Jackson 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 Jackson

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

3 out of 5
3003 SOUTH OLD ORCHARD ROAD Jackson MO
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 15 Nov to 16 Nov
S$111
15 Nov - 16 Nov
includes taxes & fees
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
Drury Inn & Suites Jackson MO

Drury Inn & Suites Jackson MO

3 out of 5
225 Drury Lane Jackson MO
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 8 Nov to 9 Nov
S$108
8 Nov - 9 Nov
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"I did a surprise overnight for my husband’s birthday! I mainly just wanted to have access to the indoor pool and hot tub! The kick back was great, breakfast was ok! We aren’t big breakfast people. We love that the staff remembered us from last year when we stayed for a week during our home renovations. ..."

Reviewed on 1 Nov, 2026

Drury Inn & Suites Jackson MO
Town House Inn

Town House Inn

2.5 out of 5
517 E Jackson Blvd Jackson MO
The price is S$99 per night from 3 Nov to 4 Nov
S$99
3 Nov - 4 Nov
includes taxes & fees
Town House Inn
See all 266 properties in Jackson
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 Jackson attractions

Lake Boutin

This 20-acre reservoir offers tranquil fishing and swimming surrounded by lush Missouri forest. Hike the 2.6-mile shoreline trail to spot wildlife and discover remnants of historic homesteads.
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Frequently asked questions

How much does a Jackson holiday package cost?
You'll find cheap prices on Expedia for your Jackson break. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Jackson costs.
What are the cheapest months to go to Jackson?
December, January and February are great times to search for cheap Jackson holiday packages. Choosing to travel in less busy periods means you can typically find better prices on accommodation and flights.
How many days is enough for Jackson?
The ideal length of your Jackson holiday depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to go to all the major sights and discover some hidden treasures along the way.
How to find the best Jackson package deals?
Use Expedia's filters to help you find some great Jackson package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Jackson package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Jackson holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and hotels separately. Better still, you can customise your Jackson escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Jackson?
If you're considering a spontaneous Jackson getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Jackson?

  1. Choose your dates: What you'd like to do in Jackson and your favourite season can help you decide when to travel.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to save for your trip to Jackson. Then, choose a property that matches your budget, whether that's an affordable stay or a more upscale retreat.
  3. Decide how long to go for: Now that you know more about Jackson, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: Once you've settled on your dates and duration, lock in the perfect Jackson 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.