Jamestown Vacations from $458

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The Latest Jamestown vacation packages

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

Expo Inn Hotel

2 out of 5
Mayo Meadow
Price was $604, price is now $458 per person
$458
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Tulsa (TUL)
7.4/10 Good! (842 reviews)
For being under renovations outside the hotel , the inside was ran smoothly and was kept very clean

Reviewed on Aug 20, 2025

Harwelden Mansion

Harwelden Mansion

3.5 out of 5
Maple Ridge
Save 100% on your flight
Price was $2,228, price is now $1,489 per person
$1,489
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Tulsa (TUL)
10/10 Exceptional! (27 reviews)
The Sycamore Suite was very comfortable and inviting. Lots of room. The patio was nice as well. Beautiful grounds.

Reviewed on Jul 7, 2025

Duets Bed & Breakfast

Duets Bed & Breakfast

3.5 out of 5
Pearl District
Price was $921, price is now $668 per person
$668
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Tulsa (TUL)
10/10 Exceptional! (7 reviews)
This place is absolutely amazing! I did not expect this at all. Wonderful is all I can say. I will definitely stay here anytime I’m in Tulsa.

Reviewed on Aug 30, 2025

River Spirit Casino Resort

River Spirit Casino Resort

4 out of 5
South Tulsa
Price was $691, price is now $532 per person
$532
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Tulsa (TUL)
9.4/10 Exceptional! (2,480 reviews)
Had everything we needed.

Reviewed on Sep 2, 2025

DoubleTree by Hilton Tulsa - Warren Place

DoubleTree by Hilton Tulsa - Warren Place

4 out of 5
South Tulsa
Price was $643, price is now $503 per person
$503
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Tulsa (TUL)
8.2/10 Very Good! (560 reviews)
The property is under renovation. Hopefully the rooms will also be updated as they are a little out of date. Our room was spacious but unfortunately very noisy as it was close to the hospital (sirens and helicopters all night). Next time will ask for a room overlooking the back gardens.

Reviewed on Sep 1, 2025

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Jamestown Hotel Deals

Super 8 by Wyndham Claremore OK

Super 8 by Wyndham Claremore OK

2 out of 5
1100 East Will Roger Blvd, I-44 Trunpike Exit 255 (HWY20), Claremore, OK
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Sep 3 to Sep 4
$87 total
Sep 3 - Sep 4
Total with taxes and fees
Super 8 by Wyndham Claremore OK
Comfort Inn & Suites

Comfort Inn & Suites

3 out of 5
774 S Lynn Riggs Blvd, Claremore, OK
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Sep 6 to Sep 7
$102 total
Sep 6 - Sep 7
Total with taxes and fees
Comfort Inn & Suites
Jarrett Farm Resort

Jarrett Farm Resort

2.5 out of 5
38009 U.S. 75, Ramona, OK
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $129 total per night from Sep 3 to Sep 4
$129 total
Sep 3 - Sep 4
Total with taxes and fees
Jarrett Farm Resort
See all 45 properties in Jamestown
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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Frequently asked questions

How much does a Jamestown vacation package cost?
Offering excellent value package deals from $458 on Expedia, you'll be pleasantly surprised at how much a vacation to Jamestown costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jamestown?
If you'd like to score a cheap Jamestown vacation package, consider planning a trip in January, September and December. You're likely to find lower rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Jamestown?
With a well-organized schedule, you can easily tick off the top Jamestown attractions in a few days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Jamestown vacation for longer.
How to find the best Jamestown package deals?
Landing a cheap Jamestown package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Jamestown package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Jamestown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Jamestown vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Jamestown?
If you're planning an impromptu Jamestown trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Jamestown vacation packages?
Jet off on your perfect trip to Jamestown with Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.