Chatham Vacation Packages 2025/2026 from $420

Chatham flight + hotel vacation packages

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

DoubleTree by Hilton Burlington Vermont

$420

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to Burlington (BTV)

This hotel features 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Old Stagecoach Inn

Save 100% on your flight

$769

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to Burlington (BTV)

A bar/lounge and a terrace are featured at this inn, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a communal living room are also on offer.

von Trapp Family Lodge & Resort

Save 100% on your flight

$834

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to Burlington (BTV)

Ski-in/ski-out access, 3 restaurants, and an indoor pool are all featured at this smoke-free lodge. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy cross-country skiing. Traveling on business? Take advantage of the 4 onsite conference rooms.

Bluebird Cady Hill Lodge

Save 100% on your flight

$873

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to Burlington (BTV)

This hotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Innsbruck Inn at Stowe

$617

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to Burlington (BTV)

This hotel's 2 hot tubs and outdoor tennis court are among the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Top Chatham hotels deals

North Conway Grand Hotel

72 Common Court, North Conway, NH

$155 total

per night

Nov 16 - Nov 17

This hotel features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Hot Tub

Green Granite Inn, an Ascend Collection Hotel

1515 White Mountain Hwy, North Conway, NH

Free Cancellation

$54 total

per night

Dec 1 - Dec 2

This hotel features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Omni Mount Washington Resort & Spa

310 Mt Washington Hotel Rd, Bretton Woods, NH

Free Cancellation

Reserve now, pay when you stay

$256 total

per night

Nov 18 - Nov 19

This smoke-free resort features a golf course, a full-service spa, and a nightclub. There's a free ski shuttle, and ski lessons, ski rentals and ski storage are available on site. Families will appreciate the arcade/game room and picnic area.

Pool

Hot Tub

North Conway Mountain Inn

2114 White Mountain Highway, North Conway, NH

Free Cancellation

Reserve now, pay when you stay

$107 total

per night

Nov 7 - Nov 8

Free WiFi in public areas is available at this motel. Take advantage of the free self parking.

Parking included

Free WiFi

The Glen House Hotel

979 NH Rt 16, Gorham, NH

Free Cancellation

Reserve now, pay when you stay

$182 total

per night

Nov 9 - Nov 10

Ski-in/ski-out access and an indoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

Nordic Village Resort

Route 16, Jackson, NH

$119 total

per night

Nov 6 - Nov 7

This aparthotel features an outdoor pool and an indoor pool. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

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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

Baldface Range

Enjoy a trip to Baldface Range and popular activities like hiking in Chatham. Discover the mountain views in this quaint area, or enjoy its ski slopes.

Sherman Farm

You can learn about the history of Center Conway with a trip to Sherman Farm. Make time for the shops and ski slopes in this romantic area.

Frequently asked questions

How much are vacation packages to Chatham?

Your travel daydreams can come to life in Chatham for as low as $420. Package deals include flights and hotels, and they'll make booking your trip easy as pie. All you'll have to worry about is getting out there and having a great time.

Where can I get the best vacation package deals for Chatham?

Head straight to Travelocity. With access to 400 air carriers and an impressive 1,000,000 hotels around the world, selecting the ultimate Chatham package deal couldn't be easier.

Why should I purchase my Chatham vacation bundle with Travelocity?

Travel is all about making fantastic new memories and leaving all your stresses behind — which is why we provide you with a friendly team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our superb range of getaway packages. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Will I save money on my Chatham car rental if I bundle it with a hotel or flight?

Bundling your car, flight and hotel into a Chatham vacation package is a surefire way to land the best deal. Plus, having your own rental car gives you freedom to get to all the landmarks you're eager to explore. Sitting 120 mi away from Chatham, Harvard Square is one place that should have a place on your itinerary. Buckle up and make a day trip of it.

Which airport is best for Chatham?

Chatham has a couple of airports to fly to — Portland Intl. Jetport Airport (PWM) (50 mi away from the city center) and Augusta State Airport (AUG) (60 mi away from central Chatham).

Where should I stay when visiting Chatham?

The A Hiker's Haven in The White Mountains A cozy cottage with breathtaking view's is recommended by many travelers. Book as soon as possible before it's too late.