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Madison flight + hotel packages

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

Chebeague Island Inn

4 out of 5
per person
Jun. 27 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Jun. 27 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Holiday Inn Express Biddeford by IHG

Holiday Inn Express Biddeford by IHG

2.5 out of 5
per person
May 29 - Jun. 5
found 15 hours ago
Roundtrip flight included
St. John's (YYT) to Portland (PWM)
Book a stay at this business-friendly hotel in Biddeford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach and Marden's Surplus and Salvage are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
per person
Jun. 27 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
per person
Jun. 27 - Jul. 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.

Top Madison hotels deals

Green Granite Inn, Ascend Hotel Collection

Green Granite Inn, Ascend Hotel Collection

2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
The price is CA $72 per night
CA $72
CA $78 total
includes taxes & fees
May 14 - May 15
Book a stay at this family-friendly 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 Cranmore Mountain Resort and Settlers' Green Outlet Village are located nearby.
Pool
Breakfast included
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court, North Conway, NH
The price is CA $141 per night
CA $141
CA $186 total
includes taxes & fees
May 8 - May 9
Stay at this 4-star 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 Cranmore Mountain Resort and Settlers' Green Outlet Village are located nearby.
Pool
Hot tub
Hampton Inn & Suites North Conway

Hampton Inn & Suites North Conway

2.5 out of 5
1788 White Mountain Hwy, North Conway, NH
The price is CA $124 per night
CA $124
CA $134 total
includes taxes & fees
Apr 29 - Apr 30
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 Cranmore Mountain Resort and M&D Playhouse are located nearby.
Pool
Hot tub
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 $154 per night
CA $154
CA $167 total
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3-star 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 Cranmore Mountain Resort and M&D Playhouse are located nearby.
Pool
Hot tub
Comfort Inn & Suites North Conway

Comfort Inn & Suites North Conway

2.5 out of 5
2001 White Mountain Hwy, North Conway, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $158 total
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this business-friendly 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 Cranmore Mountain Resort and Pirate's Cove Adventure Mini Golf are located nearby.
Pool
Breakfast included
Cambria Hotel North Conway

Cambria Hotel North Conway

3 out of 5
1858 White Mountain Highway, North Conway, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $140 per night
CA $140
CA $152 total
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3-star business-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cranmore Mountain Resort and M&D Playhouse are located nearby.
Pool
Pet-friendly
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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 $1,555. 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