Pittsboro Vacation Packages

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Top Pittsboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Indianapolis South

La Quinta Inn & Suites by Wyndham Indianapolis South

3 out of 5
Price was CA $1,068, price is now CA $878 per person
CA $878
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
7.4/10 Good! (1,001 reviews)
I love they have an area for pets to potty and walk they provided bags for clean up. Pool was unfortunately closed due to being cloudy and a bit windy understandable. My children were very comfortable and excited at how roomy it was everything well placed . Would definitely reccomend and go again. Breakfast was approved by the family very enjoyable stay.

Reviewed on Aug. 22, 2025

The Landing Apartments Indianapolis

The Landing Apartments Indianapolis

4 out of 5
Price was CA $1,408, price is now CA $1,071 per person
CA $1,071
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9/10 Wonderful! (32 reviews)
Communic communication about how to get into the apartment was not clear.

Reviewed on Aug. 21, 2025

Grant Street Inn

Grant Street Inn

3.5 out of 5
Old Northeast Downtown
Price was CA $1,361, price is now CA $1,087 per person
CA $1,087
per person
Oct 10 - Oct 13
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
9.4/10 Exceptional! (1,005 reviews)
This was our first time staying at the Grant Inn and couldn’t have been happier with our stay. The staff was super friendly and the homemade daily breakfast was delicious!! Super easy to walk to restaurants and the IU campus! We would definitely stay again!

Reviewed on Aug. 24, 2025

Huge Manor w Indoor Hot Tub and Pool Table

Huge Manor w Indoor Hot Tub and Pool Table

2 out of 5
Price was CA $3,203, price is now CA $2,645 per person
CA $2,645
per person
Oct 10 - Oct 13
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
No reviews
Fall Festivities - 4BR Home by IU Stadium Bloomington Bliss

Fall Festivities - 4BR Home by IU Stadium Bloomington Bliss

2 out of 5
Prospect Hill
Price was CA $3,151, price is now CA $2,607 per person
CA $2,607
per person
Oct 10 - Oct 13
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
No reviews

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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
The price is CA $240 per night from Sep 1 to Sep 2
CA $240
CA $281 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (1,581 reviews)
Relaxing Staycation!
"An amazing stay. The hotel is quite, conviently located. The "moodiness" of the rooms make them very relaxing. I love the industrial theme. There were a couple of minor cleaniness issues with hair on the bathroom vanity top and inside the coffee mugs. Parking a little tight on Friday during peek ..."

Reviewed on Aug. 24, 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
The price is CA $152 per night from Sep 7 to Sep 8
CA $152
CA $177 total
Sep 7 - Sep 8
includes taxes & fees
Wyndham Indianapolis Airport
Courtyard by Marriott Indianapolis Downtown

Courtyard by Marriott Indianapolis Downtown

3 out of 5
601 West Washington Street, Indianapolis, IN
The price is CA $190 per night from Aug 29 to Aug 30
CA $190
CA $224 total
Aug 29 - Aug 30
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
It was a lovely experience!
"The stay here was a pleasure. The staff, without exception, was friendly and helpful. The room and entire property was spotless! Velocity Sports Bar food was delicious and their staff was fantastic. Everwise Amphitheater is a short walk across the street."

Reviewed on Aug. 24, 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'll find cheap prices from CA $878 on Expedia for your Pittsboro escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Pittsboro costs.
What are the cheapest months to go to Pittsboro?
To pick up cheap Pittsboro vacation packages, plan your getaway outside of peak periods such as public holidays. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Pittsboro?
With a well-planned schedule, you can easily hit the main Pittsboro attractions in a handful of days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Pittsboro vacation for longer.
How to find the best Pittsboro package deals?
Start your search for a Pittsboro package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Pittsboro package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pittsboro adventure underway.
Is it cheaper to book a Pittsboro vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a customized Pittsboro vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pittsboro?
If you're considering an impromptu Pittsboro getaway, 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 find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Pittsboro?

  1. Choose your dates: The things you plan to do in Pittsboro and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: As well as the price of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Pittsboro.
  3. Decide your trip length: Think about how much time you want to spend exploring Pittsboro. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the right Pittsboro vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.