Montgomery County Vacation Packages 2026 from $641

Montgomery County flight + hotel vacation packages

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

The Shaffner Inn

$641

per person

Feb 26 - Mar 1

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A garden is also provided.

KingBed PetFriendly Washer Dryer Sleep16

$1,315

per person

Feb 26 - Mar 1

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

This residence features a seasonal outdoor pool and a hot tub. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. Luggage storage, laundry facilities, and barbecue grills are also on offer.

Winston Sleeps 16 - 2 Kitchens Hot Tub

$837

per person

Feb 26 - Mar 1

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

This residence doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, luggage storage, and laundry facilities are also on offer.

Heated Pool King Bed Jacuzzi Bath Arcade

$824

per person

Feb 26 - Mar 1

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

This residence features an outdoor pool and a hot tub. Guests will appreciate freebies like self-serve breakfast and free self parking. A garden, luggage storage, and laundry facilities are also on offer.

Family Getaway 9BR Open-concept Retreat

Save 100% on your flight

$1,702

per person

Feb 26 - Mar 1

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

Top Montgomery County hotels deals

Lake Escape on Lake Tillery / Gated Community / High Speed Internet

Mount Gilead NC

Get rates

This vacation home featured laundry facilities and barbecue grills. There's fun for all ages with a playground and an arcade/game room.

Kitchen

Washer

Postcard Cabins Asheboro, Outdoor Collection by Marriott Bonvoy

2846 Old Cox Rd Asheboro NC

$124 nightly

$139 total

Jan 21 - Jan 22

Total with taxes and fees

This cabin features a virtual front desk. Take advantage of the free self parking.

Kitchen

Pet friendly

Hampton Inn & Suites Southern Pines-Pinehurst

200 Columbus Drive Aberdeen NC

$125 nightly

$142 total

Feb 15 - Feb 16

Total with taxes and fees

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and express check-in are also on offer.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites Southern Pines by IHG

155 Partner Cir Southern Pines NC

Free Cancellation

$118 nightly

$133 total

Jan 23 - Jan 24

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Holiday Inn Express and Suites Asheboro by IHG

900 EXECUTIVE WAY Asheboro NC

Free Cancellation

$77 nightly

$86 total

Feb 1 - Feb 2

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Pool

Breakfast included

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

205 Windstar Pl Southern Pines NC

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$89 total

Feb 2 - Feb 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A garden, a snack bar/deli, and a picnic area are also on offer.

Breakfast included

Pet friendly

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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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Frequently asked questions

How much are vacation packages to Montgomery County?

With vacation packages on offer from as little as $641, there's no need to drain your bank balance for your visit to Montgomery County. Travelocity is here to help. Bundle experiences, hotels and flights into a convenient package and land impressive discounts. The more you book, the more you save.

Where can I get the best vacation package deals for Montgomery County?

There are exciting Montgomery County package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties worldwide? Remember this the next time you're ready to tick another place off the old bucket list.

Why should I book my Montgomery County vacation bundle with Travelocity?

Whether you're in search of the ultimate unplugged getaway or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to scour through hundreds of different websites looking for the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available round-the-clock.

Can I save money on my Montgomery County car rental if I combine it with my hotel or flight?

Definitely. And our Montgomery County vacation packages are the perfect way to do it. In only a few clicks you can save money and time by combining your bookings. Pick up the keys to your rental car then set your own course. Looking for things to do? Add some tours or experiences to your package and save on those too.

Which airport is best for Montgomery County?

Charlotte-Douglas Intl. Airport (CLT) and Piedmont Triad Intl. Airport (GSO) are your best options for touching down in Montgomery County.

What is there to do in Montgomery County?

Montgomery County boasts hidden surprises at every turn, however ensure you see Uwharrie National Forest and Town Creek Indian Mound during your stay. These landmarks are a must-see.