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Pinnacle Vacation Packages

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Pinnacle Flight + Hotel Packages

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 $583, price is now $509 per person
$509
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this hotel in Winston-Salem. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hanes Mall and Old Salem are located nearby.
Very friendly and helpful staff. The room was clean and the beds very comfortable.

Reviewed on Aug 20, 2026

Julian Price House

Julian Price House

3 out of 5
Price was $920, price is now $656 per person
$656
per person
Oct 1 - Oct 4
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 Wet 'n Wild Emerald Pointe Water Park are located nearby.
The Julian Price House is amazing and surprising place to stay in the heart of Greensboro. It felt like being in another world.

Reviewed on Aug 12, 2026

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

4.5 out of 5
Save 100% on your flight
Price was $1,742, price is now $1,388 per person
$1,388
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this luxury vacation home in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanes Mall and Joe White Tennis Center at Hanes Park are located nearby.
Loved this little house and all the attention to detail! Would definitely return.

Reviewed on Jun 17, 2026

Pandora's Manor Bed & Breakfast

Pandora's Manor Bed & Breakfast

3.5 out of 5
Price was $1,423, price is now $1,135 per person
$1,135
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this B&B in High Point. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Market Square and Centennial Station Arts Center are located nearby.
Exceptionally beautiful property and exceptional customer service. Graciously accommodated a change in plans, excellent communication throughout, friendly welcome and went the extra mile in all ways to make our very quick trip memorable!

Reviewed on Feb 20, 2026

Hampton Inn Asheboro

Hampton Inn Asheboro

2.5 out of 5
Price was $751, price is now $636 per person
$636
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Asheboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions North Carolina Zoo and Cinemark Asheboro are located nearby.

Hotel Denim

Hotel Denim

3.5 out of 5
Price was $627, price is now $537 per person
$537
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this hotel in Greensboro. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions First Horizon Coliseum and The Bog Garden are located nearby.
LOVED our stay!!! The location is perfect! I grew up in that area of Greensboro, and I felt right at home!! Terrific staff, great decor. This hotel will be home to us any time we come to Greensboro!!!

Reviewed on Aug 20, 2026

Proximity Hotel

Proximity Hotel

4 out of 5
Price was $923, price is now $801 per person
$801
per person
Oct 1 - Oct 4
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 Greensboro Aquatic Center are located nearby.
Every time we stay here, it’s perfect!

Reviewed on Aug 17, 2026

Quality Inn & Suites Thomasville-High Point

Quality Inn & Suites Thomasville-High Point

2.5 out of 5
Price was $644, price is now $562 per person
$562
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Thomasville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Southgate Plaza and Thomasville Commons are located nearby.
Great breakfast.

Reviewed on Aug 18, 2026

Pinnacle Vacation Packages 3-4 Night Stays

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

Hampton Inn Asheboro

2.5 out of 5
Price was $751, price is now $636 per person
$636
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $920, price is now $656 per person
$656
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

4.5 out of 5
Save 100% on your flight
Price was $1,742, price is now $1,388 per person
$1,388
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Pandora's Manor Bed & Breakfast

Pandora's Manor Bed & Breakfast

3.5 out of 5
West High Avenue Historic District
Price was $1,423, price is now $1,135 per person
$1,135
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)

Pinnacle Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Thomasville-High Point

Quality Inn & Suites Thomasville-High Point

2.5 out of 5
Price was $644, price is now $562 per person
$562
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Hotel Denim

Hotel Denim

3.5 out of 5
Price was $872, price is now $706 per person
$706
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $1,388, price is now $1,159 per person
$1,159
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Holiday Inn Express & Suites Greensboro-(I-40 Wendover) by IHG

Holiday Inn Express & Suites Greensboro-(I-40 Wendover) by IHG

2.5 out of 5
Price was $829, price is now $699 per person
$699
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)

Top Flight Deals

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

Bargain Flight
Sat, Aug 22 - Sun, Aug 23
BOS
Logan Intl.
GSO
Piedmont Triad Intl.
$251 Roundtrip, found 20 hours ago
$251
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Sat, Aug 22 from Logan Intl. to Piedmont Triad Intl., returning Sun, Aug 23, priced at $251 found 20 hours ago
United
Thu, Oct 29 - Sun, Nov 1
EWR
Newark Liberty Intl. Airport
GSO
Piedmont Triad Intl.
$269 Roundtrip, found 9 hours ago
$269
Roundtrip
found 9 hours ago
Select United flight, departing Thu, Oct 29 from Newark Liberty Intl. Airport to Piedmont Triad Intl., returning Sun, Nov 1, priced at $269 found 9 hours ago
Delta
Wed, Nov 25 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
GSO
Piedmont Triad Intl.
$275 Roundtrip, found 5 days ago
$275
Roundtrip
found 5 days 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 5 days ago
Bargain Flight
Tue, Oct 27 - Sat, Nov 7
LAX
Los Angeles Intl.
GSO
Piedmont Triad Intl.
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 27 from Los Angeles Intl. to Piedmont Triad Intl., returning Sat, Nov 7, priced at $292 found 1 day ago