Westerwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Westerwood

Price found within the past 48 hours. Click for updated prices.
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
Price was CA $1,525, price is now CA $1,159 per person
CA $1,159
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
8.2/10 Very Good! (1,000 reviews)
Very nice clean property with great rooms. Best value in town

Reviewed on Aug. 21, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was CA $4,254, price is now CA $1,354 per person
CA $1,354
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
10/10 Exceptional! (102 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.

Reviewed on Aug. 15, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $2,107, price is now CA $1,606 per person
CA $1,606
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9.8/10 Exceptional! (687 reviews)
The design of the hotel and the special events like Jazz night and Tea in the afternoon were a delight.

Reviewed on Jul. 21, 2025

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

3.5 out of 5
Price was CA $4,753, price is now CA $3,635 per person
CA $3,635
per person
Oct 24 - Oct 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
No reviews
Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub

3.5 out of 5
Price was CA $4,370, price is now CA $3,357 per person
CA $3,357
per person
Oct 24 - Oct 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
No reviews

Where to stay in Westerwood

Find the best Westerwood areas and neighborhoods for the activities you enjoy most. Learn more about Westerwood
Greensboro which includes interior views and a bar

Downtown Greensboro

1 out of top 10 points of interest in this area
4/5(1 area review)

Downtown Greensboro is noteworthy for its restaurants, and you can make a stop at top attractions like Carolina Theatre and Steven Tanger Center for the Performing Arts.

Find hotels in Downtown Greensboro

Westerwood Hotel Deals

DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
6426 Burnt Poplar Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Aug 28 to Aug 29
CA $144
CA $162 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (607 reviews)
"I enjoyed my stay at this hotel."

Reviewed on Aug. 19, 2025

DoubleTree by Hilton Greensboro Airport
Four Points by Sheraton Greensboro Airport

Four Points by Sheraton Greensboro Airport

3 out of 5
7619 Thorndike Rd, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Sep 1 to Sep 2
CA $103
CA $116 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,018 reviews)
"I spent the night at Four Seasons Sheraton hotel and feel very comfortable with the front desk and the bartender, great experience"

Reviewed on Aug. 19, 2025

Four Points by Sheraton Greensboro Airport
Sheraton Greensboro at Four Seasons

Sheraton Greensboro at Four Seasons

3.5 out of 5
3121 West Gate City Boulevard, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Sep 7 to Sep 8
CA $153
CA $172 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,080 reviews)
"The walk in shower. Everything else"

Reviewed on Aug. 20, 2025

Sheraton Greensboro at Four Seasons
See all 867 properties in Westerwood
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Westerwood vacation package cost?
Get ready to book, because a getaway to Westerwood starts from a tempting CA $1,159. When you combine your flights, hotels and car rentals into a vacation package, you'll score the biggest deals.
How do I get a cheap travel package to Westerwood?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Westerwood vacation package to save a pile of cash. Score even bigger bargains when you add extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to customize your trip your way. We offer more than 550 air carriers and 1,000,000 properties globally, so that everyone has a chance to travel and fulfill those vacation fantasies.
Where should I stay in Westerwood?
With loads to discover in Westerwood, it makes sense to stay near its attractions. Greensboro Coliseum, North Carolina An and T State University and University of North Carolina at Greensboro are some interesting ones to put on your must-see list.
What are the top hotels in Westerwood?
Double Oaks Bed And Breakfast is one of Westerwood's best hotels. Lock in a room here and you'll slumber peacefully knowing you're in capable hands.
How far in advance should I book my Westerwood vacation?
Search Expedia to compare international airfares as soon as possible. You can normally purchase a ticket up to a year prior to departure. If you can't see your preferred air carrier, or you've left things to the last minute, don't stress. The lowest prices to Westerwood sometimes emerge just weeks before departure.
What does an Expedia Westerwood travel package include?
Travel packages include flights, rental cars and hotels, but you can combine any of them to create your dream Westerwood trip. You can also add on fun things like activities and tours once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Westerwood travel package?
So many places to visit, so many things to see. With a package, you'll be able to afford more of them. Bundle your flights, hotels and rental cars and enjoy big savings.
Can I choose my airline with a Westerwood Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier you want and craft the perfect Westerwood trip.
If I'm not able to travel, can I cancel my Westerwood vacation package?
Yes, you can. We realize even the best-laid plans can fail, so we're happy to help if you have to make changes to your Westerwood vacation package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Westerwood

Joseph S. Koury Convention Center

Joseph S. Koury Convention Center is just one of the places to see in Greensboro, so why not enjoy the other things to explore during your travels? Experience the great live music and acclaimed theater scene in this family-friendly area.

Joseph S. Koury Convention Center

Grandover Resort West Course

Enjoy a round of golf in Greensboro at Grandover Resort West Course. Experience the great live music or attend a sporting event in this family-friendly area.

Grandover Resort West Course

Things to do

Greensboro Ghost Tour

Carolina History & Haunts Greensboro Historical Ghost Tour

CA $36
per adult
100% of travellers recommend
Carolina History & Haunts Greensboro Historical Ghost Tour
Lantern Light and Spooky Stories

Carolina History & Haunts Winston-Salem Historical Ghost Tour

CA $36
per adult
100% of travellers recommend
Carolina History & Haunts Winston-Salem Historical Ghost Tour
See all activities in Greensboro
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.