Chatham Vacations

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    Save up to AEDĀ 5,000 when you book a flight and hotel together*
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Find the Best Chatham Vacation Packages

Chatham Hotel Deals

Harlow's Casino Resort & Spa

Harlow's Casino Resort & Spa

3.5 out of 5
4280 Harlow's Blvd Greenville MS
Fully refundableReserve now, pay when you stay
The price is AEDĀ 426 per night from Nov 15 to Nov 16
AEDĀ 426
AEDĀ 469 total
15 Nov - 16 Nov
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Don’t stay here nothing was good !"

Reviewed on 7 November 2026

Harlow's Casino Resort & Spa
Tru By Hilton Greenville

Tru By Hilton Greenville

2.5 out of 5
600 Rayner Road Greenville MS
Fully refundableReserve now, pay when you stay
The price is AEDĀ 449 per night from Dec 1 to Dec 2
AEDĀ 449
AEDĀ 494 total
1 Dec - 2 Dec
includes taxes & fees
8/10 Very Good! (647 reviews)
"Tru makes really good use of small spaces! It is very kid friendly! Games, puzzles and billiards were provided for for the entire family to enjoy! The breakfast was amazing and the staff worked hard to make sure that we enjoyed it! The staff was super nice and accommodating! Housekeeping was on point! ..."

Reviewed on 10 November 2026

Tru By Hilton Greenville
Turn On Inn

Turn On Inn

3 out of 5
3768 US 65 & 82 Lake Village AR
The price is AEDĀ 410 per night from Nov 13 to Nov 14
AEDĀ 410
AEDĀ 453 total
13 Nov - 14 Nov
includes taxes & fees
9.4/10 Exceptional! (99 reviews)
"While the whole place was quaint, and the manager was friendly, our overnight stay was a little rougher than we had counted on. The bed was quite uncomfortable, and the room was cold. The heat exchanger only worked on the emergency setting, unfortunately. It was okay,but I don't think we'll stay ..."

Reviewed on 11 November 2026

Turn On Inn
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.

Frequently asked questions

How much does a Chatham vacation package cost?
You'll find cheap prices on Expedia for your Chatham getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Chatham costs.
What are the cheapest months to go to Chatham?
January, February and November are great times to look for cheap Chatham vacation packages. Traveling in less busy months means you can typically find reduced prices on accommodations and flights.
How to find the best Chatham package deals?
Use Expedia's filter tool to find some fabulous Chatham 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 browse for Chatham package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Chatham vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the freedom to create a tailored Chatham vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Chatham?
If you're considering an impromptu Chatham adventure, browse 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 find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Chatham?

  1. Choose your dates: The things you plan to do in Chatham and your favorite season will help you decide when to travel.
  2. Budget wisely: Besides the price of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Chatham.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Chatham. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Chatham vacation package for you.