Chatham Vacation Packages 2026 from $577

Chatham flight + hotel vacation packages

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

Valcour Inn & Boathouse

$577

per person

Jul 18 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) 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.

Green Mountain Inn

Stowe Village Historic District

$854

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Burlington (BTV)

A full-service spa, 2 restaurants, and 2 hot tubs are all featured at this smoke-free resort. Enjoy the free ski shuttle and onsite ski storage. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Field Guide Lodge

$649

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Burlington (BTV)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking. Free WiFi in public areas, a terrace, and a snack bar/deli are also on offer.

Smugglers' Notch Resort

Save 100% on your flight

$1,005

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Burlington (BTV)

Ski-in/ski-out access, 4 restaurants, and 8 outdoor pools are all featured at this smoke-free aparthotel. Take advantage of ski passes on site, and enjoy downhill skiing and snowboarding. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities.

Outbound Stowe

$690

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Burlington (BTV)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a garden, and a lobby fireplace are also on offer.

Top Chatham hotels deals

North Conway Grand Hotel

72 Common Court North Conway NH

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$155 total

Jun 17 - Jun 18

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.

Pool

Hot Tub

Omni Mount Washington Resort & Spa

310 Mt Washington Hotel Rd Bretton Woods NH

Free Cancellation

Reserve now, pay when you stay

$292 nightly

$317 total

Jun 21 - Jun 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.

Pool

Hot Tub

Town and Country Inn & Resort

20 State Route 2 Gorham NH

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$98 total

Jun 18 - Jun 19

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

Swiss Chalets Village Inn

457 Intervale Resort Loop Intervale NH

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$89 total

Jun 15 - Jun 16

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.

Pool

Breakfast included

The Glen House Hotel

979 NH Rt 16 Gorham NH

Free Cancellation

Reserve now, pay when you stay

$247 nightly

$268 total

Jun 15 - Jun 16

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.

Pool

Pet friendly

North Conway Mountain Inn

2114 White Mountain Highway North Conway NH

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Jun 16 - Jun 17

Total with taxes and fees

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

Parking included

Free WiFi

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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 relaxing 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 family-friendly area.

Frequently asked questions

How much are vacation packages to Chatham?

Your travel daydreams can come to life in Chatham for as low as $577. 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.