Book Exclusive Madison Vacation Packages

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Madison flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
84 Main by Capital Vacations

84 Main by Capital Vacations

4 out of 5
per person
Mar. 14 - Mar. 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 4-star condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kennebunk Free Library and Brick Store Museum are located nearby.
Cold Spring Resort

Cold Spring Resort

3.5 out of 5
per person
Mar. 2 - Mar. 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
Stay at this 3.5-star ski vacation home in Ashland. Enjoy free WiFi, a golf course, and a fitness center. Popular attractions The Flying Monkey Movie House and Performance Center and Fox Park are located nearby.
The Weldon Hotel

The Weldon Hotel

4 out of 5
Downtown Portland
per person
Mar. 14 - Mar. 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Maine Mall and Victoria Mansion are located nearby.
Moultonborough Inn

Moultonborough Inn

3 out of 5
per person
Mar. 2 - Mar. 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
Stay at this 3-star lodge in Moultonborough. Enjoy free WiFi, free parking, and bathrobes. Our guests praise the helpful staff in our reviews. Popular attractions Lake Kanasatka and Wakondah Pond are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
per person
Mar. 14 - Mar. 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Fort Preble are located nearby.

Top Madison hotels deals

Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit

Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit

Get rates
Stay at this vacation home in Madison. Enjoy a water park, a garden, and patios. Popular attractions Madison Boulder Natural Area and Madison Boulder are located nearby.
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 $176 per night
CA $176
CA $225 total
includes taxes & fees
5 Jan - 6 Jan 2025
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.
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 $157 per night
CA $157
CA $171 total
includes taxes & fees
12 Jan - 13 Jan 2025
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.
Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

3 out of 5
104 Grand Summit Road, Bartlett, NH
Free cancellation
The price is CA $182 per night
CA $182
CA $198 total
includes taxes & fees
26 Dec - 27 Dec
Stay at this 3-star ski hotel in Bartlett. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Attitash Mountain Resort and Story Land are located nearby.
Green Granite Inn, Ascend Hotel Collection

Green Granite Inn, Ascend Hotel Collection

2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $94 per night
CA $94
CA $102 total
includes taxes & fees
14 Jan - 15 Jan 2025
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.
Golden Gables Inn

Golden Gables Inn

2.5 out of 5
1814 White Mountain Hwy, North Conway, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $121 total
includes taxes & fees
23 Dec - 24 Dec
Stay at this motel in North Conway. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cranmore Mountain Resort and M&D Playhouse are located nearby.
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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 $1,054. 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