Southern Pines Vacation Packages

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Your Southern Pines Vacation

There's no better way to escape than with one of our vacation packages to Southern Pines. The laid-back lifestyle and spectacular views are among the many compelling reasons you'll want to visit this interesting city. Pinehurst Resort, Pine Needles Golf Club and Southern Pines Golf Club are just some of the many attractions you'll want to check out during your trip to Southern Pines. Don't delay your visit to this destination any longer. Your perfect Southern Pines vacation is only a few clicks away with Expedia.

Top Southern Pines Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Landing Apartments Durham

Landing Apartments Durham

4 out of 5
Downtown Durham
Price was CA $1,616, price is now CA $1,335 per person
CA $1,335
per person
Aug 26 - Sep 2
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
8.8/10 Excellent! (29 reviews)
The Landing Apartment was great. Perfect location, clean and very walkable to explore the city. Only small thing is I would have liked something in the shower to put your toiletries on. Otherwise it was perfect and the food hall across the street was an amazing bonus. Would definitely stay there again!

Reviewed on May 17, 2026

Landing Modern 1bd, Gym, Yoga Studio

Landing Modern 1bd, Gym, Yoga Studio

3 out of 5
Price was CA $2,592, price is now CA $2,036 per person
CA $2,036
per person
Aug 26 - Sep 2
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
No reviews

Landing Apartments Raleigh - North Hills 

Landing Apartments Raleigh - North Hills 

4 out of 5
North Hills
Price was CA $1,758, price is now CA $1,406 per person
CA $1,406
per person
Aug 19 - Aug 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
10/10 Exceptional! (1 review)

Landing Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Price was CA $2,289, price is now CA $1,835 per person
CA $1,835
per person
Aug 26 - Sep 2
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
No reviews

Aloft by Marriott Durham Downtown

Aloft by Marriott Durham Downtown

3 out of 5
Downtown Durham
Price was CA $2,256, price is now CA $1,847 per person
CA $1,847
per person
Aug 26 - Sep 2
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Raleigh (RDU)
9/10 Wonderful! (764 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

Where to stay in Southern Pines

Find the best Southern Pines areas and neighborhoods for the activities you enjoy most. Learn more about Southern Pines
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Downtown Southern Pines

1 out of top 10 points of interest in this area

When in Downtown Southern Pines, you can plan a visit to Southern Pines Golf Club and Campbell House Galleries, some noteworthy sights in the nearby area.

Find hotels in Downtown Southern Pines

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Southern Pines Hotel Deals

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 $112 per night from Jul 9 to Jul 10
CA $112
CA $127 total
Jul 9 - Jul 10
includes taxes & fees
7.6/10 Good! (1,002 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
Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

2.5 out of 5
155 Partner Cir Southern Pines NC
Fully refundable
The price is CA $185 per night from Aug 8 to Aug 9
CA $185
CA $209 total
Aug 8 - Aug 9
includes taxes & fees
9/10 Wonderful! (954 reviews)
"We stay here over and over and this is the first time we have had any issue. Sadly the pool was closed for almost the entirety of our stay in triple digit heat with small children. Would have been amazing if there was a reciprocal site to be able to drive to another hotel for a pool use. Other than ..."

Reviewed on Jul 6, 2026

Holiday Inn Express Hotel & Suites Southern Pines by IHG
Residence Inn by Marriott Southern Pines/Pinehurst NC

Residence Inn by Marriott Southern Pines/Pinehurst NC

3 out of 5
105 Brucewood Rd Southern Pines NC
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Jul 14 to Jul 15
CA $199
CA $224 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (386 reviews)
"Great little hotel. Very clean & Friendly staff!"

Reviewed on Jul 5, 2026

Residence Inn by Marriott Southern Pines/Pinehurst NC
See all 583 properties in Southern 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.
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Stay near popular Southern Pines attractions

Talamore Golf Resort

Enjoy a round of golf in Southern Pines at Talamore Golf Resort. Check out the shops and top-notch restaurants in this family-friendly area.
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Frequently asked questions

How much does a Southern Pines vacation package cost?
You'll find cheap prices from CA $1,335 on Expedia for your Southern Pines break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Southern Pines costs.
What are the cheapest months to go to Southern Pines?
You can generally find reduced prices and greater availability in November, December and January. Browse our cheap Southern Pines vacation packages and you could score some excellent off-season deals.
How many days is enough for Southern Pines?
With around 2 days, you'll have enough time to visit popular neighbourhoods such as West Southern Pines and Downtown Southern Pines during your Southern Pines vacation. Make sure to also add Talamore Golf Resort and Southern Pines Golf Club to your list of must-sees. In the mood for more adventures? Consider venturing outside of Southern Pines on day trips and tours.
Is it worth booking a vacation package to Southern Pines?
Whether you're looking to explore attractions such as Pine Needles Golf Club and Pinehurst No. 9 on your Southern Pines vacation, or coming for its great fishing, walking trails and golfing, there's something for everyone here. With so many things to do, you'll soon find out why so many people think Southern Pines is a good vacation destination.
How to find the best Southern Pines package deals?
Landing a cheap Southern Pines package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Southern Pines package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Southern Pines vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can personalize your Southern Pines trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Southern Pines?
If you've got your Southern Pines vacation dates confirmed, book as early as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Southern Pines?

  1. Choose when to get away: Check your diary and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to vacation in Southern Pines.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Southern Pines.
  3. Decide how long to go away for: Now that you're up to speed on Southern Pines, you can figure out the right length of your vacation. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Southern Pines vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.