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.
10:00 am start in Boston
drive for about 3.5 hours
1:39 pm The Cloisters
stay for about 1 hour
and leave at 2:39 pm
drive for about 3.5 hours
5:55 pm Williamsport (Pennsylvania)
stay overnight and leave the next day around 11:00 am
day 1 driving ≈ 7 hours
find more stops
11:00 am leave from Williamsport (Pennsylvania)
drive for about 3.5 hours
2:21 pm Pittsburgh
stay overnight at Fairmont Pittsburgh Hotel
leave the next day around 10:00 am
day 2 driving ≈ 3.5 hours
find more stops
10:00 am leave from Fairmont Pittsburgh Hotel
drive for about 6.5 hours
4:41 pm Nashville (Indiana)
stay overnight and leave the next day around 8:00 am
day 3 driving ≈ 6.5 hours
find more stops
8:00 am leave from Nashville (Indiana)
drive for about 9 hours
4:47 pm eat at Oklahoma Joe's BBQ & Catering
stay for about 1 hour
and leave at 5:47 pm
drive for about 4.5 hours
10:15 pm Russell
stay overnight and leave the next day around 11:00 am
day 4 driving ≈ 13 hours
11:00 am leave from Russell
drive for about 5 hours
4:15 pm arrive in Colorado Springs
day 5 driving ≈ 5 hours
The Cloisters (23 mentions)
Williamsport (Pennsylvania) (3 answers)
Pittsburgh (50 answers)
Andy Warhol Museum (9 mentions)
Carnegie Museum of Natural History (8 mentions)
National Aviary (6 mentions)
Carnegie Museum of Art (6 mentions)
Phipps Conservatory (5 mentions)
restaurants around Pittsburgh:
Primanti Brothers
Primanti Bros.
hotels around Pittsburgh:
Fairmont Pittsburgh Hotel
questions about Pittsburgh:
First timer to Pittsburgh, what should I explore?
First time to Pittsburgh, what are things a first time visitor has to do?
What's the best neighborhood in Pittsburgh for a first time visitor?
Parking spots for a 45' motorcoach in or near downtown Pittsburgh
Pittsburgh on a budget?
Nashville (Indiana)
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!