Chatham Vacation Packages 2026 from $456

Chatham flight + hotel vacation packages

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

Stonybrook Motel & Lodge

$456

per person

Oct 22 - Oct 25

found 13 hours ago

Roundtrip non-stop flight included

Orlando (MCO) 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.

The Grand at Bedford Village Inn

Save 100% on your flight

$950

per person

Dec 2 - Dec 7

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Manchester (MHT)

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking.

The Village of Loon Mountain Fixed Rooms

$770

per person

Oct 22 - Oct 25

found 9 hours ago

Roundtrip flight included

Orlando (MCO) to Manchester (MHT)

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this aparthotel. A terrace and a picnic area are also provided.

Green Mountain Inn

Stowe Village Historic District

Save 100% on your flight

$1,025

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

This resort features 2 restaurants, 2 hot tubs, and an outdoor pool. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and perks like free self parking and free WiFi.

von Trapp Family Lodge & Resort

Save 100% on your flight

$1,687

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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. You'll appreciate the gym, bar/lounge, and laundry facilities.

Top Chatham hotels deals

Omni Mount Washington Resort & Spa

310 Mt Washington Hotel Rd Bretton Woods NH

$364 nightly

$395 total

Sep 21 - Sep 22

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.

North Conway Grand Hotel

72 Common Court North Conway NH

$169 nightly

$184 total

Sep 20 - Sep 21

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.

Town and Country Inn & Resort

20 State Route 2 Gorham NH

$115 nightly

$125 total

Sep 21 - Sep 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.

Pool

Hot Tub

North Conway Mountain Inn

2114 White Mountain Highway North Conway NH

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$107 total

Sep 17 - Sep 18

Total with taxes and fees

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

Grand Summit Hotel at Attitash

104 Grand Summit Road Bartlett NH

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$159 total

Sep 20 - Sep 21

Total with taxes and fees

2 hot tubs, an outdoor pool, and a gym are all featured at this smoke-free hotel. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and perks like free self parking and a free ski shuttle.

Pool

Hot Tub

Swiss Chalets Village Inn

457 Intervale Resort Loop Intervale NH

$99 nightly

$107 total

Sep 20 - Sep 21

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.

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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.

Stay near popular Chatham attractions

Baldface Range

7.4/10 (3 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Chatham?

Your travel daydreams can come to life in Chatham for as low as $456. 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.