Madison Vacation Packages 2025/2026 from $373

Madison flight + hotel vacation packages

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

Holiday Inn Express Southington by IHG

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

HYATT house Hartford North/Windsor

Save 100% on your flight

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to New Haven (HVN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Hilton Garden Inn Hartford North/Bradley Int'l Airport

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

Courtyard by Marriott Southington

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to New Haven (HVN)

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 garden, and dry cleaning are also offered.

Residence Inn by Marriott Southington

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to New Haven (HVN)

This hotel features an indoor pool and a 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.

Top Madison hotels deals

Madison Beach Hotel

94 West Wharf Road, Madison, CT

$450 nightly

$518 total

Jul 20 - Jul 21

Total includes taxes and fees

This smoke-free 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

New Haven Hotel

229 George Street, New Haven, CT

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$165 total

Jul 28 - Jul 29

Total includes 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

$94 nightly

$108 total

Jul 31 - Aug 1

Total includes 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

Motel 6 New Haven - Branford, CT

320 E Main St, Branford, CT

Free Cancellation

$72 nightly

$83 total

Jul 16 - Jul 17

Total includes taxes and fees

A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.

Pet friendly

Parking included

La Quinta Inn & Suites by Wyndham New Haven

400 Sargent Dr, New Haven, CT

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

Jul 20 - Jul 21

Total includes taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Pet friendly

Saybrook Point Resort & Marina

2 Bridge St, Old Saybrook, CT

Free Cancellation

Reserve now, pay when you stay

$419 nightly

$479 total

Jul 13 - Jul 14

Total includes taxes and fees

A full-service spa, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free train station pick-up. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a shopping center shuttle.

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.

Popular places to visit

Hammonasset Beach State Park

4.5/5(84 reviews)

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 $373. 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.