Madison Vacation Packages 2026 from $425

Madison flight + hotel vacation packages

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

The McKernan Inn

$425

per person

May 6 - May 9

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Portland (PWM)

This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

Ogunquit River Inn & Suites

Save 100% on your flight

$653

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,055

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Portland (PWM)

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

The Docent's Collection at 121 Middle Street

Downtown Portland

Save 100% on your flight

$1,187

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.

Cliff House Maine

Bald Head

Save 100% on your flight

$1,351

per person

May 28 - May 31

found 21 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Top Madison hotels deals

Purity Spring Resort

1251 Eaton Rd Madison NH

Get rates

Ski-in/ski-out access and an indoor pool are featured at this hotel. Enjoy the gym and perks like free self parking and free WiFi. A restaurant, a picnic area, and barbecue grills are also provided.

Pool

Parking included

North Conway Grand Hotel

72 Common Court North Conway NH

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$130 total

Apr 26 - Apr 27

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

Hampton Inn & Suites North Conway

1788 White Mountain Hwy North Conway NH

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Apr 12 - Apr 13

Total with taxes and fees

A water park and an indoor pool are featured at this hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

North Conway Mountain Inn

2114 White Mountain Highway North Conway NH

$89 nightly

$97 total

Apr 10 - Apr 11

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

Cambria Hotel North Conway

1858 White Mountain Highway North Conway NH

Free Cancellation

$100 nightly

$109 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Pet friendly

Comfort Inn & Suites North Conway

2001 White Mountain Hwy North Conway NH

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$109 total

Apr 8 - Apr 9

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast 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.

Frequently asked questions

How much are vacation packages to Madison?

Enjoy a memorable travel experience in Madison with a vacation package starting from just $425. Reserving your flights and hotels through Travelocity is a breeze. On top of that, our packages will leave you with more money in your pocket for fun.

How long should my Madison vacation be?

Many people choose to spend roughly 3 nights in Madison, but it's ultimately up to you. If you're eager to venture out and explore all the amazing things this location has to offer, why not hang around for a couple of extra nights?

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

With around 400 airlines and 1,000,000 hotels around the world, it's hard to beat Travelocity. Look through our comprehensive range and create your dream Madison vacation package. Doesn't it feel amazing when planning a trip is that easy?

Why should I book my Madison vacation package with Travelocity?

Whether you're planning an epic vacation or a last-minute weekend escape, we have lots of exciting destinations to choose from at a great price. What's more, we provide customer support 24/7, high-quality service and a Price Match Guarantee. Save yourself the effort and time and reserve your dream vacation now.

Can I save money on my Madison car rental if I combine it with my hotel or flight?

Absolutely — combine your flight, hotel and car into a Madison vacation package and you can save a ton. With so much to discover in the Madison area, that rental vehicle will make exploring easy. Once you're in the driver's seat, crank up the tunes and make tracks to Fenway Park, a must-see sight around 110 mi from Madison.

Which airport is best for Madison?

Portland Intl. Jetport Airport (PWM), 45 mi east of the city center, is where many visitors begin their Madison adventures. But Lebanon Municipal Airport (LEB) (60 mi away from central Madison) could be a handier option for you.

What is there to do in Madison?

Don't miss the excellent photo opportunities at King Pine Ski Area, one of the most renowned attractions in Madison. There's so much more to discover around this exciting city, so give yourself enough time to visit some lesser-known sights.

Where should I stay when visiting Madison?

Many travelers opt to hit the hay at the Cozy dog-friendly home . It's sure to be a good base for your Madison getaway.