Bolton Vacations from $501

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The Latest Bolton vacation packages

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

Hilton Jackson

3.5 out of 5
Price was $570, price is now $501 per person
$501
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
7.6/10 Good! (1,012 reviews)
The staff were amazing and so friendly, never ran into one negative person! Wish the pool was open for the kids and an ice machine available besides front desk, but otherwise amazing stay!

Reviewed on Apr 27, 2026

Tru By Hilton Ridgeland Jackson

Tru By Hilton Ridgeland Jackson

2.5 out of 5
Price was $620, price is now $569 per person
$569
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
8.6/10 Excellent! (58 reviews)
Very clean and well located. Breakfast was minimal and not very appetizing.

Reviewed on May 1, 2026

Spark By Hilton Jackson Ridgeland

Spark By Hilton Jackson Ridgeland

3 out of 5
Price was $563, price is now $519 per person
$519
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
8/10 Very Good! (320 reviews)
Area did feel safe. Was disappointed with the cleanness of the room.. saw hair in the bed... floor didn't seem to have been vacuumed. I expected a lil more for a Hilton standard property. But for the price I paid for the night.. it was overall okay!

Reviewed on May 5, 2026

Wingate by Wyndham Jackson/Ridgeland

Wingate by Wyndham Jackson/Ridgeland

3 out of 5
Price was $581, price is now $542 per person
$542
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
7.6/10 Good! (1,003 reviews)
The breakfast was ok the staff was very nice, parking o felt safe overall everything was nice

Reviewed on May 3, 2026

Hyatt Place Jackson/ Ridgeland

Hyatt Place Jackson/ Ridgeland

3 out of 5
Price was $603, price is now $566 per person
$566
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
7.8/10 Good! (1,008 reviews)
I come to Ridgeland once a year to participate in the Natchez Trace Century Bike Race. This is one of the better properties in the area. Awesome location, great staff, very clean property inside and out, and they offer a great complimentary breakfast each morning. Whether you are coming for the bike event, another event, or for just a fun get-a-way weekend, the Hyatt is really a great place to stay. I highly recommend it!

Reviewed on May 4, 2026

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Bolton Hotel Deals

Hilton Jackson

Hilton Jackson

3.5 out of 5
1001 E County Line Rd Jackson MS
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from May 17 to May 18
$89 total
May 17 - May 18
Total with taxes and fees
7.6/10 Good! (1,011 reviews)
Had issues with check-in. Staff was not so hepful. The hotel elevator stinks

Reviewed on May 8, 2026

Hilton Jackson
Imperial Suites - Adults Only

Imperial Suites - Adults Only

2 out of 5
3720 I-55 Jackson MS
$68 nightly
The price is $77 total per night from May 13 to May 14
$77 total
May 13 - May 14
Total with taxes and fees
8.2/10 Very Good! (706 reviews)
One of the coolest rooms I've stayed in. Just wish it had a chair/desk and two night stands. I stayed in the KING DELUXE room but it didnt quite hit the DELUXE title but well worth the money.

Reviewed on May 4, 2026

Imperial Suites - Adults Only
Baymont by Wyndham Jackson/Ridgeland

Baymont by Wyndham Jackson/Ridgeland

3.5 out of 5
5709 I 55 N Jackson MS
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from May 17 to May 18
$85 total
May 17 - May 18
Total with taxes and fees
8/10 Very Good! (1,238 reviews)
convenient

Reviewed on May 7, 2026

Baymont by Wyndham Jackson/Ridgeland
See all 464 properties in Bolton
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.

Find the Best Bolton Vacation Packages

Bolton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Evers Intl. Airport (JAN)
Population
550

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Frequently asked questions

How much does a Bolton vacation package cost?
Offering excellent value package deals from $501 on Expedia, you'll be pleasantly surprised at how much a vacation to Bolton costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bolton?
September, November and December are the best times to look for cheap Bolton vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and hotels.
How many days is enough for Bolton?
Usually, a handful of days is enough to visit the main attractions during your Bolton vacation. But if you prefer to have time to unwind or go on day tours, consider extending your trip.
How to find the best Bolton package deals?
Start your search for a Bolton package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Bolton package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Bolton adventure underway.
Is it cheaper to book a Bolton vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still get the freedom to create a customized Bolton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bolton?
If you're planning a spontaneous Bolton getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Bolton vacation packages?
If you're like us, you love traveling the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Bolton trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.