Chatham Vacations

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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 ₩172,931 per night from Jul 19 to Jul 20
₩172,931
₩190,224 total
Jul 19 - Jul 20
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"The rooms and staff were great! Fun little casino out in the middle of nowhere"

Reviewed on Jul 12, 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 ₩179,544 per night from Jul 30 to Jul 31
₩179,544
₩197,499 total
Jul 30 - Jul 31
includes taxes & fees
8/10 Very Good! (604 reviews)
"Nice hotel the staff was decent June was one employee who was kind. The breakfast served and was decent..My room was clean the only thing was the shower glass door couldn’t close."

Reviewed on Jul 7, 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 ₩138,226 per night from Jul 19 to Jul 20
₩138,226
₩152,740 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (90 reviews)
"Me and my husband always stay here on business love this place a hidden little jem…"

Reviewed on Jul 13, 2026

Turn On Inn
See all 34 properties in Chatham
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 can snap up a vacation package to this destination on Expedia. However, how much your vacation to Chatham costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Chatham?
If you're looking to book a cheap Chatham vacation package, consider visiting in January, February and November. You'll usually find better rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Chatham?
With a well-planned itinerary, you can easily tick off the most popular Chatham sights in a handful of days. But if you'd like to discover hidden gems or go on day trips, consider booking your Chatham vacation for longer.
How to find the best Chatham package deals?
Use Expedia's handy filters to help you find some fabulous Chatham 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 trip for midweek, or search for Chatham package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Chatham vacation as a package?
You can enjoy significant savings on your next Chatham getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Chatham?
If you're considering a spur-of-the-moment Chatham trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Chatham?

  1. Choose your dates: The things you plan to do in Chatham and your preferred season will help you decide when to travel.
  2. Set your budget: Consider costs like transportation, flights and meals when calculating how much to put aside for your trip to Chatham. Then, select a hotel that suits your budget, whether that's an economical stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you're more familiar with Chatham, you can work out the perfect length of your vacation. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Chatham vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.