Chatham Vacation Packages 2026 from $504

Chatham flight + hotel vacation packages

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

Wingate by Wyndham Raleigh South / Garner

$504

per person

Jul 23 - Jul 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

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.

The Longleaf Hotel

Downtown Raleigh

Save 100% on your flight

$741

per person

Aug 16 - Aug 23

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A coffee shop, a terrace, and a snack bar/deli are also on offer.

Landing Apartments Near Woodcrest

East Raleigh

$655

per person

Jul 23 - Jul 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This apartment features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Free self parking, barbecue grills, and a virtual front desk are also on offer.

Landing Apartments - Chapel Hill, NC

$587

per person

Aug 15 - Aug 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Raleigh (RDU)

This apartment features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.

Landing Apartments Glen Laurel - Raleigh

Northwest Raleigh

$644

per person

Aug 15 - Aug 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Raleigh (RDU)

Top Chatham hotels deals

The Bee Hotel Danville

420 Patton St Danville VA

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$152 total

Jul 5 - Jul 6

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

The Laurel Hotel

1076 West Main Street Danville VA

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$172 total

Jun 8 - Jun 9

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.

Parking included

Free WiFi

Sleep Inn & Suites Danville Hwy 58

1483 S Boston Rd Danville VA

Free Cancellation

$113 nightly

$132 total

Jun 9 - Jun 10

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free continental breakfast each morning.

Pool

Hot Tub

The Berry Hill Resort & Conference Center

3105 River Road South Boston VA

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$145 total

Jun 14 - Jun 15

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this boutique hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and free self parking.

Pool

Breakfast included

Beautiful lakeside family or corporate retreat with pool, hot tub, and more!

Huddleston VA

Get rates

This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and onsite laundry facilities. A garden and barbecue grills are also provided.

Pool

Hot Tub

Courtyard by Marriott Danville

2136 Riverside Dr Danville VA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$143 total

Jun 14 - Jun 15

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

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 $504. 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.