Midtown Vacation Packages for 2026

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Top Hotel Deals

Princess Anne Hotel, SureStay Collection by Best Western

Princess Anne Hotel, SureStay Collection by Best Western

2.5 out of 5
1350 Richmond Road Williamsburg VA
0.44 km from Midtown
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium ...
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
1324 Richmond Road Williamsburg VA
0.21 km from Midtown
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the pool and the helpful ...
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
4.25 km from Midtown
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the restaurant in our reviews. ...
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
3.64 km from Midtown
Book a stay at this spa aparthotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our ...
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
1.91 km from Midtown
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. ...
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy Williamsburg VA
7.45 km from Midtown
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
4.13 km from Midtown
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 ...
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
24.85 km from Midtown
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 ...
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy Williamsburg VA
6.98 km from Midtown
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

3.5 out of 5
549 East Rochambeau Drive Williamsburg VA
7.6 km from Midtown
Book a stay at this family-friendly resort in Williamsburg. Enjoy 5 indoor pools, 2 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. ...
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
191 Cottage Cove Lane Williamsburg VA
7.8 km from Midtown
Book a stay at this luxury aparthotel in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and ...
Comfort Inn Williamsburg Gateway

Comfort Inn Williamsburg Gateway

2.5 out of 5
331 Bypass Rd Williamsburg VA
0.86 km from Midtown
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Suites Williamsburg Historic Area

Comfort Suites Williamsburg Historic Area

2.5 out of 5
237 Commons Way Williamsburg VA
0.52 km from Midtown
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
7.79 km from Midtown
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 ...
DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

4 out of 5
50 Kingsmill Rd Williamsburg VA
7 km from Midtown
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Oct 13 - Tue, Oct 27
MCO
Orlando Intl.
RIC
Richmond Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Oct 13 from Orlando Intl. to Richmond Intl., returning Tue, Oct 27, priced at $179 found 4 days ago
American Airlines
Tue, Oct 13 - Tue, Oct 20
MCO
Orlando Intl.
RIC
Richmond Intl.
$189 Roundtrip, found 6 days ago
$189
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Oct 13 from Orlando Intl. to Richmond Intl., returning Tue, Oct 20, priced at $189 found 6 days ago
Delta
Sat, Oct 10 - Tue, Oct 27
MCO
Orlando Intl.
RIC
Richmond Intl.
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Oct 10 from Orlando Intl. to Richmond Intl., returning Tue, Oct 27, priced at $199 found 4 days ago
United
Tue, Oct 13 - Tue, Oct 20
MCO
Orlando Intl.
RIC
Richmond Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select United flight, departing Tue, Oct 13 from Orlando Intl. to Richmond Intl., returning Tue, Oct 20, priced at $199 found 6 days ago
Frontier Airlines
Sun, Oct 11 - Thu, Oct 29
MCO
Orlando Intl.
RIC
Richmond Intl.
$248 Roundtrip, found 4 days ago
$248
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Orlando Intl. to Richmond Intl., returning Thu, Oct 29, priced at $248 found 4 days ago