Search Deals on
Windmill Point Vacation Packages

Build your package with 2 more options

Windmill Point Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Price was $507, price is now $363 per person
$363
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
pool under repair

Reviewed on Sep 22, 2026

Days Inn by Wyndham Chester

Days Inn by Wyndham Chester

2 out of 5
Price was $627, price is now $482 per person
$482
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this motel in Chester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Parker's Battery Park and The Lazy Daisy are located nearby.

Rochambeau Roadside Inn

Rochambeau Roadside Inn

2 out of 5
Price was $810, price is now $631 per person
$631
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.

Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $618, price is now $509 per person
$509
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
I rented two, two-bedroom units (condominiums). The units were large and nicely appointed. Kitchen was well equipped. Very pleased with the facility.

Reviewed on Sep 21, 2026

Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $618, price is now $509 per person
$509
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
This was a convenient place to stay for the weekend and the room was spacious.

Reviewed on Sep 21, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Price was $630, price is now $519 per person
$519
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Water Country USA are located nearby.

The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $570, price is now $471 per person
$471
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.

Holiday Inn Express Chester by IHG

Holiday Inn Express Chester by IHG

2.5 out of 5
Price was $689, price is now $570 per person
$570
per person
Nov 15 - Nov 18
found 24 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parker's Battery Park and Henricus Historical Park are located nearby.

Windmill Point Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $507, price is now $363 per person
$363
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Days Inn by Wyndham Chester

Days Inn by Wyndham Chester

2 out of 5
Price was $627, price is now $482 per person
$482
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Rochambeau Roadside Inn

Rochambeau Roadside Inn

2 out of 5
Price was $810, price is now $631 per person
$631
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $618, price is now $509 per person
$509
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)

Windmill Point Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express and Suites - Petersburg - Fort Lee by IHG

Holiday Inn Express and Suites - Petersburg - Fort Lee by IHG

2.5 out of 5
Price was $462, price is now $446 per person
$446
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)

Top Flight Deals

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

Frontier Airlines
Thu, Nov 12 - Wed, Dec 2
MCO
Orlando Intl.
RIC
Richmond Intl.
$126 Roundtrip, found 6 hours ago
$126
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Orlando Intl. to Richmond Intl., returning Wed, Dec 2, priced at $126 found 6 hours ago
Bargain Flight
Tue, Oct 27 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$243 Roundtrip, found 10 hours ago
$243
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Tue, Oct 27 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Sat, Nov 14, priced at $243 found 10 hours ago
Frontier Airlines
Thu, Nov 19 - Fri, Dec 4
EWR
Newark Liberty Intl. Airport
RIC
Richmond Intl.
$244 Roundtrip, found 2 days ago
$244
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Nov 19 from Newark Liberty Intl. Airport to Richmond Intl., returning Fri, Dec 4, priced at $244 found 2 days ago
Breeze Airways
Wed, Nov 4 - Tue, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$249 Roundtrip, found 6 hours ago
$249
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Tue, Nov 10, priced at $249 found 6 hours ago