Chatham Vacation Packages

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Top Chatham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cotton House, Cleveland, a Tribute Portfolio Hotel

Cotton House, Cleveland, a Tribute Portfolio Hotel

3.5 out of 5
per person
Sep 19 - Sep 21
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GLH)
9/10 Wonderful! (560 reviews)
The beds in our hotel room are so uncomfortable. For the price we paid, we were expecting to have a luxury stay at what we thought was a luxury hotel.

Reviewed on Jul. 14, 2025

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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 CA $147 per night from Sep 3 to Sep 4
CA $147
CA $162 total
Sep 3 - Sep 4
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"Took forever to get our food but it was good"

Reviewed on Jul. 31, 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 CA $216 per night from Aug 17 to Aug 18
CA $216
CA $235 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (489 reviews)
"Property was very maintained and very clean would stay again"

Reviewed on Jul. 21, 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 CA $114 per night from Aug 4 to Aug 5
CA $114
CA $127 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (43 reviews)
Still a good option for a one night stay.
"The cabin is clean. Space is small. The toilet space is so narrow. The toilet space is so narrow. The shower is good. The room needs more lighting esp where the sink by where the coffee machine is, so dark and you can barely see what you are doing. The room is clean but it feels so muggy. The outside ..."

Reviewed on Jul. 14, 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Chatham vacation package cost?
You'll find cheap prices from CA $1,432 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. Travelling in less busy months means you can typically find reduced prices on accommodations and flights.
How many days is enough for Chatham?
The ideal duration for your Chatham vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to hit all the main sights and explore some hidden treasures along the way.
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 favourite 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 favourite 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.

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