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 Aurora Inn & Cottages

The Aurora Inn & Cottages

2 out of 5
Price was $715, price is now $553 per person
$553
per person
Oct 16 - Oct 18
found 16 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Manchester (MHT)
This guesthouse features a seasonal outdoor pool and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. A communal living room, barbecue grills, and a virtual front desk are also on offer.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,210, price is now $802 per person
$802
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Attitash Mountain Village

Attitash Mountain Village

3 out of 5
Price was $928, price is now $621 per person
$621
per person
Sep 29 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
2 outdoor pools, 4 outdoor tennis courts, and an indoor pool are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the sauna and perks like free self parking and free WiFi.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Save 100% on your flight
Price was $1,028, price is now $748 per person
$748
per person
Oct 13 - Oct 16
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. Express check-out and luggage storage are also provided.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,927, price is now $1,442 per person
$1,442
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
$121 nightly
The price is $132 total per night
$132 total
Aug 26 - Aug 27
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
$152 nightly
The price is $165 total per night
$165 total
Aug 31 - Sep 1
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
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
Aug 23 - Aug 24
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
$66 nightly
The price is $72 total per night
$72 total
Sep 7 - Sep 8
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
Golden Gables Inn Dazzler Select by Wyndham

Golden Gables Inn Dazzler Select by Wyndham

2.5 out of 5
1814 White Mountain Hwy North Conway NH
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $118 total per night
$118 total
Aug 23 - Aug 24
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A picnic area is provided and the front desk is staffed around-the-clock.
Pool
Pet friendly
Eastern Inn & Suites

Eastern Inn & Suites

2 out of 5
2955 White Mountain Highway, Route 16 North Conway NH
$170 nightly
The price is $184 total per night
$184 total
Sep 8 - Sep 9
Total with taxes and fees
This motel features an indoor pool and a 24-hour gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.
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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 Davis Pond

Why not spend a lazy afternoon at beach near Davis Pond 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 $553. 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.