Book Exclusive Madison Vacation Packages

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Madison flight + hotel packages

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,064, price is now CA $877 per person
CA $877
per person
Mar 27 - Mar 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,036, price is now CA $939 per person
CA $939
per person
Mar 27 - Mar 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Preble and Portland Harbor Museum are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $1,281, price is now CA $1,168 per person
CA $1,168
per person
Mar 27 - Mar 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,162, price is now CA $1,067 per person
CA $1,067
per person
Mar 27 - Mar 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $1,014, price is now CA $937 per person
CA $937
per person
Mar 27 - Mar 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions N.W. Barrett Gallery and Fore Street Gallery are located nearby.

Top Madison hotels deals

Purity Spring Resort

Purity Spring Resort

2 out of 5
1251 Eaton Rd Madison NH
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this ski hotel in Madison. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions King Pine Ski Area and Ossipee Lake Marina are located nearby.
Pool
Parking included
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
CA $192 total
Mar 1 - Mar 2
includes taxes & fees
Book a stay at this family-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Settlers' Green Outlet Village and Northway Plaza Shopping Center are located nearby.
Pool
Hot tub
Cambria Hotel North Conway

Cambria Hotel North Conway

3 out of 5
1858 White Mountain Highway North Conway NH
Free cancellation
The price is CA $136 per night
CA $136
CA $148 total
Feb 4 - Feb 5
includes taxes & fees
Book a stay at this business-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions M&D Playhouse and Pirate's Cove Adventure Mini Golf are located nearby.
Pool
Pet-friendly
Hampton Inn & Suites North Conway

Hampton Inn & Suites North Conway

2.5 out of 5
1788 White Mountain Hwy North Conway NH
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $156 total
Feb 4 - Feb 5
includes taxes & fees
Book a stay at this ski hotel in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions M&D Playhouse and Northway Plaza Shopping Center are located nearby.
Pool
Hot tub
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway North Conway NH
Get rates
Book a stay at this golf motel in North Conway. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Attitash Mountain Resort and Kahuna Laguna are located nearby.
Parking included
Free WiFi
Residence Inn by Marriott, North Conway

Residence Inn by Marriott, North Conway

3 out of 5
1801 White Mountain Highway North Conway NH
Free cancellation
Reserve now, pay when you stay
The price is CA $161 per night
CA $161
CA $174 total
Feb 2 - Feb 3
includes taxes & fees
Book a stay at this ski hotel in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions M&D Playhouse and Northway Plaza Shopping Center are located nearby.
Pool
Hot tub
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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.

Madison Vacations

Get your vacation started on the right foot by brushing up on Madison before you head off.

This town is located 460 miles (740 kilometers) to the northeast of Washington, the nation's capital. Moultonborough is a nearby notable area that's only 18 miles (29 kilometers) to the southwest.

Some 2,000 people live in this corner of New Hampshire, so there are lots of opportunities to make new friends.

Places to visit in Madison

Whether you're an expert or total beginner, it's time to dig out your snowboard and tear up the slopes. King Pine promises hours of fun for everybody! Need more options? With its dazzling lights and cacophony of sounds, Monkey Trunks Chocorua is a fun and colorful place to spend a few hours. Have a game of pinball or just enjoy watching the little ones as they try to choose which game to play first! But there's more. Railroads played an important role in the industrial revolution. Grab your ticket at Silver Lake Railroad and rattle along the historic route.

Where do you fly into for Madison?

When you're organizing your upcoming Madison escape, bear in mind that the nearest airport, Portland International Jetport Airport (PWM), is approximately 45 miles (72 kilometers) southeast of the city center. Book your flight, fill up your luggage and prepare to hit the streets!

Frequently asked questions

How much are vacation packages to Madison?
Enjoy a memorable travel experience in Madison with a vacation package starting from just CA $877. 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 177 kilometers from Madison.
Which airport is best for Madison?
Portland Intl. Jetport Airport (PWM), 72 kilometers east of the city center, is where many visitors begin their Madison adventures. But Lebanon Municipal Airport (LEB) (97 kilometers 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.

Photos of local treasures

Browse Madison vacation photos for more inspiration

Aerial view of a sunset on a New Hampshire lake in the White Mountains -Madison, NH
Aerial view of a sunset on a New Hampshire lake in the White Mountains -Madison, NH
Woman trail running in mountains with foliage in autumn
Sunset above Silver Lake,New Hampshire