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 Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,512, price is now $1,026 per person
$1,026
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $1,743, price is now $1,142 per person
$1,142
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,706, price is now $1,122 per person
$1,122
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,616, price is now $1,071 per person
$1,071
per person
Sep 10 - Sep 15
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Make the most of the gym and outdoor tennis court, and relax with drinks at one of the 3 bars/lounges.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $2,746, price is now $1,860 per person
$1,860
per person
Sep 10 - Sep 15
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.

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
$138 nightly
The price is $149 total per night
$149 total
Jul 8 - Jul 9
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.
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
$162 nightly
The price is $176 total per night
$176 total
Jul 9 - Jul 10
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
$99 nightly
The price is $107 total per night
$107 total
Jul 8 - Jul 9
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
Swiss Chalets Village Inn

Swiss Chalets Village Inn

2 out of 5
457 Intervale Resort Loop Intervale NH
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $93 total per night
$93 total
Jul 9 - Jul 10
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Nordic Village Resort

Nordic Village Resort

3 out of 5
Route 16 Jackson NH
$175 nightly
The price is $190 total per night
$190 total
Jul 8 - Jul 9
Total with taxes and fees
This aparthotel features an outdoor pool and an indoor pool. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
Eagle Mountain House & Golf Club

Eagle Mountain House & Golf Club

3.5 out of 5
179 Carter Notch Rd Jackson NH
$156 nightly
The price is $169 total per night
$169 total
Jul 14 - Jul 15
Total with taxes and fees
A golf course, a 24-hour gym, and a restaurant are all featured at this historic hotel. Take advantage of ski passes on site, and enjoy cross-country skiing and snowshoeing. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.
Pool
Pet friendly
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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.

Stay near popular Madison attractions

beach near Lyman Town Forest

Why not spend a lazy afternoon at beach near Lyman Town Forest during your trip to Madison? Amble around the area's lakeside or visit its shops.
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Frequently asked questions

How much are vacation packages to Madison?
Enjoy a memorable travel experience in Madison with a vacation package starting from just $1,026. 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

A lake surrounded by dense forest and mountains in the background.
A hiker on a trail surrounded by autumn foliage and distant mountains.
A mountainous landscape with a lake reflecting the sky.