Jamestown Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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 Jamestown Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Short Pump
Price was CA $754, price is now CA $638 per person
CA $638
per person
Jun 18 - Jun 20
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Richmond (RIC)
8.4/10 Very Good! (1,830 reviews)
My visit to Richmond and Glen Allen was perfect. My hotel room was comfortable and the Staff was personable and very helpful. I could not have asked for more.

Reviewed on Apr 12, 2026

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was CA $833, price is now CA $673 per person
CA $673
per person
Jun 18 - Jun 20
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Richmond (RIC)
8.4/10 Very Good! (1,358 reviews)
The food menu is very sparse and very fancy. Not many casual/chill options. The hotel was clean, comfy, and cute. Parking is very limited. All parking is at least 2 blocks from the hotel and you have to pay.

Reviewed on Apr 12, 2026

Richmond Marriott Short Pump

Richmond Marriott Short Pump

3 out of 5
Price was CA $1,098, price is now CA $895 per person
CA $895
per person
Jun 18 - Jun 20
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.6/10 Excellent! (964 reviews)
not interested in using the pool

Reviewed on Apr 8, 2026

Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
Downtown Richmond
Price was CA $1,257, price is now CA $1,064 per person
CA $1,064
per person
Jun 18 - Jun 20
found 3 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Richmond (RIC)
9/10 Wonderful! (1,362 reviews)
Great location, great staff. The ballrooms and other event amenities looked great. We saw lots of wedding groups. The rooms were clean but opportunity to modernize. For example, having USB-C charging options and more connection points for devices would be nice. No market pantry for a quick grab and go option and the fact that the onsite restaurant is not open for lunch on Saturday and Sunday is a bit inconvenient, esp if you're in a rush but plenty of options nearby.

Reviewed on Apr 12, 2026

Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
Price was CA $1,305, price is now CA $1,110 per person
CA $1,110
per person
May 14 - May 19
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
6.8/10 (473 reviews)
Good breakfast. The hotel is very old and in poor condition. Air conditioner sounded like a truck.

Reviewed on Apr 12, 2026

Ready to book your vacation to Jamestown Island?

 

Choose your dates

Jamestown Island Hotel Deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Apr 27 to Apr 28
CA $121
CA $153 total
Apr 27 - Apr 28
includes taxes & fees
8.8/10 Excellent! (2,290 reviews)
Only stayed for a quick night, but was pleasantly surprised at the property! Our suite felt very private and peaceful. Jacuzzi tub in the room was great!! Will definitely be booking here again next time we go to Busch Gardens!

Reviewed on Apr 13, 2026

Vacation Village At Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Apr 26 to Apr 27
CA $140
CA $198 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (3,506 reviews)
Beautiful place to stay. Quiet; friendly staff; Quick response for issues (another guest was parked in our location and security came and handled it within minutes); convenient to all the locations we came to visit. Definitely a place we will visit again!

Reviewed on Apr 13, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Apr 26 to Apr 27
CA $111
CA $165 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,029 reviews)
Our room was amazing. The description was spot on and the concierge can help wit tickets to local attractions. Wish I knew that before so save some money. Im looking forward to returning.

Reviewed on Apr 13, 2026

Hilton Vacation Club Greensprings Williamsburg
See all 1,549 properties in Jamestown Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Jamestown Island

Busch Gardens Williamsburg

Busch Gardens Williamsburg

5/5(3 reviews)

Enjoy the excitement at Busch Gardens Williamsburg and see why people love this amusement park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

Busch Gardens Williamsburg

Ford's Colony at Williamsburg

Enjoy a round of golf in Williamsburg at Ford's Colony at Williamsburg. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Ford's Colony at Williamsburg

What to do in Jamestown Island

Colonial Williamsburg Admission

Colonial Williamsburg Admission

CA $53
per adult
84% of travellers recommend
Colonial Williamsburg Admission
Jamestown Settlement American Revolution Museum 7-Day Ticket

Jamestown Settlement American Revolution Museum 7-Day Ticket

CA $40
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 $34
per adult
90% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
See all activities in Jamestown Island

Frequently asked questions

Can I cancel my flight booking to Jamestown Island due to COVID-19?
Many airlines now offer greater flexibility due to COVID-19. Our Customer Service Portal will help you answer most queries about which policies apply to your flight. It's also a good idea to check the terms and conditions of your chosen carrier — preferably before purchasing your tickets!
What's the best way to find cheap flights to Jamestown Island that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just enter your travel dates, click "Search," then select the box directly under the "Flexible change policies" heading (look to the left of your screen). Expedia makes it simple to find flexible and affordable airfares to Jamestown Island.
What are some of the general tips for travelers to Jamestown Island during the COVID-19 outbreak?
The COVID-19 pandemic has led to major changes to the way we travel. If you're flying to Jamestown Island, these tips will help you navigate travel's newest challenges:
  • Before booking your flight, see if any travel restrictions apply — in both your origin and destination. Get the latest updates by reviewing government and airport websites.
  • When you pass through airport screening, keep your face mask on. You will be asked to lower it briefly for ID purposes. Anyone refusing to wear a mask may face civil penalties and may also be escorted from the terminal.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position the pass on the scanner and then hold it up so the agent can inspect it.
  • One liquid hand sanitizer container is now permitted in your carry-on luggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • To minimize handling during screening, place personal items such as your phone, wallet and keys into your carry-on rather than the bins.
  • If you're planning to take food on board, place it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Jamestown Island?
Let American Airlines take you there. This renowned carrier lists 712 flights every month to Norfolk Intl. Airport (ORF), a Jamestown Island gateway.
How can I find cheap tickets to Jamestown Island?
To nab a terrific deal to Jamestown Island, book in advance. Also take advantage of Expedia's "flexible dates" feature at the top of your search results. This will compare prices for similar time frames. In the last seven days, was the lowest price for a flight to Jamestown Island.
How much is a flight to Jamestown Island?
In the last seven days, return airfares to Jamestown Island sold from just and reached a maximum price of . For one-way trips out of (), the lowest amount paid during this time was .
What are the most popular airports to fly into in Jamestown Island?
Fly into Norfolk Intl. Airport (ORF) and enjoy all that Jamestown Island has to offer. As the region's main entry point, roughly 1958 flights land here each month.
When is the cheapest time to fly to Jamestown Island?
Consider leaving earlier in the week to bag the best deal to Jamestown Island. Tuesday is usually the most economical day to fly, followed by Monday. Saturday typically has the highest ticket prices. This is because lots of people like to begin their trip on a weekend.
How much is a plane ticket to Jamestown Island?
In the last seven days, seats to Jamestown Island varied between and . Prices depend on multiple things, particularly the departure time, airline, seating class and how early you make your booking.
Which airlines with flights to Jamestown Island employ COVID-19 cleanliness policies?
While traveling during the COVID-19 pandemic can be daunting, airlines have worked around the clock to protect the well-being of their passengers and staff. Here are a few carriers that have implemented changes:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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.