Midtown Vacation Packages for 2026

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Top Hotel Deals

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 breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
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 hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
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 a fitness center. Our guests praise the helpful staff and the clean rooms ...
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 ...
Hampton Inn & Suites Williamsburg-Richmond Rd.

Hampton Inn & Suites Williamsburg-Richmond Rd.

2.5 out of 5
1880 Richmond Rd Williamsburg VA
1.88 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 helpful ...
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

2.5 out of 5
480 McLaws Cir Williamsburg VA
6.35 km from Midtown
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 ...
Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

4 out of 5
310 S England St Williamsburg VA
2.31 km from Midtown
Book a stay at this luxury hotel in Williamsburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Rodeway Inn Historic

Rodeway Inn Historic

2 out of 5
309 Page Street Williamsburg VA
2.9 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 pool and the helpful staff ...
Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony

3.5 out of 5
101 Saint Andrews Dr Williamsburg VA
5.84 km from Midtown
Book a stay at this golf hotel in Williamsburg. Enjoy free WiFi, 2 outdoor pools, and 2 hot tubs. Our guests praise the helpful staff and the property condition ...
Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

2.5 out of 5
12330 Jefferson Ave Newport News VA
27.07 km from Midtown
Book a stay at this business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel

5 out of 5
136 East Francis Street Williamsburg VA
2.45 km from Midtown
Book a stay at this luxury hotel in Williamsburg. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. ...
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 ...
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 ...
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. ...
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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.

Southwest Airlines
Thu, Feb 26 - Mon, Mar 9
MCO
Orlando Intl.
RIC
Richmond Intl.
$97 Roundtrip, found 6 hours ago
$97
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Richmond Intl., returning Mon, Mar 9, priced at $97 found 6 hours ago
JetBlue Airways
Thu, Feb 26 - Mon, Mar 9
MCO
Orlando Intl.
RIC
Richmond Intl.
$97 Roundtrip, found 6 hours ago
$97
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Thu, Feb 26 from Orlando Intl. to Richmond Intl., returning Mon, Mar 9, priced at $97 found 6 hours ago
Spirit Airlines
Wed, May 27 - Mon, Jun 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$99 Roundtrip, found 5 days ago
$99
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, May 27 from Orlando Intl. to Richmond Intl., returning Mon, Jun 1, priced at $99 found 5 days ago
American Airlines
Thu, Feb 26 - Mon, Mar 9
MCO
Orlando Intl.
RIC
Richmond Intl.
$159 Roundtrip, found 6 hours ago
$159
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Richmond Intl., returning Mon, Mar 9, priced at $159 found 6 hours ago
Frontier Airlines
Thu, Feb 26 - Mon, Mar 2
MCO
Orlando Intl.
RIC
Richmond Intl.
$164 Roundtrip, found 11 hours ago
$164
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Richmond Intl., returning Mon, Mar 2, priced at $164 found 11 hours ago