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Skippers Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Omni Richmond Hotel
Price was $349, price is now $308 per person
$308
per person
Dec 18 - Dec 20
found 5 hours ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Altria Theater are located nearby.

The Commonwealth
Price was $449, price is now $309 per person
$309
per person
Dec 18 - Dec 20
found 5 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 Altria Theater are located nearby.
My husband and I woke up to headache inducing jackhammers pounding against the bedroom wall. The hotel’s excuse was they weren’t responsible, it was the construction next door. They did change our room to the less noisy roadside of the hotel. It’s obvious renovations were made, but now the renovations need renovating. We were billed twice for the one meal we purchased from the hotel restaurant, so check your bill. Bottom line is we paid way too much for this stay. The best feature of this hotel is its location to the capital.
Reviewed on Nov 14, 2026

Wingate by Wyndham Richmond Short Pump
Price was $952, price is now $739 per person
$739
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) 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 Short Pump Town Center and Short Pump Village are located nearby.
**Travelers beware** Hotel is under electrical renovation since May 2026. We did not know until we walked in to see lobby floor with tile pulled up, black plastic trash bags taped up along far lobby wall, 1 elevator sometimes working, smoke alarms covered with tape, no signs for stairways, no permits posted anywhere, luggage carts being used by contractors and not available to guests. Housekeeping walked into our room without knocking. Surface parking was extremely limited due to lack of signage for parking garage. Hotel staff was less than helpful when we didn't have surface parking for our oversized vehicle. They were unable to provide any suggestions or solutions. I could go on and on. We were booked for two nights but checked out after one. Only reason we stayed one night was that it was too late at night to switch hotels. Hoping to save others from the unexpected stress we had to deal with on our vacation.
Reviewed on Nov 15, 2026

Days Inn by Wyndham Kings Dominion/Doswell
Price was $618, price is now $544 per person
$544
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Book a stay at this family-friendly hotel in Doswell. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Kings Dominion and Meadow Event Park are located nearby.

Country Inn & Suites by Radisson, Ashland - Hanover, VA
Price was $879, price is now $778 per person
$778
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions James River Cellars Winery and Lavender Fields Herb Farm are located nearby.
The staff is very helpful and friendly. Our room, and the entire property, was very clean and well maintained. Will definitely stay here again.
Reviewed on Nov 12, 2026

Sea Ranch Resort
Price was $714, price is now $634 per person
$634
per person
Dec 30 - Jan 3
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Jolly Roger Restaurant and Professor Hacker's Lost Treasure Golf are located nearby.
There was NO hot water. Was not told that when we checked in but when I told the front desk upon check out the gentleman stated oh yes we know. No sorry for the inconvenience or anything. He was a little on the rude side Other than that everyone was friendly.
Reviewed on Nov 9, 2026

The Burrus House Inn Waterfront Suites
Price was $1,434, price is now $1,278 per person
$1,278
per person
Dec 30 - Jan 3
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
Stay at this B&B in Manteo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Roanoke Marshes Lighthouse and Dare County Arts Council are located nearby.
We stayed at the Burrus House for four nights and it was perfect! The staff was awesome -everyone we met or ran into was extremely helpful and friendly. The cleanliness of the whole hotel from the office to our room and the entertainment area was impeccable. Everything about the hotel and our stay was wonderful. I highly recommend the Burrus House!!
Reviewed on Oct 24, 2026

Hyatt House Richmond / Short Pump
Price was $998, price is now $893 per person
$893
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) 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 Short Pump Town Center and Short Pump Village are located nearby.
Skippers Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Skippers Vacation Packages 5-7 Night Stays
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Top Flight Deals
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Wed, Dec 2 - Wed, Dec 16
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$88 Roundtrip, found 16 hours ago
$88
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Wed, Dec 9 - Wed, Dec 16
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$210 Roundtrip, found 2 hours ago
$210
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