Chatham Vacations from $305

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Chatham vacation packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Raleigh Hotel

Sheraton Raleigh Hotel

3.5 out of 5
Downtown Raleigh
Save 100% on your flight
Price was $436, price is now $305 per person
$305
per person
May 14 - May 17
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
8.2/10 Very Good! (1,001 reviews)
Room was fine. The hotel buffet breakfast service was terrible.

Reviewed on Feb 23, 2026

The Longleaf Hotel

The Longleaf Hotel

3 out of 5
Downtown Raleigh
Price was $464, price is now $344 per person
$344
per person
Mar 28 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9.6/10 Exceptional! (1,001 reviews)
stylish, clean, friendly

Reviewed on Feb 24, 2026

Hyatt House Raleigh Downtown/Seaboard Station

Hyatt House Raleigh Downtown/Seaboard Station

3.5 out of 5
Downtown Raleigh
Price was $551, price is now $410 per person
$410
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
9.4/10 Exceptional! (615 reviews)
Good location. Restaurant nearby and downtown is close.

Reviewed on Feb 26, 2026

Forge at Raleigh Iron Works

Forge at Raleigh Iron Works

2.5 out of 5
East Raleigh
Price was $403, price is now $312 per person
$312
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Raleigh (RDU)
8.6/10 Excellent! (4 reviews)
I really like the apartment and its amenities, and the staff has been great to work with.

Reviewed on Dec 8, 2025

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

3.5 out of 5
Price was $431, price is now $336 per person
$336
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
8.6/10 Excellent! (853 reviews)
Staff was great - accommodations mediocre at best and poor value - heat made so much noise when it turned on and off you couldn’t sleep

Reviewed on Feb 24, 2026

Don't see what you're looking for?
See all available trips from Columbus to Chatham
View all trips

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Discover the most popular places to visit in Chatham

Tomahawk Mill Vineyard and Winery

You can enjoy a tasting or tour at Tomahawk Mill Vineyard and Winery during your travels to Chatham. Stroll along the lakeside or discover the mountain views in this relaxing area.

Tomahawk Mill Vineyard and Winery

Chatham Hotel Deals

Comfort Inn & Suites near Danville Mall

Comfort Inn & Suites near Danville Mall

2.5 out of 5
100 Tower Dr Danville VA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $131 total per night from Mar 8 to Mar 9
$131 total
Mar 8 - Mar 9
Total with taxes and fees
8.6/10 Excellent! (621 reviews)
Clean room. Friendly, easy check in

Reviewed on Feb 24, 2026

Comfort Inn & Suites near Danville Mall
The Holbrook Hotel

The Holbrook Hotel

2.5 out of 5
990 Main St Danville VA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Mar 10 to Mar 11
$167 total
Mar 10 - Mar 11
Total with taxes and fees
9.8/10 Exceptional! (351 reviews)
The room was large, spotless and well appointed. The staff was absolutely wonderful and what a nice perk to have such a wonderful service as the shuttle back-and-forth to the casino. I forgot the young man's name who drove the shuttle, but he was so fun. Julie at the front desk was a great representative ...

Reviewed on Feb 24, 2026

The Holbrook Hotel
The Bee Hotel Danville

The Bee Hotel Danville

2.5 out of 5
420 Patton St Danville VA
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $166 total per night from Mar 15 to Mar 16
$166 total
Mar 15 - Mar 16
Total with taxes and fees
9.6/10 Exceptional! (546 reviews)
Wonderful place

Reviewed on Feb 26, 2026

The Bee Hotel Danville
See all 921 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
Population
1,500
Max Temp Winter
45ºF
Max Temp Summer
90ºF

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chatham vacation package cost?
You'll find cheap prices from $305 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.

Explore a world of travel with Expedia

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