Midtown Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

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 Merchants Square are ...
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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
Days Inn by Wyndham Williamsburg Historic Area

Days Inn by Wyndham Williamsburg Historic Area

2.5 out of 5
706 Bypass Road Williamsburg VA
1.09 km from Midtown
Book a stay at this business-friendly motel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms ...
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 an outdoor pool. 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 ...
City Express By Marriott Newport News

City Express By Marriott Newport News

2 out of 5
12359 Hornsby Ln Newport News VA
26.85 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 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 ...
Don't see what you're looking for?
See all available properties in Midtown
View all properties
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.

Frontier Airlines
Mon, Dec 21 - Fri, Jan 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Dec 21 from Orlando Intl. to Richmond Intl., returning Fri, Jan 1, priced at $132 found 1 day ago
JetBlue Airways
Wed, Dec 16 - Fri, Jan 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Dec 16 from Orlando Intl. to Richmond Intl., returning Fri, Jan 1, priced at $160 found 1 day ago
Delta
Wed, Dec 16 - Fri, Jan 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 16 from Orlando Intl. to Richmond Intl., returning Fri, Jan 1, priced at $170 found 1 day ago
American Airlines
Wed, Dec 2 - Sat, Dec 5
MCO
Orlando Intl.
RIC
Richmond Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Dec 2 from Orlando Intl. to Richmond Intl., returning Sat, Dec 5, priced at $207 found 1 day ago
United
Wed, Dec 2 - Sat, Dec 5
MCO
Orlando Intl.
RIC
Richmond Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select United flight, departing Wed, Dec 2 from Orlando Intl. to Richmond Intl., returning Sat, Dec 5, priced at $207 found 1 day ago