Whispering Pines Vacations from $413

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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.

The Latest Whispering Pines vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Wilson I-95

Comfort Suites Wilson I-95

2.5 out of 5
Price was $530, price is now $413 per person
$413
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Raleigh (RDU)
8/10 Very Good! (1,068 reviews)
My family and I had a great night over there. Very confy bed and very nice breakfast buffet. 👌😎

Reviewed on Jul 11, 2026

Landing Modern 1bd, Gym, Yoga Studio

Landing Modern 1bd, Gym, Yoga Studio

3 out of 5
Price was $874, price is now $658 per person
$658
per person
Sep 19 - Sep 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
No reviews

Landing Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Price was $777, price is now $599 per person
$599
per person
Sep 19 - Sep 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
No reviews

Days Inn by Wyndham Raleigh Midtown

Days Inn by Wyndham Raleigh Midtown

2 out of 5
North Hills
Price was $526, price is now $417 per person
$417
per person
Sep 29 - Oct 5
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
8/10 Very Good! (1,009 reviews)
The room was very clean, and comfortable.

Reviewed on Jul 9, 2026

Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
East Raleigh
Price was $654, price is now $530 per person
$530
per person
Sep 21 - Sep 25
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
10/10 Exceptional! (1 review)
Great stay & super comfortable bed!

Reviewed on Jun 5, 2026

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Stay near popular Whispering Pines attractions

Country Club of Whispering Pines

This exclusive golf retreat features two championship courses designed by Ellis Maples amid towering pines and scenic lakes. Book a morning tee time in spring or fall to experience the meticulously maintained fairways.
See properties

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
$122 nightly
The price is $138 total per night from Aug 6 to Aug 7
$138 total
Aug 6 - Aug 7
Total with taxes and fees
9.2/10 Wonderful! (169 reviews)
"We didn’t get workable keys for the first 24 years. My door was jammed and my tv turned on at 4 am"

Reviewed on Jul 9, 2026

Springhill Suites By Marriott Pinehurst Southern Pines
Carolina Pine Inn

Carolina Pine Inn

2 out of 5
175 Persimmon Drive Pinebluff NC
Fully refundable
$93 nightly
The price is $104 total per night from Aug 3 to Aug 4
$104 total
Aug 3 - Aug 4
Total with taxes and fees
8.8/10 Excellent! (538 reviews)
"Great stay! Rooms are nice and you can tell a lot of thought has been put into them. The key card can be a little frustrating but not a deterrent. Staying again. Good for a night shift worker, able to sleep during the day"

Reviewed on Jul 12, 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
$76 nightly
The price is $86 total per night from Jul 20 to Jul 21
$86 total
Jul 20 - Jul 21
Total with taxes and fees
7.6/10 Good! (1,003 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 788 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.

Find the Best Whispering Pines Vacation Packages

Whispering Pines Essential Information

Language
English
Currency
U.S dollars
Population
3,100
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Little River Golf Club and Sandhills Horticultural Gardens

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Frequently asked questions

How much does a Whispering Pines vacation package cost?
Offering excellent value package deals from $413 on Expedia, you'll be surprised at how little a vacation to Whispering Pines costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Whispering Pines?
January, September and December are great times to look for cheap Whispering Pines vacation packages. Opting to travel in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Whispering Pines?
Generally, a handful of days is enough to check out the top attractions during your Whispering Pines vacation. But if you want to have some time to chill out or take day tours, think about extending your itinerary.
How to find the best Whispering Pines package deals?
Use Expedia's filters to find some terrific Whispering Pines package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Whispering Pines package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Whispering Pines vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can personalize your Whispering Pines getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Whispering Pines?
If you're considering a spontaneous Whispering Pines vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Whispering Pines vacation packages?
Your Whispering Pines break is meant to be an escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.