Deals on vacations and trips to Jamestown Island

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Jamestown Island flight + hotel vacation packages

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

2.5 out of 5
Dumbarton
Price was $603, price is now $495 per person
$495
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game room and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $1,464, price is now $862 per person
$862
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-out, and a computer station are also on offer.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was $824, price is now $585 per person
$585
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

4 out of 5
Downtown Richmond
Price was $1,024, price is now $812 per person
$812
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel features free WiFi in public areas, concierge services, and valet parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. A terrace, a computer station, and luggage storage are also on offer.
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
Price was $775, price is now $645 per person
$645
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
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 self-serve breakfast and free self parking.

Top Jamestown Island hotels deals

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $105 total per night
$105 total
Oct 22 - Oct 23
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
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $141 total per night
$141 total
Oct 28 - Oct 29
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.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $130 total per night
$130 total
Oct 20 - Oct 21
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
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
Nov 3 - Nov 4
Total with taxes and fees
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.
Pool
Hot Tub
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $80 total per night
$80 total
Nov 1 - Nov 2
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 full breakfast and free self parking.
Pool
Breakfast included
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Free Cancellation
$93 nightly
The price is $108 total per night
$108 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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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 $495. 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.

Photos of local treasures

Browse Jamestown Island vacation photos for more inspiration

A cemetery with brick structures and trees.
Brick ruins in a grassy field with large trees in the background.
A historic brick church with arched windows and a steeply pitched roof, surrounded by a grassy area and trees.
A wooden boardwalk curving through a field with tall grass and trees in the background.
A cemetery with crosses, a brick structure, and a statue by the water.

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