Pinehurst Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Where to stay in Pinehurst

Find the best Pinehurst areas and neighborhoods for the activities you enjoy most. Learn more about Pinehurst
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Oakland Hills

Though Oakland Hills may not have many top sights, you can venture to the surrounding area to see attractions like Don Pedro Island Beach and Stump Pass Beach State Park.

Find hotels in Oakland Hills

Top hotels in Pinehurst

Days Inn by Wyndham Port Charlotte/Punta Gorda
Days Inn by Wyndham Port Charlotte/Punta Gorda
3 out of 5
1941 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 5 Dec to 6 Dec
S$128
includes taxes & fees
5 Dec - 6 Dec
7.6/10 Good! (999 reviews)
"Facility was clean and well maintained, staff was helpful, pleasant and courteous."

Reviewed on 18 Nov,2024

Days Inn by Wyndham Port Charlotte/Punta Gorda
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is S$286 per night from 1 Dec to 2 Dec
S$286
includes taxes & fees
1 Dec - 2 Dec
9.2/10 Wonderful! (622 reviews)
"Not much to say. Wish we could have parked out car ourselves and didn’t have to use valet everytime. Also the parking fee nightly was insane. $25 for self park and $32 for valet which we had to do."

Reviewed on 19 Nov,2024

Sunseeker Resort Charlotte Harbor
Country Inn & Suites by Radisson, Port Charlotte, FL
Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
The price is S$118 per night from 5 Dec to 6 Dec
S$118
includes taxes & fees
5 Dec - 6 Dec
7.6/10 Good! (1,008 reviews)
"It was nice but the room needed some repairs. Toilet knob was broken and room needed some cosmetic repair."

Reviewed on 17 Nov,2024

Country Inn & Suites by Radisson, Port Charlotte, FL
See all 5,220 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.

Frequently asked questions

How much does a Pinehurst holiday package cost?
Starting from an incredible , 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 holiday packages promise plenty of savings for the savvy traveller. 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 holiday 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 holiday?
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 holiday 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.