°F, while at night they dip to 48°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to drive to Ticonderoga.

Things to do in Stowe

Parks Outdoors Nature
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Moss Glen Falls ©
Moss Glen Falls
Mount Mansfield State Forest ©
Mount Mansfield State Forest

2
nights
Ticonderoga

Ticonderoga ©
Ticonderoga is a town in Essex County, New York, United States. On the 27th (Sun), appreciate the extensive heritage of King's Garden, then learn about all things military at Fort Ticonderoga, then explore the engaging exhibits at Star Trek Original Series Set Tour, and finally visit a coastal fixture at Champlain Memorial Lighthouse. On the next day, enjoy some diversion at Bobsled and Luge Complex and then head outdoors with Mt. Defiance.

To find reviews, photos, maps, and other tourist information, go to the Ticonderoga trip planner .

Drive from Stowe to Ticonderoga in 2 hours. In September in Ticonderoga, expect temperatures between 73°F during the day and 51°F at night. Finish your sightseeing early on the 28th (Mon) to allow enough time to travel to Niagara Falls.

Things to do in Ticonderoga

Historic Sites Museums Outdoors

Side Trips

Champlain Memorial Lighthouse, Bobsled and Luge Complex
Highlights from your plan
Star Trek Original Series Set Tour ©
Fort Ticonderoga ©
Fort Ticonderoga
Mt. Defiance ©
Mt. Defiance

3
nights
Niagara Falls

Niagara Falls ©
The city of Niagara Falls houses the U.S.
Kick off your visit on the 29th (Tue): get up close and personal with brilliant marine life at Aquarium of Niagara, then explore the fascinating underground world of Cave of the Winds, and then take in the dramatic scenery at Niagara Falls. On your second day here, contemplate the long history of Frank Lloyd Wright's Darwin D. Martin House Complex, try your luck at Seneca Niagara Casino, then take in panoramic vistas at Niagara Falls Observation Tower, and finally pause for some serene contemplation at St. Mary of the Cataract R. C. Parish.

To see maps, more things to do, photos, and more tourist information, read our Niagara Falls road trip planning tool .

Traveling by car from Ticonderoga to Niagara Falls takes 6 hours. Alternatively, you can do a combination of car and flight. In September, daytime highs in Niagara Falls are 75°F, while nighttime lows are 55°F. On the 1st (Thu), wrap the sightseeing up by early afternoon so you can drive to Cleveland.

Things to do in Niagara Falls

Parks Nature Fun & Games

Side Trip

Frank Lloyd Wright's Darwin D. Martin House Complex
Highlights from your plan
Cave of the Winds ©
Cave of the Winds
Niagara Falls ©
Niagara Falls
Bridal Veil Falls ©
Bridal Veil Falls

2
nights
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.
On your second day here, examine the collection at Rock & Roll Hall of Fame, then admire the masterpieces at The Cleveland Museum of Art, then pause for some photo ops at James A. Garfield Monument, and finally contemplate the long history of West Side Market.

For maps, where to stay, ratings, and tourist information, you can read our Cleveland travel route planning tool .

Traveling by car from Niagara Falls to Cleveland takes 4 hours. Alternatively, you can take a bus; or take a train. In October, daytime highs in Cleveland are 65°F, while nighttime lows are 51°F. Wrap up your sightseeing on the 3rd (Sat) early enough to take a train to Sandusky.

Things to do in Cleveland

Museums Fun & Games Casinos
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
James A. Garfield Monument ©
James A. Garfield Monument

2
nights
Sandusky

Sandusky ©
Sandusky positively bustles in the summertime due to its famed amusement park.
On the 4th (Sun), steep yourself in history at Eleutheros Cooke House and Garden, examine the collection at Merry-Go-Round Museum, and then get in on the family fun at Cedar Point. Keep things going the next day: meet the residents at African Safari Wildlife Park and then make a splash at Kalahari Waterparks.

For other places to visit, more things to do, and other tourist information, go to the Sandusky online sightseeing planner .

Traveling by train from Cleveland to Sandusky takes 1.5 hours. Alternatively, you can drive; or take a bus. In October, plan for daily highs up to 66°F, and evening lows to 48°F. Finish up your sightseeing early on the 5th (Mon) so you can catch the train to Toledo.

Things to do in Sandusky

Theme Parks Zoos & Aquariums Parks

Side Trip

African Safari Wildlife Park
Highlights from your plan
Cedar Point ©
Cedar Point
Merry-Go-Round Museum ©
Merry-Go-Round Museum
African Safari Wildlife Park ©
African Safari Wildlife Park

2
nights
Toledo

Toledo ©
Toledo is a city in and the county seat of Lucas County, Ohio, United States. Kick off your visit on the 6th (Tue): explore the world behind art at Toledo Museum of Art, then meet the residents at Toledo Zoo, then walk around Riverside Park, and finally stroll around Oak Openings Preserve Metropark. On your second day here, try to win big at Hollywood Casino Toledo, examine the collection at National Museum of the Great Lakes, and then indulge your thirst for a good beer at Maumee Bay Brew Pub.

To see more things to do, ratings, other places to visit, and other tourist information, refer to the Toledo trip itinerary maker site .

Traveling by train from Sandusky to Toledo takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 65°F in October, and nighttime lows around 47°F. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Dayton.

Things to do in Toledo

Parks Museums Fun & Games

Side Trip

Riverside Park
Highlights from your plan
Toledo Zoo ©
Toledo Zoo
National Museum of the Great Lakes ©
Oak Openings Preserve Metropark ©
Oak Openings Preserve Metropark

2
nights
Dayton

Dayton ©
Home of airplane pioneers the Wright brothers, Dayton prides itself on its inventors, including Charles F.
Kick off your visit on the 8th (Thu): explore the different monuments and memorials at Dayton National Cemetery, then stroll around Carriage Hill MetroPark, then examine the collection at National Museum of the US Air Force, and finally head outdoors with Dayton Dragons Baseball. On your second day here, have some family-friendly fun at Miami Valley Gaming, then steep yourself in history at Carillon Historical Park, then explore the different monuments and memorials at The Calvary Cemetery, and finally admire the natural beauty at Wegerzyn Gardens MetroPark.

To find photos, traveler tips, other places to visit, and more tourist information, refer to the Dayton road trip site .

Getting from Toledo to Dayton by car takes about 3 hours. Other options: take a bus; or do a combination of bus, flight, and taxi. In October in Dayton, expect temperatures between 67°F during the day and 46°F at night. Finish your sightseeing early on the 9th (Fri) so you can drive to Columbus.

Things to do in Dayton

Historic Sites Parks Outdoors

Side Trip

Miami Valley Gaming
Highlights from your plan
National Museum of the US Air Force ©
Carillon Historical Park ©
Carillon Historical Park
The Calvary Cemetery ©
The Calvary Cemetery

2
nights
Columbus

More than just one of the nation's top business centers, Columbus is a mixture of many different parts of America, situated at the spot where the so-called "Bible Belt" meets the varied cultures of the Great Plains and Appalachia.
Start off your visit on the 10th (Sat): observe the fascinating underwater world at Columbus Zoo and Aquarium, then shop like a local with Easton Town Center, and then get interesting insight from Tours. On the 11th (Sun), you'll have a packed day of sightseeing: take in nature's colorful creations at Franklin Park Conservatory and Botanical Gardens, test your problem-solving skills at popular escape rooms, then see the interesting displays at Wagner-Hagans Auto Museum, and finally get curious at Center of Science and Industry (COSI).

For where to stay, maps, photos, and other tourist information, go to the Columbus road trip app .

Getting from Dayton to Columbus by car takes about 1.5 hours. Other options: take a bus. In October in Columbus, expect temperatures between 67°F during the day and 47°F at night. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Wisconsin Dells.

Things to do in Columbus

Parks Museums Shopping

Side Trips

Zipline, Columbus Zoo and Aquarium
Highlights from your plan
Zipline
Wagner-Hagans Auto Museum ©
Wagner-Hagans Auto Museum
Room Escape Games

1
night
Wisconsin Dells

Wisconsin Dells ©
Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
On the 12th (Mon), cool off at Noah's Ark Water Park and then whizz through the canopy at some of the top local zipline courses and adventure parks. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Taliesin Preservation: Frank Lloyd Wright Visitor Center , cool off at Mt. Olympus Resort, and then see the interesting displays at Mr Marvel's Wondertorium.

To find more things to do, where to stay, other places to visit, and tourist information, refer to the Wisconsin Dells vacation website .

You can do a combination of flight, bus, and train from Columbus to Wisconsin Dells in 7 hours. Alternatively, you can do a combination of flight and bus; or drive. The time zone difference when traveling from Columbus to Wisconsin Dells is minus 1 hour. Expect little chillier temperatures when traveling from Columbus in October; daily highs in Wisconsin Dells reach 60°F and lows reach 41°F. Wrap up your sightseeing on the 13th (Tue) to allow time to drive to Chicago.

Things to do in Wisconsin Dells

Theme Parks Adventure Outdoors

Side Trip

Taliesin Preservation: Frank Lloyd Wright Visitor Center
Highlights from your plan
Noah's Ark Water Park ©
Noah's Ark Water Park
Zipline

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 14th (Wed), get curious at Museum of Science and Industry, admire the masterpieces at The Art Institute of Chicago, then stroll around Millennium Park, and finally pause for some photo ops at Cloud Gate. Get ready for a full day of sightseeing on the next day: meet the residents at Shedd Aquarium, ponder the design of Buckingham Fountain, and then take in panoramic vistas at Skydeck Chicago - Willis Tower.

For maps, more things to do, traveler tips, and tourist information, refer to the Chicago road trip app .

Getting from Wisconsin Dells to Chicago by car takes about 3.5 hours. Other options: take a train; or do a combination of train and flight. Traveling from Wisconsin Dells in October, Chicago is somewhat warmer at night with lows of 49°F. Finish up your sightseeing early on the 15th (Thu) so you can go by car to Indianapolis.

Things to do in Chicago

Museums Childrens Museums Parks
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Millennium Park ©
Millennium Park

2
nights
Indianapolis

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Kick off your visit on the 16th (Fri): make a trip to Central Canal, have fun and explore at Children's Museum of Indianapolis, then test your problem-solving skills at popular escape rooms, and finally enjoy some diversion at Lucas Oil Stadium. Keep things going the next day: admire the landmark architecture of Scottish Rite Cathedral, then examine the collection at Indianapolis Motor Speedway Museum, and then get to know the resident critters at Indianapolis Zoo.

To find other places to visit, reviews, photos, and tourist information, refer to the Indianapolis vacation builder site .

Traveling by car from Chicago to Indianapolis takes 3.5 hours. Alternatively, you can fly; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to Indianapolis. In October, daily temperatures in Indianapolis can reach 67°F, while at night they dip to 48°F. Finish up your sightseeing early on the 17th (Sat) so you can go by car to Louisville.

Things to do in Indianapolis

Fun & Games Museums Zoos & Aquariums
Highlights from your plan
Room Escape Games
Children's Museum of Indianapolis ©
Children's Museum of Indianapolis
Indianapolis Motor Speedway Museum ©
Indianapolis Motor Speedway Museum

2
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get ready for a full day of sightseeing on the 18th (Sun): brush up on your knowledge of spirits at Copper & Kings American Brandy Distillery, then see the interesting displays at Kentucky Derby Museum, then explore the fascinating underground world of Louisville Mega Cavern, and finally snap pictures at The Big Four Bridge.

To find photos, other places to visit, more things to do, and tourist information, read our Louisville trip planner .

You can drive from Indianapolis to Louisville in 2 hours. Alternatively, you can take a bus. In October in Louisville, expect temperatures between 71°F during the day and 50°F at night. Wrap up your sightseeing by early afternoon on the 19th (Mon) to allow time for the car ride to Gatlinburg.

Things to do in Louisville

Historic Sites Museums Adventure
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Louisville Slugger Museum & Factory ©

3
nights
Gatlinburg

Gatlinburg ©
Nestled in the lush, wooded forests of the Great Smoky Mountains National Park, Gatlinburg is Tennessee’s premier mountain resort destination.
Kick off your visit on the 20th (Tue): find something for the whole family at Rowdy Bear Mountain, get up close and personal with brilliant marine life at Ripley's Aquarium of the Smokies, brush up on your knowledge of spirits at Ole Smoky Tennessee Moonshine, then sample the fine beverages at Sugarlands Distilling Company, and finally learn about winemaking at Tennessee Homemade Wines. Keep things going the next day: sample the fine beverages at Ole Smoky Whiskey Barrelhouse, laugh and play at Gatlinburg SkyLift Park, and then explore the wealth of natural beauty at Great Smoky Mountains National Park.

To find other places to visit, maps, where to stay, and more tourist information, go to the Gatlinburg trip planner .

Traveling by car from Louisville to Gatlinburg takes 5 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of bus, flight, and taxi. Expect a daytime high around 74°F in October, and nighttime lows around 51°F. Wrap up your sightseeing by early afternoon on the 22nd (Thu) to allow enough time to drive to Asheville.

Things to do in Gatlinburg

Parks Nature Theme Parks
Highlights from your plan
Sugarlands Distilling Company ©
Sugarlands Distilling Company
Great Smoky Mountains National Park ©
Zipline

3
nights
Asheville

Asheville ©
Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
On the 22nd (Thu), test your team's savvy at popular escape rooms. Get ready for a full day of sightseeing on the 23rd (Fri): sample the tasty concoctions at Sierra Nevada Brewing Co. Tours & Tastings, explore the wealth of natural beauty at The North Carolina Arboretum, and then savor the flavors at Food & Drink.

For maps, traveler tips, other places to visit, and tourist information, refer to the Asheville online vacation maker .

You can drive from Gatlinburg to Asheville in 2 hours. In October in Asheville, expect temperatures between 70°F during the day and 47°F at night. Wrap up your sightseeing on the 25th (Sun) to allow time to drive to Charleston.

Things to do in Asheville

Scenic Drive Outdoors Tours

Side Trips

Sierra Nevada Brewing Co. Tours & Tastings, Wheels Through Time Transportation Museum, Blue Ridge Pkwy
Highlights from your plan
Blue Ridge Pkwy ©
Blue Ridge Pkwy

2
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Charleston is known for parks, historic sites, shopping, wildlife, and nightlife. Your plan includes some of its best attractions: get the lay of the land with Walking tours, get thoroughly spooked out with a ghost and vampire tour, explore the galleries of Kahal Kadosh Beth Elohim, and take in nature's colorful creations at Washington Square.

Make your Charleston itinerary with Inspirock to find out what to see and where to go.

Getting from Asheville to Charleston by car takes about 4.5 hours. Other options: fly; or do a combination of car and flight. Prepare for somewhat warmer weather when traveling from Asheville in October: high temperatures in Charleston hover around 78°F and lows are around 60°F. Finish up your sightseeing early on the 27th (Tue) so you can travel back home.

Things to do in Charleston

Historic Sites Tours Parks
Highlights from your plan
Magnolia Plantation & Gardens ©
Magnolia Plantation & Gardens
Fort Sumter National Monument ©
Fort Sumter National Monument
Dolphin & Whale Watching

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