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Skippers Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was $316, price is now $238 per person
$238
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Busch Gardens Williamsburg and Merchants Square are located nearby.

Kingsmill Resort

Kingsmill Resort

4 out of 5
Price was $511, price is now $351 per person
$351
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Merchants Square are located nearby.

Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
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.

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

2.5 out of 5
Price was $313, price is now $247 per person
$247
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Merchants Square are located nearby.
The room was spacious and nice. We had 4 adults in there and it was great

Reviewed on Nov 14, 2026

King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was $341, price is now $277 per person
$277
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Book a stay at this luxury aparthotel in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Merchants Square are located nearby.
Great stay for the price! Good location for visiting Williamsburg!

Reviewed on Nov 14, 2026

Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
Price was $332, price is now $273 per person
$273
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Book a stay at this beach hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bounce House and Patrick Henry Mall are located nearby.

Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

3 out of 5
Price was $353, price is now $292 per person
$292
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Hampton. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Coliseum and Boo Williams Sportplex are located nearby.
One of the best Sonnesta I’ve stayed.

Reviewed on Nov 14, 2026

The Commonwealth

The Commonwealth

4 out of 5
Price was $884, price is now $742 per person
$742
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Skippers Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was $316, price is now $238 per person
$238
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was $511, price is now $351 per person
$351
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

2.5 out of 5
Price was $313, price is now $247 per person
$247
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was $341, price is now $277 per person
$277
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Richmond (RIC)

Skippers Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
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)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $1,572, price is now $963 per person
$963
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) to Richmond (RIC)
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
Downtown Richmond
Price was $1,260, price is now $1,061 per person
$1,061
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) 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 $1,152, price is now $984 per person
$984
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) 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.
$88 Roundtrip, found 6 hours ago
$88
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Orlando Intl. to Richmond Intl., returning Wed, Dec 16, priced at $88 found 6 hours ago
Frontier Airlines
Fri, Dec 11 - Mon, Dec 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$149 Roundtrip, just found
$149
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Mon, Dec 14, priced at $149 just found
Frontier Airlines
Thu, Jan 7 - Tue, Jan 12
MCO
Orlando Intl.
ORF
Norfolk Intl.
$201 Roundtrip, found 15 hours ago
$201
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Jan 7 from Orlando Intl. to Norfolk Intl., returning Tue, Jan 12, priced at $201 found 15 hours ago
Frontier Airlines
Wed, Dec 9 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$210 Roundtrip, found 3 hours ago
$210
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Dallas-Fort Worth Intl. to Richmond Intl., returning Wed, Dec 16, priced at $210 found 3 hours ago