Chatham Vacations from $660

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The Latest Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
c towninn and suites

c towninn and suites

2 out of 5
Price was $696, price is now $660 per person
$660
per person
Jun 21 - Jun 26
found 3 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Greenville (GLH)
5.2/10 (17 reviews)
Red Leaf Cottages

Red Leaf Cottages

3 out of 5
Price was $890, price is now $810 per person
$810
per person
Jun 21 - Jun 26
found 3 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Greenville (GLH)
8.8/10 Excellent! (18 reviews)
I really enjoyed this stay, the place was just as described! Our dog Jazz loved the space to run and play, the views were amazing. The only down side was the road noice, but I think next time I will book the cabin closer to the lake.

Reviewed on May 6, 2026

Turn On Inn

Turn On Inn

3 out of 5
Price was $886, price is now $808 per person
$808
per person
Jun 21 - Jun 26
found 3 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Greenville (GLH)
9.4/10 Exceptional! (78 reviews)
Something weird happened with our reservation but kind and helpful host upgraded us to a bigger cabin. The floor isn’t level but the cabin was clean and perfectly sufficient for our needs. WiFi didn’t work well for us.

Reviewed on Apr 20, 2026

Cotton House, Cleveland, a Tribute Portfolio Hotel

Cotton House, Cleveland, a Tribute Portfolio Hotel

3.5 out of 5
Price was $999, price is now $913 per person
$913
per person
Jun 21 - Jun 26
found 3 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Greenville (GLH)
9/10 Wonderful! (659 reviews)
Room was great. Food service on Sunday evening at the hotel restaurant was at best a 2 out of 10. Horrible

Reviewed on May 5, 2026

Lyric Hotel West End, Trademark Collection by Wyndham

Lyric Hotel West End, Trademark Collection by Wyndham

3 out of 5
Price was $997, price is now $920 per person
$920
per person
Jun 21 - Jun 26
found 3 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Greenville (GLH)
8.2/10 Very Good! (176 reviews)
Very clean, friendly staff, rooms were big and spacious

Reviewed on Apr 30, 2026

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Discover the most popular places to visit in Chatham

Leroy Percy State Park

3.5/5(2 reviews)

You can take time to visit Leroy Percy State Park during your travels to Hollandale. While you're in the area, wander around the natural setting.

Leroy Percy State Park

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
$99 nightly
The price is $109 total per night from May 12 to May 13
$109 total
May 12 - May 13
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
Staff was very pleasant

Reviewed on May 1, 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
$122 nightly
The price is $135 total per night from May 17 to May 18
$135 total
May 17 - May 18
Total with taxes and fees
8/10 Very Good! (577 reviews)
Staff were absolutely amazing and super welcoming.

Reviewed on May 2, 2026

Tru By Hilton Greenville
Turn On Inn

Turn On Inn

3 out of 5
3768 US 65 & 82 Lake Village AR
$87 nightly
The price is $96 total per night from May 16 to May 17
$96 total
May 16 - May 17
Total with taxes and fees
9.4/10 Exceptional! (78 reviews)
Something weird happened with our reservation but kind and helpful host upgraded us to a bigger cabin. The floor isn’t level but the cabin was clean and perfectly sufficient for our needs. WiFi didn’t work well for us.

Reviewed on Apr 20, 2026

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.

Find the Best Chatham Vacation Packages

Chatham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Mid Delta Regional Airport (GLH)

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Frequently asked questions

How much does a Chatham vacation package cost?
You can snap up a vacation package to this destination from $660 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'd like to score a cheap Chatham vacation package, consider traveling in November, December and January. You'll usually find better rates on hotels and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Chatham?
With a well-organized travel plan, you can easily visit the main Chatham attractions in a few days. But if you want to discover lesser-known spots or go on day tours, think about 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.
Does Expedia offer Book Now, Pay Later Chatham vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Chatham break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.