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.
84 Main

84 Main

4 out of 5
Price was $654, price is now $499 per person
$499
per person
Nov 13 - Nov 16
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $2,129, price is now $1,473 per person
$1,473
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,456, price is now $1,061 per person
$1,061
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Price was $884, price is now $666 per person
$666
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,570, price is now $1,191 per person
$1,191
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
$99 nightly
The price is $107 total per night
$107 total
Aug 24 - Aug 25
Total includes 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
Charming Standalone Home, Close to Sandy Beach w 2 Kayaks

Charming Standalone Home, Close to Sandy Beach w 2 Kayaks

Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
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
$81 nightly
The price is $88 total per night
$88 total
Sep 8 - Sep 9
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 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
Aug 24 - Aug 25
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
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
$181 nightly
The price is $197 total per night
$197 total
Sep 3 - Sep 4
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
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
$79 nightly
The price is $86 total per night
$86 total
Sep 1 - Sep 2
Total includes 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
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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 $499. 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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