Pittsboro Vacations from $295

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The Latest Pittsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Indianapolis, IN

Motel 6 Indianapolis, IN

2 out of 5
Price was $366, price is now $295 per person
$295
per person
May 23 - May 27
found 16 hours ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
5.8/10 (354 reviews)
Didn't have enough towel n they didn't want to provide them

Reviewed on Mar 30, 2026

The village

The village

4 out of 5
Near Westside
Save 100% on your flight
Price was $1,046, price is now $730 per person
$730
per person
Jun 24 - Jun 28
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
8/10 Very Good! (46 reviews)
Would definitely stay again!

Reviewed on Mar 6, 2026

The Alexander

The Alexander

4 out of 5
Downtown Indianapolis
Price was $703, price is now $554 per person
$554
per person
May 15 - May 18
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
8.8/10 Excellent! (1,006 reviews)
Elevator stopped working and something was under construction. Everything else was good tho 👍

Reviewed on Mar 18, 2026

The Landing Apartments Indianapolis

The Landing Apartments Indianapolis

4 out of 5
Price was $826, price is now $659 per person
$659
per person
Jul 1 - Jul 5
found 4 hours ago
Roundtrip non-stop flight included
New York (NYC) to Indianapolis (IND)
8.8/10 Excellent! (40 reviews)
Highly recommended stay, I stayed for 1 month long for school safe quiet and clean. Full laundry room inside room very convenient large apartments. Communication with management was great. There are no elevators and I was on the 3rd floor but I am active does not bother me. Just keep that in mind if you cant climb stairs. Great place ! High recommended!

Reviewed on Nov 24, 2025

Hampton Inn Indianapolis Downtown IUPUI

Hampton Inn Indianapolis Downtown IUPUI

2.5 out of 5
Downtown Indianapolis
Price was $1,090, price is now $875 per person
$875
per person
Jun 24 - Jun 28
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
8.8/10 Excellent! (850 reviews)
I booked a room with a refrigerator and microwave and got a refrigerator that was lukewarm and no microwave. When i asked the desk, they said there are no microwaves in the Hampton side - I told him i had a confirmation that said refrigerator and microwave and he said it was the tiny microwave in the lobby. The pool was murky and dirty despite being full of chlorine. My deadbolt didn't work and I didn't feel like bothering them again. Parking valet was great! We left after only one night.

Reviewed on Apr 1, 2026

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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
$169 nightly
The price is $198 total per night from Apr 12 to Apr 13
$198 total
Apr 12 - Apr 13
Total with taxes and fees
9.8/10 Exceptional! (1,857 reviews)
Great hotel, great rooms...fitness center is weak

Reviewed on Apr 8, 2026

Ironworks Hotel Indy
Sonesta Select Indianapolis Carmel

Sonesta Select Indianapolis Carmel

3 out of 5
37 W 103rd Street Indianapolis IN
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Apr 27 to Apr 28
$96 total
Apr 27 - Apr 28
Total with taxes and fees
7.8/10 Good! (1,154 reviews)
Clean and quiet.

Reviewed on Apr 9, 2026

Sonesta Select Indianapolis Carmel
Omni Severin Hotel

Omni Severin Hotel

4 out of 5
40 West Jackson Place Indianapolis IN
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $198 total per night from Apr 12 to Apr 13
$198 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (911 reviews)
Room was fine, but a little run down. Water stain on the lower part of our drapes and a few broken or damaged pieces of furniture in the room. The biggest let down however was the closed pool due to rebalancing of chemicals with no notice. We only live a couple hours away so the pool was part of ...

Reviewed on Apr 6, 2026

Omni Severin Hotel
See all 2,202 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.

Find the Best Pittsboro Vacation Packages

Pittsboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Indianapolis Intl. Airport (IND)
Population
3,200
Top Sights
Eagle Creek Park, Splash Island and STAR Bank Performing Arts Center

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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 $295 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.