Jamestown Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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 hotels in Jamestown

Drury Plaza Hotel Columbia East

Drury Plaza Hotel Columbia East

3100 Interstate 70 Dr. SE Columbia MO
Fully refundableReserve now, pay when you stay
S$135
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (1,614 reviews)
"The room was clean and comfortable but there is a fair amount of traffic noise from the highway and the A/C woke me a couple times when it kicked on because it is loud."

Reviewed on 23 Aug, 2026

Drury Plaza Hotel Columbia East
Best Western Plus Columbia Inn

Best Western Plus Columbia Inn

2904 Clark Lane Columbia MO
Fully refundableReserve now, pay when you stay
S$117
30 Aug - 31 Aug
includes taxes & fees
Best Western Plus Columbia Inn
Baymont by Wyndham Columbia, MO

Baymont by Wyndham Columbia, MO

2500 I 70 Dr Sw Columbia MO
Fully refundableReserve now, pay when you stay
S$90
6 Sept - 7 Sept
includes taxes & fees
8.2/10 Very good! (983 reviews)
"The room was updated and clean. The building itself was dated but the rooms were great for a night or two. The breakfast was good for a hotel breakfast. Only critique is the front desk clerk was not friendly, but that’s not the hotels fault."

Reviewed on 22 Aug, 2026

Baymont by Wyndham Columbia, MO
See all 315 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.

Stay near popular Jamestown attractions

Plowboy Bend Conservation Area

You can take time to visit Plowboy Bend Conservation Area during your travels to Jamestown.
See properties

Lupus Park

After visiting Lupus Park, make a plan to see the other sights and activities in Lupus.
See properties

Frequently asked questions

How much does a Jamestown holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Jamestown costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Jamestown?
The off-season is the best time to head to Jamestown if you're trying to save. Another tip for finding cheap Jamestown holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Jamestown?
With a well-organised travel plan, you can easily visit the most popular Jamestown attractions in a few days. But if you'd like to discover lesser-known spots or take day trips, consider booking your Jamestown holiday for longer.
How to find the best Jamestown package deals?
Use Expedia's filters to help you find some unbeatable Jamestown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Jamestown package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Jamestown holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Jamestown holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Jamestown?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Jamestown escape.
How to plan a trip to Jamestown?
  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Jamestown.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your hotel will probably be the biggest expense during your trip to Jamestown.
  3. Decide how long to go away for: Now that you're more familiar with Jamestown, you can work out the ideal length of your break. Pull together a draft plan and allocate enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: After you've nailed down your travel dates and duration, book the ideal Jamestown holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.