Whispering Pines Vacation Packages

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Your Whispering Pines Vacation

With all your travel needs organized before you set off, our Whispering Pines vacation packages mean you can simply focus on having fun! One place to base yourself in this exciting city is Downtown Southern Pines, which is great for cafes and shopping. Sandhills Horticultural Gardens and Little River Golf Club are among the key attractions to explore during a trip to Whispering Pines. Don't put off visiting this city any longer. Your dream Whispering Pines vacation is just a few clicks away with Expedia.

Top Whispering Pines Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Durham

Millennium Hotel Durham

3 out of 5
Price was CA $1,571, price is now CA $1,353 per person
CA $1,353
per person
Sep 4 - Sep 11
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
7.4/10 Good! (1,011 reviews)
Park in the front! There’s been a break in of vehicles in the area lately. Our car was broken into but the staff went above the call of duty. Nowwwww, the police dept, don’t ask!!! The staff was amazing and even gave us rides to and from to help us! A+ Service!!!

Reviewed on Jul 3, 2026

Landing Modern 1bd, Gym, Yoga Studio

Landing Modern 1bd, Gym, Yoga Studio

3 out of 5
Price was CA $2,572, price is now CA $2,084 per person
CA $2,084
per person
Sep 4 - Sep 11
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
No reviews

Landing Apartments - Chapel Hill, NC

Landing Apartments - Chapel Hill, NC

3.5 out of 5
Price was CA $1,931, price is now CA $1,613 per person
CA $1,613
per person
Sep 4 - Sep 11
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
9.8/10 Exceptional! (9 reviews)
There is no one onsite to help with any issues. Their response was someone will get back to you with 1-3 days which clearly isn’t helpful.

Reviewed on Jul 3, 2026

Aloft by Marriott Durham Downtown

Aloft by Marriott Durham Downtown

3 out of 5
Downtown Durham
Price was CA $2,219, price is now CA $1,893 per person
CA $1,893
per person
Sep 4 - Sep 11
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
9/10 Wonderful! (762 reviews)
Our room did not receive housekeeping services during our stay. We had to request more linens due to this and they were never brought to us. Luckily, we found a housekeeper in the hallway and got the towels and washcloths that we needed.

Reviewed on Jul 2, 2026

Durham Marriott City Center

Durham Marriott City Center

3.5 out of 5
Downtown Durham
Price was CA $1,782, price is now CA $1,554 per person
CA $1,554
per person
Sep 4 - Sep 11
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
8.8/10 Excellent! (861 reviews)
Very centrally located to many attractions and wonderful restaurants.

Reviewed on Jul 2, 2026

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Whispering Pines Hotel Deals

Springhill Suites By Marriott Pinehurst Southern Pines

Springhill Suites By Marriott Pinehurst Southern Pines

3 out of 5
10024 US Highway 15/501 Pinehurst NC
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 8 to Jul 9
CA $180
CA $203 total
Jul 8 - Jul 9
includes taxes & fees
9.2/10 Wonderful! (164 reviews)
"."

Reviewed on Jun 28, 2026

Springhill Suites By Marriott Pinehurst Southern Pines
Carolina Pine Inn

Carolina Pine Inn

2 out of 5
175 Persimmon Drive Pinebluff NC
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 5 to Jul 6
CA $122
CA $141 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (536 reviews)
"Great safe place! This was a very nice surprise to find!"

Reviewed on Jul 3, 2026

Carolina Pine Inn
SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

2.5 out of 5
1675 Us Highway 1 S Southern Pines NC
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Jul 12 to Jul 13
CA $103
CA $116 total
Jul 12 - Jul 13
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"Room was fine, breakfast selection not so good. Yogurt tasted old I tossed. How about some bananas, fresh fruit, etc."

Reviewed on Jul 1, 2026

SureStay Plus Hotel by Best Western Southern Pines Pinehurst
See all 790 properties in Whispering Pines
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.
All Inclusive Vacations
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Stay near popular Whispering Pines attractions

Country Club of Whispering Pines

Enjoy a round of golf in Whispering Pines at Country Club of Whispering Pines.
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Frequently asked questions

How much does a Whispering Pines vacation package cost?
Offering great value package deals from CA $1,353 on Expedia, you'll be pleasantly surprised at how much a vacation to Whispering Pines costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Whispering Pines?
You can usually find lower prices and greater availability in January, February and November. Take a look at our cheap Whispering Pines vacation packages and you could score some great off-season deals.
How many days is enough for Whispering Pines?
With a well-organized itinerary, you can easily hit the top Whispering Pines attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Whispering Pines vacation for longer.
How to find the best Whispering Pines package deals?
Begin your search for a Whispering Pines package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Whispering Pines package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Whispering Pines adventure underway.
Is it cheaper to book a Whispering Pines vacation as a package?
You can enjoy significant savings on your next Whispering Pines getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Whispering Pines?
If you have your Whispering Pines travel dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Whispering Pines?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to vacation in Whispering Pines.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that could crop up during your trip to Whispering Pines.
  3. Work out your trip length: Consider how much time you want to spend exploring Whispering Pines. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Whispering Pines vacation package that brings all your bookings together.

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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.