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.
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Price was $555, price is now $440 per person
$440
per person
Dec 15 - Dec 18
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Luggage storage is also provided.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $616, price is now $478 per person
$478
per person
Jan 7 - Jan 11
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $615, price is now $489 per person
$489
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
An indoor pool, free self parking, and a virtual front desk are featured at this hotel. WiFi in public areas is free. A lobby fireplace, a communal living room, and express check-out are also on offer.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $837, price is now $681 per person
$681
per person
Dec 15 - Dec 18
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $665, price is now $549 per person
$549
per person
Dec 15 - Dec 18
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet 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
Nov 12 - Nov 13
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
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $154 total per night
$154 total
Dec 10 - Dec 11
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
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
$50 nightly
The price is $54 total per night
$54 total
Dec 2 - Dec 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
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
$99 nightly
The price is $107 total per night
$107 total
Nov 14 - Nov 15
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
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
$127 nightly
The price is $137 total per night
$137 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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
$109 nightly
The price is $118 total per night
$118 total
Nov 12 - Nov 13
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 $440. 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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