Chatham Vacation Packages 2026 from $294

Chatham flight + hotel vacation packages

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

Night Inn by Hotel O Selma I 95

$294

per person

Feb 6 - Feb 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Homewood Suites by Hilton Raleigh/Cary

Save 100% on your flight

$388

per person

Feb 6 - Feb 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like buffet breakfast and free self parking.

Unscripted Durham, Part of JDV by Hyatt

Downtown Durham

Save 100% on your flight

$381

per person

Feb 6 - Feb 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and rooftop terrace.

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

Save 100% on your flight

$586

per person

Feb 6 - Feb 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the seasonal outdoor pool and perks like free airport drop-off.

Landing Apartments Durham

Downtown Durham

Save 100% on your flight

$529

per person

Feb 6 - Feb 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This aparthotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A virtual front desk are provided for your convenience.

Top Chatham hotels deals

The Holbrook Hotel

990 Main St Danville VA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$138 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features free WiFi in public areas, dry cleaning, and laundry facilities. Enjoy free perks like free self parking and a casino shuttle. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pet friendly

Parking included

The Bee Hotel Danville

420 Patton St Danville VA

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$157 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a 24-hour gym and a rooftop terrace. Guests will appreciate freebies like continental breakfast, WiFi in public areas, and a casino shuttle. Self parking, a snack bar/deli, and a picnic area are also offered.

Breakfast included

Pet friendly

Caesars Virginia - A Caesars Rewards Destination

1100 W. Main Street Danville VA

$194 nightly

$225 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

A full-service spa, 4 restaurants, and a hot tub are all featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Pool

Hot Tub

Hampton Inn Gretna - Smith Mountain Lake

200 McBride Ln Gretna VA

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Dec 29 - Dec 30

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Riverside Inn & Suites Danville Virginia

2500 Riverside Dr Danville VA

$80 nightly

$94 total

Dec 24 - Dec 25

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is provided and the front desk is staffed around-the-clock.

Pet friendly

Parking included

Comfort Inn & Suites near Danville Mall

100 Tower Dr Danville VA

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$131 total

Dec 27 - Dec 28

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a lobby fireplace, and express check-out are also offered.

Pool

Pet friendly

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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.

Frequently asked questions

How much are vacation packages to Chatham?

Prepare to be surprised — you could find yourself in Chatham for as low as $294. 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 85 mi 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 60 mi southwest of the bustling downtown area. Other options open to you are Roanoke Regional Airport (ROA) (45 mi away from central Chatham) and Lynchburg Regional Airport (LYH) (35 mi 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.