Pinehurst Vacation Packages

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

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

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Top Holiday Package Deals in Pinehurst

Price found within the past 48 hours. Click for updated prices.
Knights Inn Port Charlotte

Knights Inn Port Charlotte

2 out of 5
Price was CA $1,128, price is now CA $1,128 per person
CA $1,128
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Gorda Airport (PGD)
5.8/10 (425 reviews)
Neat clean and friendly helpful staff

Reviewed on Jan 25, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was CA $2,057, price is now CA $1,240 per person
CA $1,240
per person
Apr 25 - May 2
found 14 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,612 reviews)
The room and amenities were beautifully furnished, the bar (male) tender in Cracked was fantastic and the woman in the main area was rude. Overall it was a great visit and we look forward to our next visit.

Reviewed on Feb 7, 2026

Where to stay in Pinehurst

Find the best Pinehurst areas and neighborhoods for the activities you enjoy most. Learn more about Pinehurst
A large alligator, lying to the left, right side visible, sprawled out in the green grass next to Lake Apopka, its front leg back and its hind leg stretched all the way out.

Oakland Hills

When in Oakland Hills, you can plan a visit to Don Pedro Island Beach and Stump Pass Beach State Park, some noteworthy sights in the nearby area.

Find hotels in Oakland Hills

Pinehurst Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Mar 3 to Mar 4
CA $246
CA $344 total
Mar 3 - Mar 4
includes taxes & fees
9.2/10 Wonderful! (1,799 reviews)
The staff and the amenities were great - the fitness room was spectacular, the choices for food in food hall were also wonderful. My only issue was that they do not tell you up front when you book about some of the fees, including $100 per night for our 12 pound dog without even the dog parks advertised ...

Reviewed on Feb 2, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is CA $393 per night from Feb 8 to Feb 9
CA $393
CA $440 total
Feb 8 - Feb 9
includes taxes & fees
9.6/10 Exceptional! (1,094 reviews)
Awesome place to stay

Reviewed on Feb 7, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
812 Kings Hwy Port Charlotte FL
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Feb 8 to Feb 9
CA $199
CA $223 total
Feb 8 - Feb 9
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Very clean, great staff and they put on acwonderful breakfast

Reviewed on Feb 4, 2026

Comfort Inn & Suites
See all 6,252 properties in Pinehurst
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 Pinehurst vacation package cost?
Starting from an incredible CA $1,128, you can build your own Pinehurst package the way you want. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Pinehurst?
Our Pinehurst vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including activities) into a budget-friendly package. But great bargains are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotels across the globe to pick from. Whatever your budget or style, there's a vacation package here just for you.
What are the top hotels in Pinehurst?
Private Oasis With Heated Pool and Newly Renovated Villa On Pinemoor Golf Course are a couple of the most sought-after properties in Pinehurst. Why not check out the facilities and rates at each and then make a decision?
How far in advance should I book my Pinehurst vacation?
To bag discount prices, book early. Airlines typically release flights, along with some of the lowest fares, nearly 12 months in advance. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Pinehurst, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Pinehurst travel package include?
It depends on what type of getaway you have in mind. Pinehurst travel deals can include hotels, car rentals and flights. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to get even bigger discounts.
Can I choose my airline with a Pinehurst Expedia vacation package?
Yes, you're in charge. We offer more than 550 partner airlines throughout the world, so you can customize your Pinehurst adventure according to your style and budget.
If I'm not able to travel, can I cancel my Pinehurst vacation package?
If your travel plans in Pinehurst have been upended, it's comforting to know that you can amend or cancel your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.