Pinecrest Vacation Packages

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Your Pinecrest Vacation

Our vacation packages to Pinecrest let you customize your own adventure. Tailor your journey to your style and interests and make every moment count in this exciting city. Make your trip to Pinecrest even more fun by going sightseeing. Richard Childress Vineyards, The Candy Factory and Lexington Golf Club are some of the most popular attractions worth exploring. Your ultimate Pinecrest vacation is just clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Top Pinecrest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott High Point/Archdale

Fairfield Inn & Suites by Marriott High Point/Archdale

2.5 out of 5
Price was CA $1,226, price is now CA $1,070 per person
CA $1,070
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9/10 Wonderful! (744 reviews)
I was placed in a handicap room and I did not request that. The room had an odor and I informed housekeeper and she responded quickly and brought me some air freshener. The room was clean.

Reviewed on Aug. 10, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was CA $4,035, price is now CA $1,144 per person
CA $1,144
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
10/10 Exceptional! (102 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.

Reviewed on Aug. 15, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $1,660, price is now CA $1,296 per person
CA $1,296
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9.8/10 Exceptional! (685 reviews)
The design of the hotel and the special events like Jazz night and Tea in the afternoon were a delight.

Reviewed on Jul. 21, 2025

The Inn at Elon

The Inn at Elon

3.5 out of 5
Price was CA $1,332, price is now CA $1,101 per person
CA $1,101
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9.6/10 Exceptional! (579 reviews)
Beautiful property right on Elon campus. Very clean and room was spacious.

Reviewed on Aug. 9, 2025

Proximity Hotel

Proximity Hotel

4 out of 5
Price was CA $1,740, price is now CA $1,467 per person
CA $1,467
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9.6/10 Exceptional! (832 reviews)
Absolutely beautiful

Reviewed on Aug. 18, 2025

Ready to book your vacation to Pinecrest?

 

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Discover the most popular places to visit in Pinecrest

Boone's Cave Park

Boone's Cave Park

Explore the great outdoors at Boone's Cave Park, a lovely green space in Lexington. While in this family-friendly area, you can savor the wineries and restaurants.

Boone's Cave Park

Richard Childress Vineyards

You can enjoy a tasting or tour at Richard Childress Vineyards during your travels to Lexington. Stroll along this family-friendly area's lakeside, or simply enjoy its wineries.

Richard Childress Vineyards

Frequently asked questions

How much does a Pinecrest vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,070 on Expedia. However, how much your vacation to Pinecrest costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pinecrest?
If you're hoping to book a cheap Pinecrest vacation package, consider planning a trip in January, February and March. You'll typically find better rates on accommodations and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Pinecrest?
For a Pinecrest vacation, a few days will be enough to explore the top spots. Be sure to stop by Lexington Golf Club — it's one of the main sights in this destination. If you're looking for more adventure, consider basing yourself here and setting off on some day tours from Pinecrest.
How to find the best Pinecrest package deals?
Bagging a cheap Pinecrest package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Pinecrest package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Pinecrest 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 enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Pinecrest vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Pinecrest?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Pinecrest adventure.
How to plan a trip to Pinecrest?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to vacation in Pinecrest.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Pinecrest. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide how long to go for: Now that you know more about Pinecrest, you can figure out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Pinecrest 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.