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Omaha to Boston drive

2 travelers   /   driving

Omaha to Boston road trip planner

Here's a sample itinerary for a drive from Omaha to Boston. If you're planning a road trip to Boston, you can research locations to stop along the way. Find the best restaurants, hotels, and attractions based on the most talked about places recommended by Trippy members.

customize this trip

Day 1, 11:00 am:  start in Omaha
drive for about 2 hours

Day 1, 12:58 pm:  Des Moines
stay for about 1 hour and leave at 1:58 pm
drive for about 2 hours

Day 1, 4:12 pm:  University of Iowa
stay overnight and leave the next day around 9:00 am

Day 2, 9:00 am:  leave from University of Iowa
drive for about 4 hours

Day 2, 1:01 pm:  Chicago
stay for about 4 hours and leave at 5:01 pm
drive for about 4 hours

Day 2, 9:00 pm:  Toledo (Ohio)
stay overnight and leave the next day around 10:00 am

Day 3, 10:00 am:  leave from Toledo (Ohio)
drive for about 2 hours

Day 3, 11:49 am:  Cleveland
eat at Lola
stay for about 1 hour and leave at 12:49 pm
drive for about 3.5 hours

Day 3, 4:16 pm:  Niagara Falls
stay overnight and leave the next day around 10:00 am

Day 4, 10:00 am:  leave from Niagara Falls
drive for about 5.5 hours

Day 4, 3:24 pm:  Woodstock (New York)
stay for about 1 hour and leave at 4:24 pm
drive for about 3.5 hours

Day 4, 7:53 pm:  arrive in Boston
eat at Mike's Pastry
stay at The Westin Copley Place

Rooms:     Travelers:
  Change your route

  Alternate route
Enter a city to drive through on the way from Omaha to Boston.

Where does my trip begin?

Your starting point is Omaha, Nebraska.

You can enter an exact street address if you want to get precise directions, but this is optional.

How many cars do we need?

Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.

Where should I stop along the way?

Des Moines  (17 answers)
    questions about Des Moines:
        What's the best neighborhood in Des Moines for a first time visitor?
        Any good hiking spots in or near Des Moines?
University of Iowa  (7 mentions)
Chicago  (238 answers)
    Millennium Park  (54 mentions)
    The Art Institute of Chicago  (48 mentions)
    Shedd Aquarium  (46 mentions)
    Willis Tower  (38 mentions)
    Lincoln Park Zoo  (35 mentions)
    restaurants around Chicago:
        Lou Malnati's Pizzeria
        Pequod's Pizza
        Girl & the Goat
        Big Star
        Au Cheval
    questions about Chicago:
        Best Chicago pizza?
        What is your favorite restaurant in Chicago?
        What to do in one weekend in Chicago?
        airport transportation
        What are the coolest hotels in downtown Chicago?
Toledo (Ohio)  (5 answers)
    Toledo Zoo  (2 mentions)
Cleveland  (37 answers)
    Rock and Roll Hall of Fame and Museum  (13 mentions)
    The Cleveland Museum of Art  (12 mentions)
    Rock and Roll Hall of Fame and Museum  (6 mentions)
    West Side Market  (6 mentions)
    Great Lakes Brewing Company  (5 mentions)
    restaurants around Cleveland:
        The Greenhouse Tavern
        Melt Bar & Grilled
    questions about Cleveland:
        Good restaurants for business dinner?
        What is your favorite restaurant in Cleveland?
        New to the city, friend coming to visit: What should we do?
        Vegetarian near Playhouse Square
        Best breweries in Cleveland?
Niagara Falls  (49 answers)
    Niagara Falls  (18 mentions)
    Maid of the Mist  (5 mentions)
    Skylon Tower  (4 mentions)
    questions about Niagara Falls:
        best place
        Best free things to do in Niagara Falls?
        Best and most affordable hotel with bar and hot tub?
        Travel by car from Stowe to Niagara falls fastest route
        single person visiting Niagara Falls (US side)
Woodstock (New York)  (9 answers)
    questions about Woodstock (New York):

Where does my trip end?

Your final destination is Boston, Massachusetts.

You can enter the exact street address of your destination, but this is optional.

Where's the best place to stay in Boston?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Boston.

You can also see most people recommend as the best amount of time to visit. Find out how many days in Boston to stay.

If you're looking for a quick answer, you can check out The Westin Copley Place, which was mentioned 4 times on Trippy.

Here are some more hotels people talk about:

The Eliot Hotel  (3 mentions)
Hotel Commonwealth  (3 mentions)
The Charles Hotel  (2 mentions)

Want to research more popular hotels in Boston? Click the blue button below.

Where's the best place to eat in Boston?

Need some recommendations on somewhere to get food?

Trippy members suggest Mike's Pastry, which was mentioned 15 times.

Here are some more restaurants people talk about:

Legal Sea Foods  (13 mentions)
Neptune Oyster  (7 mentions)
Alden & Harlow  (7 mentions)

Want to research more popular restaurants in Boston? Click the blue button below.

What are some things to do in Boston?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

Faneuil Hall  (30 mentions)
Freedom Trail  (29 mentions)
Fenway Park  (26 mentions)
Harvard Square  (18 mentions)
Harvard University  (17 mentions)

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Boston. Click on any question to see answers from the community!

 Sunil Gupta from Mountain View asked:
Best way to get to downtown Boston from Logan Airport  (20 answers)

 Neil Blaine from Baton Rouge asked:
Is the Boston Freedom Trail worth a visit?  (14 answers)

 Eunice Báez Sánchez from Turrialba asked:
Worried about Boston cold weather. What should I wear?  (10 answers)

 Sara Lynott from Westerly asked:
Where are the best shopping deals in Boston?  (9 answers)

 Hannah Grant from Milwaukee asked:
What are the can't miss things to do in Boston?  (9 answers)

Click the button below to explore more questions and answers related to Boston.

Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Boston to Omaha drive, or go to the main page to plan a new road trip.

You can also compare the travel time if you're flying or driving by calculating the distance from Omaha to Boston. Or get a full Omaha to Boston flight plan.

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.

And if you know Omaha well, please help your fellow travelers and answer their questions about Omaha!

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At a Glance
without making any stops
total driving distance is 1,436 miles
driving time of 21 hours, 4 minutes
Boston is 1 hour ahead of Omaha
15 Omaha travel answers
17 Des Moines travel answers
238 Chicago travel answers
5 Toledo (Ohio) travel answers
37 Cleveland travel answers
49 Niagara Falls travel answers
9 Woodstock (New York) travel answers
166 Boston travel answers

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