Jamestown Island Vacation Packages 2026 from $508

Jamestown Island flight + hotel vacation packages

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

Eagle Inn by Hotel O Richmond Midlothian Turnpike

Midlothian

$508

per person

Oct 3 - Oct 10

found 24 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Richmond (RIC)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$893

per person

Oct 18 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

A golf course, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the express check-out, laundry service, and conference space. You'll also find 6 outdoor tennis courts and an indoor pool.

Holiday Inn Hotel and Suites Richmond West End by IHG

Laurel

$585

per person

Oct 3 - Oct 10

found 24 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Richmond (RIC)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Kingsmill Resort

Kingsmill

$779

per person

Oct 14 - Oct 19

found 13 hours ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

The Colonies at Williamsburg

$526

per person

Oct 9 - Oct 11

just found

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

2 outdoor tennis courts, an indoor pool, and a lazy river are all featured at this smoke-free hotel. Bring the family and enjoy the free water park, children's pool, and playground. Enjoy the gym and perks like free self parking.

Top Jamestown Island hotels deals

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$122 total

Sep 14 - Sep 15

Total with taxes and fees

A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial aparthotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$105 total

Sep 8 - Sep 9

Total with taxes and fees

This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a free kid's club and mini golf, and supervised childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.

Pool

Parking included

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

105 Visitors Center Dr Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$131 total

Sep 29 - Sep 30

Total with taxes and fees

Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Wyndham Garden Williamsburg Busch Gardens Area

201 Water Country Pkwy Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$85 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Kingsmill Resort

1010 Kingsmill Rd Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$238 nightly

$263 total

Sep 2 - Sep 3

Total with taxes and fees

DoubleTree by Hilton Williamsburg

50 Kingsmill Rd Williamsburg VA

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$111 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Free WiFi

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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.

Stay near popular Jamestown Island attractions

Historic Jamestowne

9.2/10 (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

Frequently asked questions

How much are vacation packages to Jamestown Island?

Travelocity has package deals to Jamestown Island, as well as flights and hotels, starting at just $508. With all the extra cash, you could book some popular tours or even add on a couple of extra nights to your exciting adventure.

Where can I get the best vacation package deals for Jamestown Island?

With as many as 400 air carriers and 1,000,000 hotels across the world, it's hard to go past Travelocity. Take advantage of our impressive range and create your dream Jamestown Island package deal. Doesn't it feel amazing when planning a trip is that easy?

Why should I book my Jamestown Island vacation package via Travelocity?

From amazing destinations to memorable experiences, we have everything you need to satisfy your love for travel. Our 24/7 customer support will also make sure you're taken care of while you're on your getaway. And don't panic if you find a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.

Will I save money on my Jamestown Island car rental if I book it with a hotel or flight?

Most definitely — and if you also add an activity or experience to your Jamestown Island vacation package, you'll pick up even greater savings. With an affordable package from Travelocity, you can find things to do in the region that are right up your alley. Then, jump in your rental car and work your way through the list. White House is one much-loved sight to visit. It's 120 mi from Jamestown Island.