Jamestown Island Vacation Packages

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Top Jamestown Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Budget Inn Motel

Budget Inn Motel

2 out of 5
Price was CA $1,272, price is now CA $979 per person
CA $979
per person
Aug 15 - Aug 16
found 1 day ago
Roundtrip flight included
Nanaimo (YCD) to Richmond (RIC)
No reviews
Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $2,191, price is now CA $1,629 per person
CA $1,629
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,019 reviews)
This was our first time at the resort and it was amazing!! Great staff, clean rooms with all of the activities, food and amenities you will need for a relaxing fun stay!! It was our 25th anniversary and we will be back!!

Reviewed on Jun 25, 2026

OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was CA $1,282, price is now CA $983 per person
CA $983
per person
Aug 15 - Aug 16
found 1 day ago
Roundtrip flight included
Nanaimo (YCD) to Richmond (RIC)
4/10 (218 reviews)
Rooms were clean and very affordable. I was skeptical at first but had zero issues once I arrived.

Reviewed on Oct 10, 2025

WHITEHOUSE MOTEL

WHITEHOUSE MOTEL

2 out of 5
Bellwood
Price was CA $1,365, price is now CA $1,054 per person
CA $1,054
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Nanaimo (YCD) to Richmond (RIC)
7.4/10 Good! (127 reviews)
All I can say is awesome 👌

Reviewed on Jun 25, 2026

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $1,484, price is now CA $1,147 per person
CA $1,147
per person
Aug 15 - Aug 16
found 1 day ago
Roundtrip flight included
Nanaimo (YCD) to Richmond (RIC)
8.8/10 Excellent! (1,377 reviews)
This is a charming historic hotel with a lot of personality and a great location for walking everywhere. The room was clean and unusually spacious. The entire staff from front desk to the parking valet, were always courteous and accommodating. The only negative were the fogged cobwebby windows that are in need of serious cleaning which is hampered by the fixed interior storm window. We enjoyed a convenient Happy Hour at the attached bar which is a beautiful space. We totally enjoyed our 2 nights here.

Reviewed on Jun 25, 2026

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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 $180 per night from Jul 9 to Jul 10
CA $180
CA $221 total
Jul 9 - Jul 10
includes taxes & fees
8.8/10 Excellent! (2,538 reviews)
"We were booked for 6 nights. We arrived later than check-in, got our room and the keys didn’t work => easy fix? We got another set of keys, those didn’t work => still an easy fix => we got a new room. Check in was a little slow…slowwwww. But, I’m from NY/NJ, we are a little faster paced, so maybe ..."

Reviewed on Jun 25, 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 $132 per night from Jul 9 to Jul 10
CA $132
CA $190 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (3,516 reviews)
"The staff was very friendly and helpful. Property was beautiful and well maintained, lots of amenities."

Reviewed on Jun 25, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
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
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 19 to Jul 20
CA $122
CA $172 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (1,789 reviews)
"Nice room good location."

Reviewed on Jun 25, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 1,639 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.
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Stay near popular Jamestown Island attractions

Historic Jamestowne

9.2/5 (1,334 reviews)
The site of America’s oldest colony, this historical park offers an intriguing perspective into the lives of the country’s first settlers.
See properties

What to do in Jamestown Island

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 $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 $35
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.

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