Pittsboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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
per person
Aug 29 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
7.4/10 Good! (1,001 reviews)
Always love LaQuinta!

Reviewed on Jul. 12, 2025

Ready to book your vacation to Pittsboro?

 

Choose your dates

Pittsboro Hotel Deals

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 $150 per night from Aug 11 to Aug 12
CA $150
CA $175 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (1,249 reviews)
Enjoyable weekend stay
"The check in with Jeremy was smooth. Once in the room there is a card to let you know housekeeping will be every other day unless requested otherwise which is nice for those of us who don’t need the sheets and towels switched every day. My room had a fridge and microwave (yay). Only down side was ..."

Reviewed on Jul. 7, 2025

Wyndham Indianapolis Airport
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 $245 per night from Jul 13 to Jul 14
CA $245
CA $287 total
Jul 13 - Jul 14
includes taxes & fees
9.6/10 Exceptional! (1,499 reviews)
My Stay 7/8-7/9
"We ended up getting a free upgrade to the terrace suite. Best hotel experience I’ve had. Room was clean, beautiful view, nice outdoor seating area. Will be coming back in the future."

Reviewed on Jul. 9, 2025

Ironworks Hotel Indy
Sheraton Indianapolis Hotel at Keystone Crossing
Sheraton Indianapolis Hotel at Keystone Crossing
4 out of 5
8787 Keystone Crossing, Indianapolis, IN
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 13 to Jul 14
CA $151
CA $176 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,264 reviews)
"Would stay again"

Reviewed on Jul. 9, 2025

Sheraton Indianapolis Hotel at Keystone Crossing
See all 2,009 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Pittsboro vacation package cost?
You'll find cheap prices from CA $593 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.