Williamsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Williamsburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Terrace Family Apartments
Fenwick Shores, Tapestry Collection by Hilton
Monte Carlo Boardwalk Oceanfront Ocean City
Bay Club Resort by Coolvacay
Grand Hotel Ocean City Oceanfront

Ready to book your vacation to Williamsburg?

 

Choose your dates

Williamsburg Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is CA $424 per night from Jul 6 to Jul 7
CA $424
CA $549 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The grounds were beautiful and well maintained. the staff was very attentive and was able to help whenever i needed it. My wife and i will definitely be back"

Reviewed on Jun 25, 2026

Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

2 out of 5
23450 Sussex Highway Seaford DE
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jun 28 to Jun 29
CA $115
CA $128 total
Jun 28 - Jun 29
includes taxes & fees
6.8/10 (951 reviews)
"Would not stay here again to save a few bucks. Period."

Reviewed on Jun 24, 2026

Days Inn & Suites by Wyndham Seaford
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 7 to Jul 8
CA $115
CA $127 total
Jul 7 - Jul 8
includes taxes & fees
6.6/10 (1,007 reviews)
"When we first arrived there was no one at the front desk, the lobby reeked of marijuana smoke and there was a sign indicating a phone number to call. We returned several hours later and there was a gentleman there who was friendly. I was surprised that there is no elevator in the property as it is ..."

Reviewed on Jun 23, 2026

Days Inn & Suites by Wyndham Cambridge
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.