Chatham Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Chatham

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 S$237 per night from 5 Sept to 6 Sept
S$237
5 Sept - 6 Sept
includes taxes & fees
7.6/10 Good! (999 reviews)
"For the price it is fine. The place is very clean. The casino personnel were friendly, dining staff not so much. When I checked out I woke the person up and she grunted at me."

Reviewed on 16 Aug, 2025

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 S$197 per night from 31 Aug to 1 Sept
S$197
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (491 reviews)
"Property was very maintained and very clean would stay again"

Reviewed on 21 Jul, 2025

Tru By Hilton Greenville
Turn On Inn

Turn On Inn

3 out of 5
3768 US 65 & 82, Lake Village, AR
The price is S$116 per night from 23 Aug to 24 Aug
S$116
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (48 reviews)
"It was such a cute get away. I definitely will be booking again."

Reviewed on 17 Aug, 2025

Turn On Inn
See all 33 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 holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday 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 holiday 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Chatham holiday as a package?
You can enjoy significant savings on your next Chatham getaway by booking a tailored holiday 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 holiday 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 holiday. 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 customised Chatham holiday package.

* 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.