Downtown Southern Pines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Downtown Southern Pines

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Raleigh Crabtree

Embassy Suites by Hilton Raleigh Crabtree

3.5 out of 5
Northwest Raleigh
Save 100% on your flight
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Raleigh (RDU)
8.6/10 Excellent! (1,002 reviews)
The hotel is amazing. Great for families, the front desk staff were friendly and efficient. Breakfast was great too with good selections. There was an evening cocktail everday. We enjoyed everything and will be back.

Reviewed on Jul. 10, 2025

Residence Inn Durham McPherson/Duke University Medical Cntr

Residence Inn Durham McPherson/Duke University Medical Cntr

3 out of 5
Downtown Durham
Save 100% on your flight
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Raleigh (RDU)
9.2/10 Wonderful! (433 reviews)
I am thankful for the very hospitable staff that I encountered at the hotel. Everyone was smiling at the front desk every time I passed by.

Reviewed on Jun. 26, 2025

Barsala at The Arboretum

Barsala at The Arboretum

4 out of 5
Save 100% on your flight
per person
Aug 11 - Aug 18
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Raleigh (RDU)
10/10 Exceptional! (21 reviews)
Amazing place to stay all around. Super convenient self check-in and very nice spacious apartment in a great area. Highly recommend.

Reviewed on May 15, 2025

Sheraton Raleigh Hotel

Sheraton Raleigh Hotel

3.5 out of 5
Downtown Raleigh
Save 100% on your flight
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Raleigh (RDU)
8.2/10 Very Good! (1,003 reviews)
The property was clean, friendly, and safe.

Reviewed on Jun. 27, 2025

Tempo By Hilton Raleigh Downtown

Tempo By Hilton Raleigh Downtown

3 out of 5
Downtown Raleigh
Save 100% on your flight
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Raleigh (RDU)
9.4/10 Exceptional! (54 reviews)
Having just arrived after a lengthy journey from New Jersey to Georgia, I must say the hotel is truly lovely, impeccably maintained, and situated in a prime location. The check-in process was remarkably smooth, and the staff exhibited both kindness and attentiveness. The room itself was clean and welcoming. While there was a minor issue with the shower head's spray extending beyond the glass partition, my husband was able to adjust it. The only other small concern was that the windows in the room do not seem to be very well insulated or soundproofed, as the sounds of emergency vehicles and loud cars passing by felt quite close. Nevertheless, I highly recommend this hotel and certainly plan to return.

Reviewed on Jul. 6, 2025

Downtown Southern Pines Hotel Deals

New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
Southern Pines
The price is CA $205 per night from Jul 21 to Jul 22
CA $205
CA $559 total
Jul 21 - Jul 22
includes taxes & fees
10/10 Exceptional! (3 reviews)
Wonderful Stay close enough to walk to downtown
"We had a wonderful stay and loved that the home was so easily set up to have our dogs. We were able to walk to the restaurant and the dive bar from the house. House was perfectly clean. We could fit three cars in the driveway without disrupting the side walk. Great communication with the owner/management ..."

Reviewed on Jul. 2, 2025

New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
2 out of 5
805 SW Service Road, Southern Pines, NC
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Jul 22 to Jul 23
CA $84
CA $92 total
Jul 22 - Jul 23
includes taxes & fees
6.6/10 (821 reviews)
"Great"

Reviewed on Jun. 22, 2025

Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
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 $99 per night from Jul 17 to Jul 18
CA $99
CA $109 total
Jul 17 - Jul 18
includes taxes & fees
7.6/10 Good! (986 reviews)
"Beautiful. Clean. Relaxing. What a great place to start our 2025 vacation!"

Reviewed on Jul. 5, 2025

SureStay Plus Hotel by Best Western Southern Pines Pinehurst
See all 751 properties in Downtown 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.

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Downtown Southern Pines vacation package cost?
We make it simple to explore the world, with Downtown Southern Pines vacation packages starting from just CA $1,112. You'll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate getaway, why not add a few tours and activities to your itinerary?
How do I get a cheap travel package to Downtown Southern Pines?
Bundle your flights and hotels with Expedia to save on your next getaway. With more than 550 airlines and 1,000,000 hotel options across the world, your Downtown Southern Pines vacation package can be tailored exactly to suit your travel style. With all that extra money, why not throw in a few exciting activities and tours? It's an easy way to unlock even more bargains. Your dream getaway to Downtown Southern Pines is closer than you thought!
Where should I stay in Downtown Southern Pines?
With loads to explore in Downtown Southern Pines, it'd be convenient for you to lock in a hotel close to its attractions. Pine Needles Golf Club, Mid Pines Golf Club and Southern Pines Golf Club are some interesting ones to put on your must-see list.
What are the top hotels in Downtown Southern Pines?
Brand New 3br/2ba Home - 1 Block From Downtown and The Jefferson Inn are a couple of the most sought-after hotels in Downtown Southern Pines. Why not have a look at the facilities and amenities at each and then make up your mind?
How far in advance should I book my Downtown Southern Pines vacation?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available to compare up to 12 months in advance. If you can't book early, don't fret. Cheap prices occasionally appear just weeks before departure dates.
What does an Expedia Downtown Southern Pines travel package include?
Much of that depends on you. You can pick from a range of Downtown Southern Pines packages, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your dream Downtown Southern Pines trip looks like, get set to save!
What should I know before booking a Downtown Southern Pines travel package?
Whether it's adventure or relaxation you're after, a Downtown Southern Pines vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Downtown Southern Pines Expedia vacation package?
You can. We have more than 550 partner airlines all over the world, so select the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Downtown Southern Pines vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Downtown Southern Pines vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in Downtown Southern Pines

Pine Needles Golf Club

Enjoy a round of golf in Southern Pines at Pine Needles Golf Club. Check out the shops and top-notch restaurants in this family-friendly area.

Pine Needles Golf Club

Things to do

Private Professional Golfing experience in Pinehurst

Private Professional Golfing experience in Pinehurst

CA $557
per adult
Private Professional Golfing experience in Pinehurst
Aberdeen North Carolina A Couples Tarot Reading

Aberdeen North Carolina A Couples Tarot Reading

CA $206
per adult
Aberdeen North Carolina A Couples Tarot Reading
See all activities in Southern Pines
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.