Chatham Vacation Packages 2026 from $333

Chatham flight + hotel vacation packages

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

Stonybrook Motel & Lodge

$333

per person

Aug 21 - Aug 23

found 2 hours ago

Roundtrip flight included

Philadelphia (PHL) to Manchester (MHT)

This motel features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free on-the-go breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.

Eastern Slope Inn Resort

North Conway Village

$437

per person

Aug 21 - Aug 23

found 2 hours ago

Roundtrip flight included

Philadelphia (PHL) to Manchester (MHT)

This smoke-free hotel features 2 outdoor tennis courts, an indoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Eagle Mountain House & Golf Club

$429

per person

Aug 21 - Aug 23

found 2 hours ago

Roundtrip flight included

Philadelphia (PHL) to Manchester (MHT)

A golf course, a 24-hour gym, and a restaurant are all featured at this historic hotel. Take advantage of ski passes on site, and enjoy cross-country skiing and snowshoeing. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Cold Spring Plymouth Resort

$416

per person

Aug 21 - Aug 23

found 2 hours ago

Roundtrip flight included

Philadelphia (PHL) to Manchester (MHT)

A golf course and an outdoor pool are featured at this vacation home. Enjoy the indoor pool and perks like free WiFi. There's a gym on site, and laundry facilities and barbecue grills are also offered.

Valcour Inn & Boathouse

$745

per person

Aug 24 - Aug 27

found 4 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Burlington (BTV)

This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A garden and a communal living room are also provided.

Top Chatham hotels deals

North Conway Grand Hotel

72 Common Court North Conway NH

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$139 total

Jun 18 - Jun 19

Total with taxes and fees

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.

Omni Mount Washington Resort & Spa

310 Mt Washington Hotel Rd Bretton Woods NH

Free Cancellation

Reserve now, pay when you stay

$288 nightly

$313 total

Jul 1 - Jul 2

Total with taxes and fees

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.

Town and Country Inn & Resort

20 State Route 2 Gorham NH

$90 nightly

$98 total

Jun 21 - Jun 22

Total with taxes and fees

This motel features an indoor pool, a hot tub, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Swiss Chalets Village Inn

457 Intervale Resort Loop Intervale NH

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$74 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

The Glen House Hotel

979 NH Rt 16 Gorham NH

$190 nightly

$206 total

Jun 21 - Jun 22

Total with taxes and fees

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.

North Conway Mountain Inn

2114 White Mountain Highway North Conway NH

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Jun 17 - Jun 18

Total with taxes and fees

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

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.

Frequently asked questions

How much are vacation packages to Chatham?

Your travel daydreams can come to life in Chatham for as low as $333. 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.