Deals on vacations and trips to Madison

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Madison flight + hotel vacation packages

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Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $785, price is now $662 per person
$662
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $805, price is now $671 per person
$671
per person
Dec 21 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.
River View Resort

River View Resort

2.5 out of 5
Price was $1,285, price is now $1,073 per person
$1,073
per person
Feb 8 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PWM)
This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.
Greenwood Manor Inn

Greenwood Manor Inn

3.5 out of 5
Price was $1,168, price is now $1,014 per person
$1,014
per person
Feb 8 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free cooked-to-order breakfast each morning. 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
Price was $1,147, price is now $996 per person
$996
per person
Dec 26 - Dec 30
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $107 total per night
$107 total
Nov 24 - Nov 25
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
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $152 total per night
$152 total
Dec 8 - Dec 9
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
Green Granite Inn, an Ascend Collection Hotel

Green Granite Inn, an Ascend Collection Hotel

2.5 out of 5
1515 White Mountain Hwy North Conway NH
Free Cancellation
$50 nightly
The price is $54 total per night
$54 total
Dec 14 - Dec 15
Total with 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
Residence Inn by Marriott, North Conway

Residence Inn by Marriott, North Conway

3 out of 5
1801 White Mountain Highway North Conway NH
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $137 total per night
$137 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Hilton Garden Inn North Conway

Hilton Garden Inn North Conway

3 out of 5
1992 White Mountain Hwy North Conway NH
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $103 total per night
$103 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking and a fireplace in the lobby are also offered on site.
Pool
Pet friendly
Comfort Inn & Suites North Conway

Comfort Inn & Suites North Conway

3 out of 5
2001 White Mountain Hwy North Conway NH
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $114 total per night
$114 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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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 $662. 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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