Pinecrest Vacation Packages
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Your Pinecrest Vacation
Our vacation packages to Pinecrest let you customize your own adventure. Tailor your journey to your style and interests and make every moment count in this exciting city. Make your trip to Pinecrest even more fun by going sightseeing. Richard Childress Vineyards, The Candy Factory and Lexington Golf Club are some of the most popular attractions worth exploring. Your ultimate Pinecrest vacation is just clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.
Top Pinecrest Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Greensboro
Price was CA $1,384, price is now CA $1,163 per person
CA $1,163
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
7.8/10 Good! (1,003 reviews)
The hotel is old-world OLD, but in remarkably good shape. Huge banquet rooms, restaurant/bar attached, swimming pool and terrace room for breakfast.
The breakfast (included) was the only downside. The hot food was not brought out in a timely manner and quickly depleted. There was no way to contact staff to let them know.
everything else about the hotel is excellent! Rooms clean and include in-room safe, micro and SMALL TV (I can live with it). Front desk staff was friendly and helpful.
Room service is not available (but it could easily be done since the bar/restaurant is attached).
I recommend this place!
Reviewed on Apr 13, 2026
Hampton Inn Greensboro-Airport
Price was CA $1,811, price is now CA $1,411 per person
CA $1,411
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
8.8/10 Excellent! (780 reviews)
Friendly staff. Good breakfast and coffee available all day and night.
Reviewed on Apr 2, 2026
O.Henry Hotel
Price was CA $2,327, price is now CA $1,877 per person
CA $1,877
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
9.8/10 Exceptional! (776 reviews)
Our favorite hotel - always wonderful and always consistent - the friendliest, most accommodating staff and lots of places to relax
Reviewed on Apr 5, 2026
Proximity Hotel
Price was CA $2,372, price is now CA $1,946 per person
CA $1,946
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
9.8/10 Exceptional! (975 reviews)
This establishment is the best in the city. Me and my family enjoy it so much, it’s our third time staying there. I hope to soon do a honeymoon weekend that they offer.
Reviewed on Apr 5, 2026
La Quinta Inn & Suites by Wyndham Greensboro NC
Price was CA $1,487, price is now CA $1,268 per person
CA $1,268
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
8/10 Very Good! (1,003 reviews)
Exactly like the pictures. The staff was friendly and professional. Will absolutely stay here again.
Reviewed on Apr 13, 2026
Pinecrest Hotel Deals
Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Apr 14 to Apr 15
CA $117
CA $132 total
Apr 14 - Apr 15
includes taxes & fees
8.4/10 Very Good! (1,047 reviews)
The room was clean, it was a very nice hotel. The only complaint that I have is that the walls are super thin, and you can literally hear everything beside you. We heard conversations as clear as day, we heard music is clear as day, we smelled scents that we’re coming from their room and we also ...
Reviewed on Apr 13, 2026
Comfort Suites Hanes Mall
200 Capitol Lodging Ct Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from May 3 to May 4
CA $140
CA $161 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Clean room. Pillows could have been better. They seemed kind of worn out. Breakfast was good. Front seat staff was very friendly and helpful.
Reviewed on Apr 13, 2026
La Quinta Inn & Suites by Wyndham Winston-Salem
2020 Griffith Rd Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from May 3 to May 4
CA $115
CA $129 total
May 3 - May 4
includes taxes & fees
7.6/10 Good! (84 reviews)
This hotel has improved a lot since the last time that I stayed there which was about 2 years ago. The lady that checked me in was super friendly and I loved the online check-in feature. The breakfast was delicious, I was not expecting a lot out of it but it was very good and hot. The hotel itself ...
Reviewed on Apr 9, 2026
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.
Discover the most popular places to visit in Pinecrest
Boone's Cave Park
Explore the great outdoors at Boone's Cave Park, a lovely green space in Lexington. While in this family-friendly area, you can savor the wineries and restaurants.
Richard Childress Vineyards
You can enjoy a tasting or tour at Richard Childress Vineyards during your travels to Lexington. Stroll along this family-friendly area's lakeside, or simply enjoy its wineries.
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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.
