Pittsboro Vacations from $245

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Your Pittsboro Vacation

The lively city of Pittsboro is calling. Immerse yourself in everything it has to offer with a Pittsboro vacation package that's tailored to you. Carolina Tiger Rescue, The Joyful Jewel and Starrlight Mead are just some of the many attractions worth checking out during your trip to Pittsboro. A few quick clicks is all it takes to build a tailored Pittsboro vacation on Expedia.

The Latest Pittsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Raleigh/Cary

Homewood Suites by Hilton Raleigh/Cary

3 out of 5
Price was $346, price is now $245 per person
$245
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
8.6/10 Excellent! (934 reviews)
All of the above and the desk clerk, Mel, went above and beyond to help! I appreciate the welcoming atmosphere as well.

Reviewed on Nov 24, 2025

Hilton Garden Inn Raleigh /Crabtree Valley

Hilton Garden Inn Raleigh /Crabtree Valley

3.5 out of 5
North Hills
Price was $434, price is now $327 per person
$327
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9.2/10 Wonderful! (1,001 reviews)
Very courteous staff

Reviewed on Dec 4, 2025

Hilton Garden Inn Raleigh-Durham Airport

Hilton Garden Inn Raleigh-Durham Airport

3 out of 5
Price was $458, price is now $347 per person
$347
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
8.2/10 Very Good! (1,009 reviews)
I was very please with everything about the stay. It's not east to find a decent hotel nowadays.

Reviewed on Dec 4, 2025

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

3 out of 5
Northeast Raleigh
Price was $522, price is now $396 per person
$396
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
9/10 Wonderful! (1,084 reviews)
Clean room and friendly staff

Reviewed on Dec 4, 2025

Hampton Inn & Suites Raleigh Midtown

Hampton Inn & Suites Raleigh Midtown

2.5 out of 5
North Hills
Price was $461, price is now $352 per person
$352
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9.6/10 Exceptional! (717 reviews)
Beautiful decor, spacious, clean and welcoming. The receptionist was very personable and polite. A welcoming message on the TV personalized with my name was very nice. The entire experience made me feel welcomed.

Reviewed on Nov 27, 2025

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Discover the most popular places to visit in Pittsboro

McIntyre's Fine Books and Bookends

Enjoy a stop at McIntyre's Fine Books and Bookends, an entertaining place to visit in Fearrington. Attend a sporting event or simply visit the area's stunning cathedral.

McIntyre's Fine Books and Bookends

The Joyful Jewel

You can study the exhibits at The Joyful Jewel, a museum with a story of its own, during your trip to Pittsboro. Amble around the area's lakeside or experience its entertainment venues.

The Joyful Jewel

Cooper Mays Pottery

You can spend time studying the exhibits at Cooper Mays Pottery during your travels in Pittsboro. Make time to visit the area's stunning cathedral, or simply enjoy its top-notch restaurants.

Cooper Mays Pottery

Pittsboro Hotel Deals

Sonesta Select Raleigh Durham Airport Morrisville

Sonesta Select Raleigh Durham Airport Morrisville

3 out of 5
2001 Hospitality Ct Morrisville NC
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $114 total per night from Jan 1 to Jan 2
$114 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.6/10 Excellent! (1,646 reviews)
It was great

Reviewed on Nov 30, 2025

Sonesta Select Raleigh Durham Airport Morrisville
Country Inn & Suites by Radisson, Raleigh-Durham Airport, NC

Country Inn & Suites by Radisson, Raleigh-Durham Airport, NC

3 out of 5
201 Airgate Dr Morrisville NC
Fully refundable
$93 nightly
The price is $105 total per night from Dec 28 to Dec 29
$105 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (1,790 reviews)
The room was spotless. It was big. It was a place where I wanted to spend my time, not something you feel about a hotel room every day. The layout, the furniture, the TVs, the bathroom, everything was just right.

Reviewed on Nov 28, 2025

Country Inn & Suites by Radisson, Raleigh-Durham Airport, NC
The Umstead Hotel and Spa

The Umstead Hotel and Spa

5 out of 5
100 Woodland Pond Dr Cary NC
Fully refundableReserve now, pay when you stay
$389 nightly
The price is $441 total per night from Dec 15 to Dec 16
$441 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (709 reviews)
Everything other than dinner in room. Hamburger was way over done, couldn't eat it

Reviewed on Nov 28, 2025

The Umstead Hotel and Spa
See all 1,794 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
Raleigh - Durham Intl. Airport (RDU)
Population
4,200
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Carolina Tiger Rescue, Starrlight Mead and SilkHope Winery

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Frequently asked questions

How much does a Pittsboro vacation package cost?
You can pick up a vacation package to this destination from $245 on Expedia. But how much your vacation to Pittsboro costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Pittsboro?
May, September and December are great times to look for cheap Pittsboro vacation packages. Choosing to travel in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for Pittsboro?
With a well-organized itinerary, you can easily visit the main Pittsboro attractions in a handful of days. But if you'd like to venture off the beaten track or take day trips, consider 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 preferred trip 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 discover offers that come with big savings. If you don't find the perfect Pittsboro package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pittsboro escape off to a flying start.
Is it cheaper to book a Pittsboro vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can tailor your Pittsboro getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Pittsboro?
If you've got your Pittsboro travel dates finalized, book as early as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Pittsboro?

  1. Choose your travel dates: The things you'd like to do in Pittsboro and your favorite season will help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the biggest expense during your trip to Pittsboro.
  3. Explore Pittsboro using Expedia's trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Pittsboro. You can also save your favorite locations, collaborate with family and friends and organize your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Pittsboro, you can figure out the ideal length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  5. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the ideal Pittsboro vacation package for you.
  6. Add on excursions and experiences: Take a look at our dedicated travel guide to find some fun things to do in Pittsboro. Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Pittsboro vacation packages?
Set off on your dream trip to Pittsboro with help from our Book Now, Pay Later vacations. There's no need to save up or wait until payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals before they disappear.

Explore a world of travel with Expedia

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