Deals on vacations and trips to Madison

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Madison flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
May 31 - Jun 3
Roundtrip non-stop flight included
Roanoke (ROA) to New Haven (HVN)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
per person
May 31 - Jun 3
Roundtrip non-stop flight included
Roanoke (ROA) to New Haven (HVN)
This hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
May 31 - Jun 3
Roundtrip non-stop flight included
Roanoke (ROA) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven

2.5 out of 5
per person
May 31 - Jun 3
Roundtrip non-stop flight included
Roanoke (ROA) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
per person
May 31 - Jun 3
Roundtrip non-stop flight included
Roanoke (ROA) to New Haven (HVN)
This apartment features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

Top Madison hotel deals

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road, Madison, CT
Free Cancellation
Reserve now, pay when you stay
The price is $254 per night
$254
per night
Apr 30 - May 1
This hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $159 per night
$159
per night
May 26 - May 27
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $144 per night
$144
per night
Apr 30 - May 1
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
The price is $121 per night
$121
per night
Apr 28 - Apr 29
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $105 per night
$105
per night
Apr 28 - Apr 29
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $161 per night
$161
per night
May 16 - May 17
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
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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.

Popular places to visit

Image for Hammonasset Beach State Park

Hammonasset Beach State Park

4.5/5(84 reviews)

Explore the great outdoors at Hammonasset Beach State Park, a lovely green space in Madison. While you're in the area, stroll along the beautiful beaches.

Hammonasset Beach State Park
Image for Hammonasset Beach

Hammonasset Beach

Why not spend a lazy afternoon at Hammonasset Beach during your trip to Madison? While you're in the area, stroll along the beaches.

Hammonasset Beach
Image for North Madison Shopping Center

North Madison Shopping Center

You can search for that perfect souvenir at North Madison Shopping Center during your trip to Madison. While you're in the area, wander around the natural setting.

North Madison Shopping Center

Frequently asked questions

How much are vacation packages to Madison?
Packages, which include flights and hotels in Madison, start from as little as $430. Turn your travel fantasies into reality and secure your vacation with Travelocity today.
How long should my Madison vacation be?
Many visitors pack their suitcase and see the sights of Madison for around 2 nights. That’s a great guide, but don’t let it limit you. Whether you stay for a day or two to see the main sights or hang around to experience this place like a local, an amazing adventure awaits.
Where can I get the best vacation package deals for Madison?
There are terrific Madison package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Remember this the next time you’re ready to tick another destination off your must-see list.
Why should I book my Madison vacation bundle with Travelocity?
Whether you’re planning a month-long vacation or a last-minute trip, we have loads of tempting destinations to choose from at an affordable rate. What’s more, we offer round-the-clock support, top-notch service and a Price Match Guarantee. Save yourself the effort and time and lock in your dream vacation today.
Will I save money on my Madison car rental if I bundle it with my hotel or flight?
With a Madison vacation package, you can combine your car, flight and hotel bookings and save a ton. If you’d love to explore the best of this exciting city, why not make tracks to Times Square? This well-known attraction is 85 mi from Madison. With your own rental car, you’ll be there in a jiffy.
What is the best time of year to go to Madison?
If you want to avoid pricey flights, big crowds and unavailable hotels, arrange your trip outside of March, April and July. The quietest time to travel around Madison is November, December and January. You’ll find the highest hotel prices in and the most economical in .
Which airport is best for Madison?
Many visitors fly into Bradley Intl. Airport (BDL), 45 mi north of downtown Madison. Others prefer Westchester County Airport (HPN) (60 mi away from central Madison) or MacArthur Airport (ISP) (45 mi away from central Madison).
What is there to do in Madison?
While taking the path less traveled can be rewarding, you shouldn’t ignore the big sights that make a place famous. Hammonasset Beach State Park and Hammonasset Beach are just two of them in Madison.
Where should I stay when visiting Madison?
Many people stay at the The Homestead. It’s the perfect base for your Madison getaway.