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Wentworth Vacation Packages

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Wentworth Flight + Hotel Packages

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

Julian Price House

3 out of 5
Price was $721, price is now $514 per person
$514
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this golf guesthouse in Greensboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions First Horizon Coliseum and Latham Park Tennis Center are located nearby.
Everything was excellent. I would highly say that the housekeeper was the nicest lady in the whole wide world. She was so sweet and so kind when checking in so nice.

Reviewed on Sep 10, 2026

Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,000, price is now $778 per person
$778
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Greensboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions First Horizon Coliseum and The Bog Garden are located nearby.

King beds Hot Tub Arcade Luxury Showers

King beds Hot Tub Arcade Luxury Showers

4.5 out of 5
Save 100% on your flight
Price was $2,123, price is now $1,666 per person
$1,666
per person
Nov 21 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this luxury vacation home in Kernersville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Walkertown Community Park and Old Walkertown Stadium are located nearby.

King Bed Pet Friendly BBQ Grill Peaceful

King Bed Pet Friendly BBQ Grill Peaceful

4 out of 5
Price was $1,253, price is now $986 per person
$986
per person
Nov 21 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this vacation home in Madison. Enjoy free breakfast, free WiFi, and free parking.

La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

3 out of 5
Price was $750, price is now $593 per person
$593
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hanes Mall and Adventure Landing Winston-Salem are located nearby.

MainStay Suites Greensboro

MainStay Suites Greensboro

2.5 out of 5
Price was $726, price is now $593 per person
$593
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Greensboro. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions All-A-Flutter Butterfly Farm and Piedmont Triad Farmers Market are located nearby.

Landing Furnished Apartments Winston-Salem

Landing Furnished Apartments Winston-Salem

3 out of 5
Price was $1,034, price is now $845 per person
$845
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this apartment in Winston-Salem. Enjoy free parking, a fitness center, and an in-room coffeemaker. Popular attractions Hanes Mall and Airbound Trampoline Park are located nearby.

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

3 out of 5
Price was $1,588, price is now $1,303 per person
$1,303
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
Book a stay at this business-friendly vacation home in Kernersville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Walkertown Community Park and Old Walkertown Stadium are located nearby.
House was immaculate and well appointed. It was extremely comfortable and the host was absolutely amazing. I highly recommend!

Reviewed on Nov 19, 2020

Wentworth Vacation Packages 3-4 Night Stays

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

Julian Price House

3 out of 5
Fisher Park
Price was $963, price is now $706 per person
$706
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,000, price is now $778 per person
$778
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
King beds Hot Tub Arcade Luxury Showers

King beds Hot Tub Arcade Luxury Showers

4.5 out of 5
Save 100% on your flight
Price was $2,123, price is now $1,666 per person
$1,666
per person
Nov 21 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
King Bed Pet Friendly BBQ Grill Peaceful

King Bed Pet Friendly BBQ Grill Peaceful

4 out of 5
Price was $1,253, price is now $986 per person
$986
per person
Nov 21 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)

Wentworth Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

3 out of 5
Price was $964, price is now $736 per person
$736
per person
Oct 25 - Nov 1
found 20 hours ago
Roundtrip non-stop flight included
New York (NYC) to Greensboro (GSO)
Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

2.5 out of 5
Price was $1,088, price is now $793 per person
$793
per person
Nov 25 - Dec 2
found 9 hours ago
Roundtrip flight included
New York (LGA) to Greensboro (GSO)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $1,537, price is now $1,163 per person
$1,163
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,498, price is now $1,157 per person
$1,157
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Greensboro (GSO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Tue, Oct 27 - Tue, Nov 10
BOS
Logan Intl.
GSO
Piedmont Triad Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 27 from Logan Intl. to Piedmont Triad Intl., returning Tue, Nov 10, priced at $231 found 1 day ago
Delta
Wed, Nov 25 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
GSO
Piedmont Triad Intl.
$275 Roundtrip, found 10 hours ago
$275
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, Nov 25 from Fort Lauderdale - Hollywood Intl. to Piedmont Triad Intl., returning Tue, Dec 1, priced at $275 found 10 hours ago
United
Sat, Nov 7 - Mon, Nov 23
EWR
Newark Liberty Intl. Airport
GSO
Piedmont Triad Intl.
$293 Roundtrip, found 2 hours ago
$293
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Nov 7 from Newark Liberty Intl. Airport to Piedmont Triad Intl., returning Mon, Nov 23, priced at $293 found 2 hours ago
Bargain Flight
Wed, Sep 30 - Sat, Oct 3
LGA
LaGuardia
GSO
Piedmont Triad Intl.
$297 Roundtrip, found 13 hours ago
$297
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Wed, Sep 30 from LaGuardia to Piedmont Triad Intl., returning Sat, Oct 3, priced at $297 found 13 hours ago