Pinehurst Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Pinehurst Vacation
When you choose a Pinehurst vacation package, it's all about enjoying your adventure to the fullest. Delve into the best parts of this fun-filled city knowing that all your travel needs have been worked out in advance. Make your trip to Pinehurst even more fun by including some sightseeing. High Meadow Ranch Golf Club, Spring Creek Park and Lake Windcrest Golf Club are among the popular attractions you'll want to explore. Check out Expedia's wide range of travel options and start organizing your perfect vacation to Pinehurst today.
Top Pinehurst Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Experience a First Class Stay - 2 BDRM
CA $992
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Houston (IAH)
8/10 Very good! (5 reviews)
This people have water that smells like poop. Sewage water is what they use for water. Remnants of trash, sticky nastiness in drawers, air vents falling off ceilings. Random kids belts found? Candy stuck to floor? Trash wasn’t even taken out. Mind you I have kids that found these things as well.
Oh and don’t even try and ask for them to refund you for their disgusting rental. They will give you the run around and then IGNORE YOU. Awful establishment and these people NEED TO BE SHUTDOWN.
Reviewed on Mar 11, 2022
Omni Houston Hotel
Greater Uptown
CA $1,673
per person
Nov 2 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Houston (IAH)
9.2/10 Wonderful! (1,006 reviews)
The property was great. Its really clean, it has a nice pool, a café, a bar, whiskey lounge, spa and a club. It has just about everything for a great stay or a getaway.
Reviewed on Aug 10, 2026
Holiday Inn Club Vacations Galveston Seaside Resort by IHG
West End
CA $1,040
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Houston (IAH)
8.8/10 Excellent! (904 reviews)
Q hay publicidades engañosa en esta app por q no es lo q se ve en la foto cuando uno llega te ponen en el
Otro lado
Reviewed on Aug 6, 2026
Ready to book your vacation to Pinehurst?
Pinehurst Hotel Deals
The Woodlands Resort, Curio Collection by Hilton
2301 North Millbend Drive The Woodlands TX
Fully refundableReserve now, pay when you stay
CA $221
CA $323 total
Aug 19 - Aug 20
includes taxes & fees
9/10 Wonderful! (1,099 reviews)
"Nice place but for the price point you would expect t more."
Reviewed on Aug 11, 2026
Kozy Houston North
NEQ of Westfield Place & Wagon Point Dri Houston TX
CA $44
CA $69 total
Sep 9 - Sep 10
includes taxes & fees
Margaritaville Lake Resort, Lake Conroe/Houston
600 Margaritaville Parkway Montgomery TX
Fully refundableReserve now, pay when you stay
CA $201
CA $305 total
Aug 12 - Aug 13
includes taxes & fees
8.2/10 Very good! (1,110 reviews)
"We changed our reservation to Margaritaville last minute after a terrible experience with a different resort in the Woodlands. From the moment we arrived, the staff was kind, helpful and went the extra mile to turn our weekend around. Rooms were very spacious and clean. Kids had fun in the water ..."
Reviewed on Aug 11, 2026
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 vacation package cost?
You can grab a vacation package to this popular destination from CA $788 on Expedia. But how much your vacation to Pinehurst costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pinehurst?
If you'd like to snag a cheap Pinehurst vacation package, consider planning a trip in January, February and November. You'll usually find lower rates on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Pinehurst?
For a Pinehurst vacation, a few days will be enough to tour all the highlights. Be sure to visit Lake Windcrest Golf Club — it's one of the main sights in this destination. If you want more activities, think about basing yourself here and venturing off on some trips from Pinehurst.
How to find the best Pinehurst package deals?
Use Expedia's handy filters to find some fabulous Pinehurst package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Pinehurst package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Pinehurst vacation as a package?
You can enjoy significant savings on your Pinehurst escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pinehurst?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Pinehurst adventure.
How to plan a trip to Pinehurst?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Pinehurst.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to airfares and activities. Your hotel will likely be the largest expense during your trip to Pinehurst.
- Decide how long to go for: Now that you know more about Pinehurst, you can figure out the perfect length of your vacation. Create a rough plan and give yourself enough time for all the things you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Pinehurst vacation package.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
