Monticello Vacations from $521
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The Latest Monticello Vacation Packages
- Wingate by Wyndham Jackson/Ridgeland
Oct 22 - Oct 26Wingate by Wyndham Jackson/Ridgeland + Flight
Ridgeland4 nights3.0 star property7.6/10 - Good (1,009 reviews)"Y"Reviewed August 3, 2026Roundtrip • Chicago (CHI) - Jackson (JAN)ORD - JAN • 1 stop JAN - ORD • 1 stop$608$521found 1 day agoper traveler - Days Inn & Suites by Wyndham Ridgeland
Oct 15 - Oct 19Days Inn & Suites by Wyndham Ridgeland + Flight
Ridgeland4 nights2.0 star property7.4/10 - Good (1,002 reviews)Roundtrip • Chicago (CHI) - Jackson (JAN)ORD - JAN • 1 stop JAN - ORD • 1 stop$629$550found 1 day agoper traveler - Baymont by Wyndham Pearl
Oct 15 - Oct 19Baymont by Wyndham Pearl + Flight
Pearl4 nights2.5 star property6.4/10 - (860 reviews)Roundtrip • Chicago (CHI) - Jackson (JAN)ORD - JAN • 1 stop JAN - ORD • 1 stop$639$558found 1 day agoper traveler - Baymont by Wyndham Jackson/Ridgeland
Oct 15 - Oct 19Baymont by Wyndham Jackson/Ridgeland + Flight
Jackson4 nights3.5 star property8.0/10 - Very Good (1,366 reviews)"The room is itself wasn’t thoroughly clean towels had stains on them. The toilet seat was dirty. The sink was dirty. The nightstands were dirty. It was stains on the sheets and the refrigerator was leaking water. They made the carpet soaking wet. The front desk was very helpful doing check-in but was very disappointed once I got to the room I stayed last year in 2025 and it wasn’t a problem at this location, but my last day was my last day at Baymont."Reviewed August 4, 2026Roundtrip • Chicago (CHI) - Jackson (JAN)ORD - JAN • 1 stop JAN - ORD • 1 stop$617$544found 1 day agoper traveler - La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl
Oct 15 - Oct 19La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl + Flight
Pearl4 nights3.0 star property8.4/10 - Very Good (1,007 reviews)"Friendly atmosphere,staff very laid back /helpful"Reviewed August 3, 2026Roundtrip • Chicago (CHI) - Jackson (JAN)ORD - JAN • 1 stop JAN - ORD • 1 stop$607$536found 1 day agoper traveler
Monticello Hotel Deals
"Clean room, quiet, comfortable bed, Isolated, gas next door Would stay again"
Americas Best Value Inn Brookhaven
Americas Best Value Inn Brookhaven"It's an older property but was clean and quiet. Staff was very friendly."
"We will definitely stay here again!"
Holiday Inn Express Hotel & Suites Brookhaven by IHG
Holiday Inn Express Hotel & Suites Brookhaven by IHG"Front desk clerk didnt tell me about checking in at 3pm I was told to come back at 3am to check in and everything would be find. But I’m getting charge extra money. Miscommunication is something you guys have to work on with your front desk clerks."
"As a solo female traveler, the property was quiet and I felt safe. Room was clean and odor free. The only complaint I had was the sheets had some old stains on them. If they had been stain free I would have given 5 stars. "
"I was in town for my sister’s funeral. We arrived at the hotel around 3;45 pm just in time to shower and change for the family hour which started at 5 pm, upon arrival I was told Hilton"
"Lets first start that amanda was a sweetheart and understood what happen and was very helpful. Seem very sincere about fixing the mistake i made. As for breakfast. Disusting. Wouldn't let my dog eat it. Orange juice dispencer broken. Vending machine broken. Waterdown coffee. The room disgusting. Hair behind toilet seat. Inside toilet black grind. Hadn't been clean. The rubber mat to put in shower to not slip had black mode and lastly inside shower rustic ring. The pool had trash. Never again."
Frequently Asked Questions
How much does a Monticello vacation package cost?
You can snap up a vacation package to this destination from $521 on Expedia. However, how much your vacation to Monticello costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Monticello?
You can generally find lower rates and better availability in January, August and October. Take a look at our cheap Monticello vacation packages and you could get some excellent off-season deals.
How many days is enough for Monticello?
With a well-organized travel plan, you can easily visit the top Monticello sights in a few days. But if you want to discover hidden gems or take day trips, think about booking your Monticello vacation for longer.
How to find the best Monticello package deals?
Use Expedia's filter tool to find some unbeatable Monticello 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 break for midweek, or search for Monticello package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Monticello vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can customize your Monticello escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Monticello?
Secure fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Monticello getaway.
Does Expedia offer Book Now, Pay Later Monticello vacation packages?
Set off on your ideal getaway to Monticello with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've partnered with online lender Affirm to give you more flexibility and choice. 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, it's easy to stick to your budget and snag great deals before they sell out.