Deals on vacations and trips to Madison

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Madison flight + hotel vacation packages

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

Casco Bay Inn

2 out of 5
Price was $428, price is now $373 per person
$373
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A terrace is also provided.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $559, price is now $487 per person
$487
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
A restaurant and a bar/lounge are featured at this guesthouse. Free self parking and a picnic area are also offered on site.
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

2 out of 5
Price was $432, price is now $378 per person
$378
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Dry cleaning, laundry facilities, and free newspapers are also on offer.
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
Price was $442, price is now $399 per person
$399
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
Price was $505, price is now $458 per person
$458
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

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
$99 nightly
The price is $107 total per night
$107 total
Oct 21 - Oct 22
Total with taxes and fees
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

North Conway Grand Hotel

4 out of 5
72 Common Court, North Conway, NH
$138 nightly
The price is $150 total per night
$150 total
Nov 13 - Nov 14
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.
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway, North Conway, NH
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $97 total per night
$97 total
Oct 26 - Oct 27
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
Green Granite Inn, an Ascend Collection Hotel

Green Granite Inn, an Ascend Collection Hotel

2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Free Cancellation
Reserve now, pay when you stay
$35 nightly
The price is $38 total per night
$38 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
School House Inn

School House Inn

2 out of 5
2152 White Mountain Highway, North Conway, NH
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $118 total per night
$118 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and concierge services are also on offer.
Parking included
Free WiFi
Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

3 out of 5
104 Grand Summit Road, Bartlett, NH
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $113 total per night
$113 total
Oct 29 - Oct 30
Total with taxes and fees
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free hotel. Take advantage of ski passes and ski storage on site. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Pool
Parking 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 $373. 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.

Photos of local treasures

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