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Skippers Vacation Packages

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Skippers Flight + Hotel Packages

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

The Commonwealth

4 out of 5
Save 100% on your flight
Price was $443, price is now $320 per person
$320
per person
Dec 4 - Dec 6
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
Overall impression was an old bldg made newish Narrow halls, tiny elevators, street in front blocked off, no free guest parking and nice, helpful extremely weird looking staff at check- out Beds were comfortable and 2 flat screen tvs were a Plus Probably would not stay there again!

Reviewed on Oct 19, 2026

The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

4 out of 5
Price was $816, price is now $643 per person
$643
per person
Jan 12 - Jan 15
found 11 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

Camelot Inn Motel

Camelot Inn Motel

2 out of 5
Price was $672, price is now $541 per person
$541
per person
Jan 12 - Jan 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Altria Theater and Broad Street are located nearby.

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Price was $837, price is now $677 per person
$677
per person
Jan 12 - Jan 15
found 11 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
This was a nicely kept location.

Reviewed on Oct 22, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $694, price is now $564 per person
$564
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
Beachside balcony.

Reviewed on Oct 22, 2026

Comfort Suites At Virginia Center Commons

Comfort Suites At Virginia Center Commons

2.5 out of 5
Price was $724, price is now $588 per person
$588
per person
Jan 12 - Jan 15
found 11 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Glen Allen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Richmond Raceway and The Crossings Golf Club are located nearby.
Stayed here on 10/17/26. The Bed was comfortable, but not the pillows! Room seemed that wasn’t cleaned, it smelled like wet feet, also the toilet had a leak. I called the front desk for a room change and it was not possible. I would not recommend to stay in this hotel.

Reviewed on Oct 23, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $596, price is now $487 per person
$487
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions OBX Laser Tag and Seaside Art Gallery are located nearby.

Best Western PLUS Executive Hotel

Best Western PLUS Executive Hotel

2.5 out of 5
Price was $704, price is now $576 per person
$576
per person
Jan 12 - Jan 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Richmond Raceway and Shops at Willow Lawn are located nearby.

Skippers Vacation Packages 3-4 Night Stays

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

Camelot Inn Motel

2 out of 5
Midlothian
Price was $672, price is now $541 per person
$541
per person
Jan 12 - Jan 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

4 out of 5
Downtown Richmond
Price was $816, price is now $643 per person
$643
per person
Jan 12 - Jan 15
found 11 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $1,075, price is now $853 per person
$853
per person
Jan 12 - Jan 15
found 11 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was $837, price is now $677 per person
$677
per person
Jan 12 - Jan 15
found 11 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)

Skippers Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $694, price is now $564 per person
$564
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was $789, price is now $588 per person
$588
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $885, price is now $733 per person
$733
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was $779, price is now $648 per person
$648
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)

Top Flight Deals

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

Frontier Airlines
Wed, Dec 2 - Wed, Dec 16
MCO
Orlando Intl.
RIC
Richmond Intl.
$48 Roundtrip, found 17 hours ago
$48
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Orlando Intl. to Richmond Intl., returning Wed, Dec 16, priced at $48 found 17 hours ago
Frontier Airlines
Tue, Nov 10 - Mon, Nov 16
MCO
Orlando Intl.
ORF
Norfolk Intl.
$119 Roundtrip, found 22 hours ago
$119
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Nov 10 from Orlando Intl. to Norfolk Intl., returning Mon, Nov 16, priced at $119 found 22 hours ago
Frontier Airlines
Tue, Nov 17 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$133 Roundtrip, found 7 hours ago
$133
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Wed, Dec 2, priced at $133 found 7 hours ago
Breeze Airways
Sat, Nov 14 - Mon, Dec 7
FLL
Fort Lauderdale - Hollywood Intl.
ORF
Norfolk Intl.
$164 Roundtrip, found 18 hours ago
$164
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sat, Nov 14 from Fort Lauderdale - Hollywood Intl. to Norfolk Intl., returning Mon, Dec 7, priced at $164 found 18 hours ago