Chatham Vacations from $343
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The Latest Chatham vacation packages
Price found within the past 48 hours. Click for updated prices.
Caesars Virginia Hotel & Casino - A Caesars Rewards Destination
$1,411
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
8.6/10 Excellent! (177 reviews)
Great bar.
I wish that coffee was available near the elevators.
Reviewed on Aug 25, 2026
Stay near popular Chatham attractions
Tomahawk Mill Vineyard and Winery
This historic water-powered gristmill houses a unique vineyard where history meets viticulture. Visitors can tour the 116-year-old mill before enjoying wine tastings beside the picturesque millpond.
Chatham Hotel Deals
The Laurel Hotel
1076 West Main Street Danville VA
Fully refundableReserve now, pay when you stay
$159 nightly
$185 total
Aug 30 - Aug 31
Total with taxes and fees
Riverside Inn and Suites Danville Virginia
2500 Riverside Dr Danville VA
Fully refundable
$95 nightly
$110 total
Aug 30 - Aug 31
Total with taxes and fees
5.4/10 (53 reviews)
"The room was very outdated, shower was horrible, there was wood peeling everywhere, the furniture was outdated, had to ask for towels and washcloths daily, washcloths was stained and the staff was just there, not friendly."
Reviewed on Aug 25, 2026
Courtyard by Marriott Danville
2136 Riverside Dr Danville VA
Fully refundableReserve now, pay when you stay
$122 nightly
$143 total
Sep 20 - Sep 21
Total with taxes and fees
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 |
Population | 1,500 |
Max Temp Winter | 45ºF |
Max Temp Summer | 90ºF |
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Frequently asked questions
How much does a Chatham vacation package cost?
You'll find cheap prices from $343 on Expedia for your Chatham escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Chatham costs.
What are the cheapest months to go to Chatham?
If you're looking to score a cheap Chatham vacation package, consider visiting in November, December and January. You'll generally find better rates on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Chatham?
The ideal length of your Chatham vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to visit all the leading attractions and discover some hidden treasures along the way.
How to find the best Chatham package deals?
Start your search for a Chatham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Chatham package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chatham adventure off to a flying start.
Is it cheaper to book a Chatham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can customize your Chatham escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chatham?
Score fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Chatham trip.
Does Expedia offer Book Now, Pay Later Chatham vacation packages?
Jet off on your perfect escape to Chatham with our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they sell out.
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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.
