Midtown Vacation Packages

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Top Holiday Package Deals in Midtown

Price found within the past 48 hours. Click for updated prices.
A house full of steel balls and games

A house full of steel balls and games

Dumbarton
CA $973
per person
Nov 7 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.6/10 Exceptional! (115 reviews)
Thanks so much for the wonderful stay!

Reviewed on Aug 6, 2026

The Commonwealth

The Commonwealth

Downtown Richmond
CA $1,765
per person
Nov 7 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.8/10 Excellent! (1,370 reviews)
Kingsmill Resort

Kingsmill Resort

Kingsmill
CA $1,247
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,013 reviews)
It was a mixed experience. The grounds are beautiful and really well maintained and the facilities are excellent - really nice pool, extensive tennis courts with a club feel and beautiful (but expensive) golf courses along with a good driving range. The staff were very friendly. So far so good. However, the properties are very dated and so not a very enjoyable experience to stay in them. They are clean but they get limited sunlight so have a dingy feel and you wouldn’t want to spend much time in them. The fixtures and fittings are old - even the hairdryer was ancient and smoked - the kitchen had a borderline musty smell - it needs a very big overhaul. Because of the size of the property they offer a golf cart service to get to the various places but this required calling for a cart but for whatever reason the phone numbers dont work with any UK phone. In addition there were no phones in the units to be able to contact reception /concierge. So it was problematic getting to places particularly given the heat. It was also a bit odd that everything shut down at 9pm $49 plus sales tax daily additional charge applied, but for whatever reason i could not fathom

Reviewed on Aug 16, 2026

Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

Short Pump
CA $1,150
per person
Nov 7 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.4/10 Very good! (1,843 reviews)
The room was clean. However that was the only good thing. The elevator was out of order. The ice machine was out of order. The guide screen on the TV did not work. The bottle of body wash in the shower was empty when I arrived. I told the employees at the front desk. The bottle was never filled for my entire stay but I was given a mini-bar of soap. One of the fluorescent lights in the stairwell was completely missing. And finally there several areas outside of my room that need repaired or upgraded.

Reviewed on Aug 16, 2026

Graduate by Hilton Richmond

Graduate by Hilton Richmond

Downtown Richmond
CA $1,607
per person
Nov 7 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.4/10 Very good! (1,407 reviews)
The Graduate by Hilton is a stunningly beautiful hotel. The room was spotless and smelled clean. The staff were both welcoming and friendly. The parking was easy and affordable although in the evening the parking staff seemed a bit overwhelmed by the high volume of cars needing to be parked. Still, everyone was very polite. The bar and dining area was comfortable and the staff there very polite and efficient. I would absolutely stay here again on my next visit to Richmond. The location was safe and convenient.

Reviewed on Aug 17, 2026

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
An aerial view of a historic estate with a symmetrical garden, a central building with a tower, and surrounding residential areas.

Colonial Williamsburg

2 out of top 10 points of interest in this area

If you're spending some time in Colonial Williamsburg, Governor's Palace and Golden Horseshoe Golf Club are top sights worth seeing.

A river with a bridge, trees, and a sunset sky.

Kingsmill

While visiting Kingsmill, you might make a stop by sights like Kingsmill Plantation Golf Course and Colonial National Historical Park.

A wreath with pine branches, apples, and pineapples, decorated with snow.

Downtown Williamsburg

If you're spending some time in Downtown Williamsburg, Merchants Square and Colonial National Historical Park are top sights worth seeing.

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Lightfoot

Shopping, gardens, and restaurants highlight some of the noteworthy features of Lightfoot. Make a stop by Williamsburg Pavilion Shops Shopping Center or Swing Kingz while you're exploring the neighborhood.

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Norge

The restaurants and gardens are a few reasons travelers visit Norge. Though there aren't many top sights in the neighborhood, you can visit Colonial Heritage Golf Club and Kiskiack Golf Club, a few notable attractions nearby.

Midtown Hotel Deals

Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

1324 Richmond Road Williamsburg VA
CA $118
CA $186 total
Sep 10 - Sep 11
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The hotel is historic and updates made are just enough to make for an ok stay. If a family needs a full kitchen, washer/dryer, then this may be the hotel for you. The room was clean, but if you reserve a room with a king bed and queen pull out bed, beware you may not get a good night's sleep in the ..."

Reviewed on Aug 8, 2026

Westgate Historic Williamsburg Resort
Princess Anne Hotel, SureStay Collection by Best Western

Princess Anne Hotel, SureStay Collection by Best Western

1350 Richmond Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $105
CA $122 total
Aug 23 - Aug 24
includes taxes & fees
8.6/10 Excellent! (88 reviews)
"Nice and clean, but breakfast is a grab-and-go, unfortunately."

Reviewed on Aug 16, 2026

Princess Anne Hotel, SureStay Collection by Best Western
Vacation Village At Williamsburg

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $100
CA $130 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (2,769 reviews)
"Just some updating such as the bathtub, add a smart TV so clients can get Netflix, prime etc"

Reviewed on Aug 17, 2026

Vacation Village At Williamsburg
See all 1,561 properties in Midtown
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.

Things to do

Colonial Williamsburg Admission

Colonial Williamsburg Admission

CA $54
per adult
88% of travellers recommend
Colonial Williamsburg Admission
Jamestown Settlement American Revolution Museum 7-Day Ticket

Jamestown Settlement American Revolution Museum 7-Day Ticket

CA $41
per adult
100% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
Our Merry Band of Characters, Sir Colin from England, Grace Sherwood the witch, Mr Pirate, Blackbeard, Maiden Lexi.

Williamsburg Ghosts, Witches and Pirates Tour

CA $35
per adult
90% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
See all activities in Williamsburg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.