Southern Pines Vacations from $3,615

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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.

The Latest Southern Pines vacation packages

Price found within the past 48 hours. Click for updated prices.
Poolside Paradise by Avantstay Waterfront Home + Pool + Spa Dock + Game Room Near Hiking

Poolside Paradise by Avantstay Waterfront Home + Pool + Spa Dock + Game Room Near Hiking

Save 100% on your flight
$3,615
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charlotte (CLT)
No reviews
Lakefront Estate Pool + Hot Tub + Dock + Sauna Oasis at Ballycastle

Lakefront Estate Pool + Hot Tub + Dock + Sauna Oasis at Ballycastle

Save 100% on your flight
$5,037
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charlotte (CLT)
No reviews
Sunset Shores Resort: The Grand House by Avantstay Lakefront, Spa, Private Dock+beach, Game Room

Sunset Shores Resort: The Grand House by Avantstay Lakefront, Spa, Private Dock+beach, Game Room

Save 100% on your flight
$6,743
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charlotte (CLT)
No reviews
Family Lake House Retreat by Avantstay Sleeps 28

Family Lake House Retreat by Avantstay Sleeps 28

Save 100% on your flight
$4,943
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charlotte (CLT)
No reviews
The Grand on Greenbay-7 Bedrooms Sleeps 20 Modern new Build

The Grand on Greenbay-7 Bedrooms Sleeps 20 Modern new Build

Save 100% on your flight
$4,578
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charlotte (CLT)
No reviews
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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 Hyland Hills Golf Club and Southern Pines Golf Club, some noteworthy sights in the nearby area.

A tall pine tree with a textured bark and dense green foliage against a clear sky.

West Southern Pines

1 out of top 10 points of interest in this area

While West Southern Pines isn't home to many top sights, Hyland Hills Golf Club and Mid Pines Golf Club are some notable places to visit nearby.

A dense forest with tall trees and a grassy ground.

Sandhurst

Though Sandhurst might not have many top sights, you can venture to the surrounding area to see attractions like Southern Pines Golf Club and Campbell House Galleries.

Stay near popular Southern Pines attractions

Pine Needles Golf Club

9.2/10 (67 reviews)
This Donald Ross-designed golf course has hosted multiple U.S. Women's Open Championships amid towering longleaf pines. Book a chalet-style lodge and improve your game with lessons from qualified professionals.
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Southern Pines Golf Club

8.0/10 (137 reviews)
This historic Donald Ross design (1906) challenges golfers with strategic bunkering and undulating greens. Navigate rolling terrain among longleaf pines in one of the Pinehurst area's most authentic golfing experiences.
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Mid Pines Golf Club

8.4/10 (39 reviews)
This Donald Ross-designed masterpiece winds through pine forests with strategic bunkers and rolling fairways. Golfers can savor the classic layout while appreciating the historic clubhouse atmosphere after their round.
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Hyland Hills Golf Club

7.2/10 (14 reviews)
This Tom Jackson-designed course challenges golfers with dramatic elevation changes and strategic water hazards. Navigate championship-caliber greens through towering pines and rolling Southern terrain.
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Campbell House Galleries

This historic Southern Pines venue showcases diverse exhibitions from local and national artists in a charming setting. Explore thoughtfully curated collections while enjoying the beautiful surrounding gardens.
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Sunrise Theater

This historic venue in Southern Pines showcases diverse entertainment from films to live performances. Enjoy an intimate atmosphere with unique offerings like live broadcasts of ballet and opera performances.
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Pinecrest Plaza

7.4/10 (19 reviews)
Pinecrest Plaza serves as the retail heart of Southern Pines with national and local shops under one roof. Browse through Belk, Michaels, and Books-A-Million before exploring the diverse dining options.
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Southern Pines Hotel Deals

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

155 Partner Cir Southern Pines NC
Fully refundable
$106 nightly
$120 total
Sep 6 - Sep 7
Total with taxes and fees
9/10 Wonderful! (965 reviews)
"Other than the elevator (rough rides) it was a great stay."

Reviewed on Aug 5, 2026

Holiday Inn Express Hotel & Suites Southern Pines by IHG
SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

1675 Us Highway 1 S Southern Pines NC
Fully refundableReserve now, pay when you stay
$67 nightly
$76 total
Aug 25 - Aug 26
Total with taxes and fees
7.6/10 Good! (1,004 reviews)
"Clean but staff could be more service oriented"

Reviewed on Aug 6, 2026

SureStay Plus Hotel by Best Western Southern Pines Pinehurst
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

205 Windstar Pl Southern Pines NC
Fully refundableReserve now, pay when you stay
$57 nightly
$65 total
Aug 16 - Aug 17
Total with taxes and fees
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst
See all 593 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.

Find the Best Southern Pines Vacation Packages

Southern Pines Essential Information

Language
English
Currency
U.S dollars
Population
13,500
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Pine Needles Golf Club, Mid Pines Golf Club and Southern Pines Golf Club

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Frequently asked questions

How much does a Southern Pines vacation package cost?
Offering great value package deals from $3,615 on Expedia, you'll be thrilled with how little a vacation to Southern Pines costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Southern Pines?
You're likely to find lower prices and greater availability in August, November and December. Explore our cheap Southern Pines vacation packages and you could score some great off-season discounts.
How many days is enough for Southern Pines?
Allow at least 2 days for your Southern Pines vacation to discover all that makes this destination unique. Stroll around popular areas, including West Southern Pines and Downtown Southern Pines. Then check out top attractions like Southern Pines Golf Club and Hyland Hills Golf Club. With a clever itinerary, you can keep busy with room for some relaxation too. Want to go beyond Southern Pines? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Southern Pines?
Whether you want to check out key attractions like Pine Needles Golf Club and Pinehurst No. 9 on your Southern Pines vacation, or coming for its excellent views, golfing and hiking, there's something for everyone here. With so much to see and do, you'll soon find out why so many visitors 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 destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Southern Pines package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Southern Pines vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can personalize your Southern Pines escape to fit your exact needs. Choose 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're planning an impromptu Southern Pines vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Southern Pines vacation packages?
Set off on your ideal getaway to Southern Pines with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up cheap deals while they last.

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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.