Here's a sample itinerary for a drive from Boston to Colorado Springs. If you're planning a road trip to Colorado Springs, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
9:00 am start in Boston
drive for about 3.5 hours
12:40 pm New York City
eat at Katz's Delicatessen
stay for about 4 hours
and leave at 4:40 pm
drive for about 4 hours
8:26 pm Washington, DC
stay overnight at JW Marriott Hotel
leave the next day around 11:00 am
day 1 driving ≈ 7.5 hours
find more stops
11:00 am leave from JW Marriott Hotel
drive for about 3.5 hours
2:34 pm Roanoke
stay overnight and leave the next day around 8:00 am
day 2 driving ≈ 3.5 hours
find more stops
8:00 am leave from Roanoke
drive for about 7 hours
3:02 pm Nashville
stay for about 4 hours
and leave at 7:02 pm
drive for about 3.5 hours
10:20 pm Memphis
stay overnight at Peabody Hotel
leave the next day around 10:00 am
day 3 driving ≈ 10.5 hours
find more stops
10:00 am leave from Peabody Hotel
drive for about 5 hours
2:58 pm Branson
stay for about 1 hour
and leave at 3:58 pm
drive for about 3.5 hours
7:39 pm eat at Oklahoma Joe's BBQ & Catering
stay overnight and leave the next day around 9:00 am
day 4 driving ≈ 8.5 hours
9:00 am leave from Kansas City
drive for about 4.5 hours
1:28 pm Russell
stay for about 1 hour
and leave at 2:28 pm
drive for about 5 hours
7:42 pm arrive in Colorado Springs
eat at The Cliff House at Pikes Peak
day 5 driving ≈ 9.5 hours
New York City (622 answers)
Central Park (149 mentions)
High Line Park (110 mentions)
The Metropolitan Museum of Art (85 mentions)
Statue of Liberty (69 mentions)
Times Square (59 mentions)
restaurants around New York City:
Katz's Delicatessen
Shake Shack
Lombardi's Pizza
Balthazar Restaurant
Eataly
questions about New York City:
Where do the cool kids stay in NYC these days?
Is it a good idea to visit NYC in December?
48 Hours in NYC - I NEED to know the best Pizza spots!
free or cheap things to do in NYC
What is your favorite restaurant in New York City?
Washington, DC (179 answers)
National Mall (30 mentions)
National Air and Space Museum (29 mentions)
Washington Monument (25 mentions)
Museum of Natural History (23 mentions)
Lincoln Memorial (22 mentions)
National Gallery of Art (19 mentions)
restaurants around Washington, DC:
Mitsitam Cafe
Founding Farmers
Rose's Luxury
Pavilion Café
hotels around Washington, DC:
JW Marriott Hotel
Hotel Palomar Washington DC
The Willard
Hotel Monaco Alexandria
W Washington DC
questions about Washington, DC:
Best hotel near museums
Best free things to do in Washington, DC?
Fun free things to do in D.C.?
Getting from Union Station to National Mall?
How to make the most of three days in DC
Roanoke (25 answers)
questions about Roanoke:
What is your favorite restaurant in Roanoke?
Nashville (190 answers)
Grand Ole Opry (8 mentions)
Country Music Hall of Fame (6 mentions)
Ryman Auditorium (6 mentions)
Centennial Park (6 mentions)
The Parthenon (5 mentions)
restaurants around Nashville:
Bluebird Cafe
Opryland Hotel
Pancake Pantry
Hattie B's Hot Chicken - 19th Ave
Peg Leg Porker BBQ
questions about Nashville:
What's the best neighborhood in Nashville for a first time visitor?
Nearby small towns or outdoor areas?
Top of the line hotels in Nashville?
What are some must sees in Nashville during the weekend
Best Location to Stay
Memphis (114 answers)
Beale Street (9 mentions)
Graceland (9 mentions)
National Civil Rights Museum (8 mentions)
Memphis Zoo (7 mentions)
Mud Island (6 mentions)
restaurants around Memphis:
Central BBQ
Gus's World Famous Fried Chicken
Charlie Vergos Rendezvous
Payne's Bar-B-Q
Cozy Corner Restaurant
hotels around Memphis:
Peabody Hotel
questions about Memphis:
What's the best neighborhood in Memphis for a first time visitor?
What are the musts of Memphis, y'all?
Must sees in Memphis TN?? Hidden gems places to eat??
Best blues clubs in Memphis?
Good Food and Fun With Kids
Branson (15 answers)
questions about Branson:
Fun places to go in Branson
Oklahoma Joe's BBQ & Catering (33 mentions)
Russell
Need some recommendations on somewhere to get food?
Trippy members suggest The Cliff House at Pikes Peak, which was mentioned 2 times.
Want to research more popular restaurants in Colorado Springs? Click the blue button below.
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:
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 Colorado Springs. Click on any question to see answers from the community!
Kimberly from Scottsdale asked:
Camping at Garden of the Gods / Seven Falls (3 answers)
Morgan from asked:
1 day white water rafting trips (2 answers)
Christa from Bolingbrook, Illinois asked:
Couples trip to Colorado Springs (2 answers)
Click the button below to explore more questions and answers related to Colorado Springs.
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 Colorado Springs to Boston 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 Boston to Colorado Springs. Or get a full Boston to Colorado Springs 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 Boston well, please help your fellow travelers and answer their questions about Boston!