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.
InnSeason Resorts Pollard Brook

InnSeason Resorts Pollard Brook

3 out of 5
Price was $649, price is now $508 per person
$508
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Manchester (MHT)
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 families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and a free ski shuttle.
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was $825, price is now $618 per person
$618
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,233, price is now $962 per person
$962
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is also provided.
RiverWalk Resort at Loon Mountain

RiverWalk Resort at Loon Mountain

3.5 out of 5
Price was $734, price is now $577 per person
$577
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Manchester (MHT)
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room and barbecue grills. Enjoy the outdoor pool and perks like free self parking and free WiFi.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,052, price is now $827 per person
$827
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

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
$118 nightly
The price is $128 total per night
$128 total
Oct 12 - Oct 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
$110 nightly
The price is $119 total per night
$119 total
Nov 3 - Nov 4
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
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
$137 nightly
The price is $149 total per night
$149 total
Nov 2 - Nov 3
Total with taxes and fees
2 hot tubs, an outdoor pool, and a gym are all featured at this smoke-free hotel. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and perks like free self parking and a free ski shuttle.
Pool
Hot Tub
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 25 - Oct 26
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
$69 nightly
The price is $75 total per night
$75 total
Nov 9 - Nov 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
Christmas Farm Inn and Spa

Christmas Farm Inn and Spa

3 out of 5
3 Blitzen Way Jackson NH
$78 nightly
The price is $84 total per night
$84 total
Nov 8 - Nov 9
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
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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 $508. 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.