Madison Vacation Packages 2025/2026 from $372

Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Hartford North/Bradley Int'l Airport

$372

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Luxury Apartments by Hyatus at Pierpont

The Hill

$789

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New Haven (HVN)

This aparthotel 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.

Homewood Suites by Hilton Southington, CT

$615

per person

Nov 10 - Nov 14

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to New Haven (HVN)

This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a garden, and a snack bar/deli are also on offer.

Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill

$735

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New Haven (HVN)

Homewood Suites by Hilton Wallingford-Meriden

$614

per person

Nov 10 - Nov 14

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to New Haven (HVN)

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. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.

Top Madison hotels deals

Madison Beach Hotel

94 West Wharf Road, Madison, CT

Free Cancellation

Reserve now, pay when you stay

$339 nightly

$390 total

Oct 27 - Oct 28

Total with taxes and fees

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.

On private beach

Spa

Omni New Haven Hotel at Yale

155 Temple St, New Haven, CT

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$183 total

Oct 5 - Oct 6

Total with taxes and fees

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.

Pet friendly

Free WiFi

New Haven Hotel

229 George Street, New Haven, CT

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$146 total

Oct 26 - Oct 27

Total with taxes and fees

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.

Pet friendly

Free WiFi

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd, West Haven, CT

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$131 total

Oct 21 - Oct 22

Total with taxes and fees

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.

Pool

Breakfast included

Holiday Inn Express Southington by IHG

120 Laning St, Southington, CT

Free Cancellation

$119 nightly

$137 total

Sep 28 - Sep 29

Total with taxes and fees

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.

Pool

Breakfast included

Cambria Hotel New Haven University Area

20 Dwight Street, New Haven, CT

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$155 total

Oct 12 - Oct 13

Total with taxes and fees

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.

Pet friendly

Free WiFi

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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

Hammonasset Beach State Park

You can take time to visit Hammonasset Beach State Park during your travels to Madison. While you're in the area, stroll along the beautiful beaches.

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.

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.

Frequently asked questions

How much are vacation packages to Madison?

Travelocity provides flight and hotel vacation packages starting as low as $372. With such amazing bargains, you'll be exploring all of Madison in no time.

How long should my Madison vacation be?

Around 2 nights is the average amount of time travelers vacation in Madison. But how long is right for you all depends on how many magical memories you want to create. Why not stay a couple of extra days and discover some hidden treasures?

Where can I get the best vacation package deals for Madison?

Picking up the perfect package deal to Madison couldn't be easier with Travelocity. With around 400 partner airlines and 1,000,000 properties worldwide, you're flush with choice when it comes to picking your flights and hotels.

Why should I book my Madison vacation bundle via Travelocity?

From our 24/7 customer support to our range of amazing destinations, we're committed to giving you the vacation of a lifetime. All you'll have to do is to click and book — our Price Match Guarantee will make sure you lock in the best price.

Can I save on my Madison car rental if I combine it with my hotel or flight?

With a Madison vacation package, you can bundle your hotel, car and flight bookings and save loads. If you'd love to discover the best of this impressive location, why not make a beeline for Times Square? This renowned attraction is 85 mi from Madison. With a rental car, you'll be there in a flash.

Which airport is best for Madison?

Bradley Intl. Airport (BDL) is one of the top airports for Madison. You'll find it 45 mi north of the buzzing city center. Your other choices are MacArthur Airport (ISP) (45 mi away from central Madison) and Tweed - New Haven Regional Airport (HVN) (17 mi away from central Madison).

What is there to do in Madison?

While veering off the tourist trail is rewarding, you really shouldn't miss the popular attractions 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?

If you're searching for someplace comfortable to base yourself, consider the The Homestead. It's the top pick for many travelers.