Pittsboro Vacations from $362

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The Latest Pittsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Indianapolis Downtown

SpringHill Suites by Marriott Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $525, price is now $362 per person
$362
per person
Jan 29 - Feb 1
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9/10 Wonderful! (1,002 reviews)
Room was very spacious and clean.

Reviewed on Dec 5, 2025

Fairfield Inn & Suites by Marriott Indianapolis Downtown

Fairfield Inn & Suites by Marriott Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $525, price is now $362 per person
$362
per person
Jan 29 - Feb 1
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9.2/10 Wonderful! (1,004 reviews)
The staff was very helpful and friendly. The room was clean.

Reviewed on Dec 3, 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $1,292, price is now $898 per person
$898
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9.8/10 Exceptional! (1,664 reviews)
Front fest personnel were extremely helpful as were the men at front door helping with our Uber ride Room was very clean and comfortt

Reviewed on Dec 11, 2025

Embassy Suites by Hilton Indianapolis Downtown

Embassy Suites by Hilton Indianapolis Downtown

3.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $2,246, price is now $1,613 per person
$1,613
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
8.4/10 Very Good! (1,003 reviews)
Convenient for downtown activities. Very clean, spacious. Staff was very polite and accommodating.

Reviewed on Dec 12, 2025

Conrad Indianapolis

Conrad Indianapolis

5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $595, price is now $435 per person
$435
per person
Jan 29 - Feb 1
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9.2/10 Wonderful! (1,001 reviews)
Front desk and capitol restaurant staff were very friendly, also surprised my wife and I with a cheesecake, a rose and glass of champagne for our 34th wedding anniversary.

Reviewed on Dec 5, 2025

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Pittsboro Hotel Deals

Sheraton Indianapolis City Centre Hotel

Sheraton Indianapolis City Centre Hotel

4 out of 5
31 W Ohio St Indianapolis IN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Dec 18 to Dec 19
$109 total
Dec 18 - Dec 19
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
Room was fantastic and the staff were very helpful and friendly!

Reviewed on Dec 8, 2025

Sheraton Indianapolis City Centre Hotel
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 Dec 14 to Dec 15
$210 total
Dec 14 - Dec 15
Total with taxes and fees
9.6/10 Exceptional! (1,724 reviews)
Everything’s always wonderful on our visits

Reviewed on Dec 11, 2025

Ironworks Hotel Indy
Courtyard by Marriott Indianapolis Downtown

Courtyard by Marriott Indianapolis Downtown

3 out of 5
601 West Washington Street Indianapolis IN
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $149 total per night from Dec 14 to Dec 15
$149 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Your staff was polite and professional.

Reviewed on Dec 9, 2025

Courtyard by Marriott Indianapolis Downtown
See all 2,149 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 $362 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.