Pittsboro Vacations from $282

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The Latest Pittsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Indianapolis Northwest - Park 100

Hampton Inn Indianapolis Northwest - Park 100

2.5 out of 5
Pike
Price was $377, price is now $282 per person
$282
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
8.8/10 Excellent! (908 reviews)
Just flat out a nice comfortable clean place to stay with a nice breakfast. If you stay here you need to make the 10-minute trip over to Famous Dave's barbecue and get some ribs and brisket!

Reviewed on Aug 26, 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $632, price is now $460 per person
$460
per person
Nov 7 - Nov 9
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Indianapolis (IND)
9.8/10 Exceptional! (1,553 reviews)
This is our second stay at Bottleworks. We had another amazing stay and enjoyed our anniversary And staycation.

Reviewed on Aug 24, 2025

Holiday Inn Indianapolis Downtown by IHG

Holiday Inn Indianapolis Downtown by IHG

3 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $541, price is now $397 per person
$397
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
8/10 Very Good! (1,001 reviews)
Overall rooms were big and clean we liked our stay . Breakfast area was little messy but with good options.front desk service and overall was great.

Reviewed on Aug 25, 2025

Home2 Suites by Hilton Indianapolis Keystone Crossing

Home2 Suites by Hilton Indianapolis Keystone Crossing

3.5 out of 5
Price was $417, price is now $313 per person
$313
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
8.2/10 Very Good! (1,000 reviews)
Good location. Close to shopping and lots of dinning options.

Reviewed on Aug 8, 2025

Fairfield Inn & Suites by Marriott Indianapolis Carmel

Fairfield Inn & Suites by Marriott Indianapolis Carmel

2.5 out of 5
Price was $427, price is now $321 per person
$321
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
9.6/10 Exceptional! (554 reviews)
Very clean and well maintained

Reviewed on Aug 21, 2025

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Pittsboro Hotel Deals

Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
2721 E 86th Street, Indianapolis, IN
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Sep 1 to Sep 2
$210 total
Sep 1 - Sep 2
Total with taxes and fees
9.6/10 Exceptional! (1,583 reviews)
"Clean, quiet & convenient"

Reviewed on Aug 25, 2025

Ironworks Hotel Indy
Wyndham Indianapolis Airport

Wyndham Indianapolis Airport

3.5 out of 5
2544 Executive Dr, Indianapolis, IN
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Sep 7 to Sep 8
$128 total
Sep 7 - Sep 8
Total with taxes and fees
7.8/10 Good! (1,354 reviews)
"It was just a little hard to find your way into the hotel driving. Key is to take the first expressway exit and then go straight at end of ramp."

Reviewed on Aug 22, 2025

Wyndham Indianapolis Airport
Courtyard by Marriott Indianapolis Downtown

Courtyard by Marriott Indianapolis Downtown

3 out of 5
601 West Washington Street, Indianapolis, IN
$135 nightly
The price is $158 total per night from Aug 29 to Aug 30
$158 total
Aug 29 - Aug 30
Total with taxes and fees
9/10 Wonderful! (1,012 reviews)
Solid place with a phenomenal gym
"Solid place for an overnight stay. Right down the street from the stadiums. A little bit of a hike to the center of downtown (10-15 minute walk). Breakfast is pricey ($50.00 for two yogurt parfaits and fruit cups). Staff is very friendly and helpful. Phenomenal gym!"

Reviewed on Aug 25, 2025

Courtyard by Marriott Indianapolis Downtown
See all 2,045 properties in Pittsboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much does a Pittsboro vacation package cost?
You can grab a vacation package to this popular destination from $282 on Expedia. However, how much your vacation to Pittsboro costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Pittsboro?
You're likely to find lower prices and greater availability in November, December and January. Explore our cheap Pittsboro vacation packages and you could get some great off-season deals.
How many days is enough for Pittsboro?
Generally, a handful of days is enough to see the major attractions during your Pittsboro vacation. However, if you prefer to have more time to kick back or go on day tours, consider extending your trip.
How to find the best Pittsboro package deals?
Start your search for a Pittsboro package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Pittsboro package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pittsboro adventure off to a flying start.
Is it cheaper to book a Pittsboro vacation as a package?
You can enjoy significant savings on your next Pittsboro escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pittsboro?
If you're planning a spur-of-the-moment Pittsboro trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pittsboro vacation packages?
Your Pittsboro getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.