Book Exclusive Chatham Vacation Packages

Choose one or more items to build your trip:

Chatham flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Colonial Inn-Hillsborough

The Colonial Inn-Hillsborough

4 out of 5
per person
Mar. 9 - Mar. 14
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Raleigh (RDU)
Stay at this 4-star inn in Hillsborough. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eno Gallery and Orange County Historical Museum are located nearby.
La Quinta Inn & Suites by Wyndham Raleigh/Durham Southpoint

La Quinta Inn & Suites by Wyndham Raleigh/Durham Southpoint

2.5 out of 5
per person
Apr. 4 - Apr. 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Herndon Hills Farm and Streets at Southpoint Mall are located nearby.
Sonesta ES Suites Raleigh Cary

Sonesta ES Suites Raleigh Cary

3 out of 5
per person
Apr. 4 - Apr. 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Raleigh (RDU)
Stay at this 3-star business-friendly hotel in Cary. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lenovo Center and Koka Booth Amphitheater are located nearby.
Homewood Suites by Hilton Raleigh - Crabtree Valley

Homewood Suites by Hilton Raleigh - Crabtree Valley

3 out of 5
Crabtree Valley
per person
Apr. 4 - Apr. 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Raleigh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Crabtree Valley Mall and Lenovo Center are located nearby.
Sonesta ES Suites Raleigh Durham Airport Morrisville

Sonesta ES Suites Raleigh Durham Airport Morrisville

3 out of 5
per person
Apr. 4 - Apr. 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Raleigh (RDU)
Stay at this 3-star business-friendly hotel in Morrisville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chatham Hill Winery and Wake Competition Center are located nearby.

Top Chatham hotels deals

Courtyard by Marriott Danville

Courtyard by Marriott Danville

3 out of 5
2136 Riverside Dr, Danville, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $182 per night
CA $182
CA $212 total
includes taxes & fees
23 Feb - 24 Feb
Stay at this 3-star business-friendly hotel in Danville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Caesars Virginia Casino and Danvillian Gallery are located nearby.
Pool
Pet-friendly
Comfort Inn & Suites near Danville Mall

Comfort Inn & Suites near Danville Mall

2.5 out of 5
100 Tower Dr, Danville, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $181 per night
CA $181
CA $212 total
includes taxes & fees
26 Jan - 27 Jan
Book a stay at this business-friendly hotel in Danville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Caesars Virginia Casino and Danville Mall are located nearby.
Pool
Pet-friendly
The Bee Hotel Danville

The Bee Hotel Danville

2.5 out of 5
420 Patton St, Danville, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $206 per night
CA $206
CA $240 total
includes taxes & fees
2 Feb - 3 Feb
Stay at this hotel in Danville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Caesars Virginia Casino and Danvillian Gallery are located nearby.
Breakfast included
Pet-friendly
The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center

4 out of 5
3105 River Road, South Boston, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $249 per night
CA $249
CA $303 total
includes taxes & fees
26 Jan - 27 Jan
Stay at this 4-star spa hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Halifax County Fairgrounds and Tobacco Heritage Trail - Cotton Mill Park Trailhead, South Boston are located nearby.
Pool
Breakfast included
Hampton Inn Gretna - Smith Mountain Lake

Hampton Inn Gretna - Smith Mountain Lake

2.5 out of 5
200 McBride Ln, Gretna, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $133 per night
CA $133
CA $156 total
includes taxes & fees
4 Feb - 5 Feb
Book a stay at this business-friendly hotel in Gretna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Pool
Breakfast included
The Holbrook Hotel

The Holbrook Hotel

2.5 out of 5
990 Main St, Danville, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $182 per night
CA $182
CA $212 total
includes taxes & fees
9 Feb - 10 Feb
Stay at this hotel in Danville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Caesars Virginia Casino and Danville Museum of Fine Arts are located nearby.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Chatham
View all properties
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.

Popular places to visit

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 Vacations

Get your vacation off to an awesome start by learning a thing or two about Chatham before you head off.

If you wander 18 miles (29 kilometers) north of Danville, or 25 miles (40 kilometers) northeast of Martinsville, you'll find yourself in Chatham.

This area of Virginia is home to around 1,000 people.

Places to visit in Chatham

We heard it through the grapevine that you can't refuse a good drop. Visit Tomahawk Mill Vineyard and Winery to find out what goes into making the nectar of the gods. But you haven't really seen the Virginia area until you've ventured outdoors and gone hiking. Be sure to add it to your list.

Where do you fly into for Chatham?

Stow your tray table, fasten your seatbelt and prepare to explore Chatham! Once you come in to land at Roanoke Regional Airport (ROA), the bustling main streets will be only 45 miles (72 kilometers) to the southeast from here.

Frequently asked questions

How much are vacation packages to Chatham?
Prepare to be surprised — you could find yourself in Chatham for as low as CA $1,127. At Travelocity, we save you money and time with our awesome vacation packages. With flights, hotels and tours all available at our one-stop shop, why wait any longer?
Where can I get the best vacation package deals for Chatham?
For an excellent package deal to Chatham, you can’t go past Travelocity. Select from 400 partner airlines and 1,000,000 properties worldwide to create the ultimate adventure — it’s as easy as that.
Why should I book my Chatham vacation package with Travelocity?
We make traveling the world easy. Whether you’re looking for a new destination to discover or want to ensure you get the best deal around, we’ve got you covered. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save on my Chatham car rental if I combine it with hotels and flights?
Bundling your flight, hotel and car into a Chatham vacation package is the best way to land the best prices. Plus, having your own rental car gives you total freedom to make your way to all those big sights you’re itching to check out. Located 137 kilometers from Chatham, North Carolina Zoo is one attraction that should have a place on your itinerary. Fasten your seat belt and make a day trip of it.
Which airport is best for Chatham?
Piedmont Triad Intl. Airport (GSO) is one of the busiest airports in Chatham. It’s roughly 97 kilometers southwest of the bustling downtown area. Other options open to you are Roanoke Regional Airport (ROA) (72 kilometers away from central Chatham) and Lynchburg Regional Airport (LYH) (56 kilometers away from central Chatham).
What is there to do in Chatham?
Don’t miss the fantastic photo opportunities at Tomahawk Mill Vineyard and Winery, one of the most well-known attractions in Chatham. There’s a lot more to discover in this great city, so give yourself enough time to explore some off-the-beaten-path gems.
Where should I stay when visiting Chatham?
If you’re looking for a place to lay your head, have a look at the Mahalo Suite…beach vibes in the Virginia foothills.. It’s the top choice for many visitors.

Photos of local treasures

Browse Chatham vacation photos for more inspiration

Chatham