Deals on vacations and trips to Madison

Save when you book Madison package deals

Choose two or more items and save on your trip:

Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Nautical Mile

Nautical Mile

2.5 out of 5
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Portland (PWM)
A seasonal outdoor pool is featured at this aparthotel, along with free self parking. A picnic area and a computer station are also provided.
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Top Madison hotels deals

Purity Spring Resort

Purity Spring Resort

2 out of 5
1251 Eaton Rd, Madison, NH
$115 nightly
The price is $125 total per night
$125 total
Jun 2 - Jun 3
Total includes taxes and fees
This hotel features a private beach, ski-in/ski-out access, and a restaurant. Enjoy the indoor pool and perks like free self parking and free WiFi. A business center, a picnic area, and express check-in are also on offer.
On private beach
Pool
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
$58 nightly
The price is $62 total per night
$62 total
Jun 4 - Jun 5
Total includes 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 Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court, North Conway, NH
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $157 total per night
$157 total
Jun 11 - Jun 12
Total includes 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
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
$104 nightly
The price is $113 total per night
$113 total
Jun 8 - Jun 9
Total includes taxes and fees
A water park and an indoor pool are featured at this hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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
$113 nightly
The price is $123 total per night
$123 total
Jun 4 - Jun 5
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
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
Jun 2 - Jun 3
Total includes taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Madison
View all properties
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 $572. 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

Browse Madison vacation photos for more inspiration