Deals on vacations and trips to Madison

Save when you book Madison package deals

Choose two or more items and save on your trip:

Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $553, price is now $501 per person
$501
per person
Apr 1 - Apr 5
found 5 hours ago
Roundtrip flight included
San Juan (SJU) 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 lobby fireplace, and a computer station are also offered.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $1,368, price is now $1,029 per person
$1,029
per person
Mar 27 - Apr 1
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
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.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $664, price is now $562 per person
$562
per person
Mar 27 - Apr 1
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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 and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
Price was $709, price is now $636 per person
$636
per person
Mar 27 - Apr 1
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
This smoke-free hotel features a golf course, a full-service spa, and a gym. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and unwind at the bar/lounge and poolside bar.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $599, price is now $539 per person
$539
per person
Apr 1 - Apr 5
found 5 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
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.

Top Madison hotels deals

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road Madison CT
$245 nightly
The price is $282 total per night
$282 total
Mar 5 - Mar 6
Total with 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

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Mar 22 - Mar 23
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
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Free Cancellation
$106 nightly
The price is $121 total per night
$121 total
Mar 22 - Mar 23
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
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
$144 nightly
The price is $165 total per night
$165 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $99 total per night
$99 total
Feb 26 - Feb 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a gym and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$76 nightly
The price is $87 total per night
$87 total
Mar 6 - Mar 7
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
Don't see what you're looking for?
See all available properties in Madison
View all properties
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

Gorgeous sunrise

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 State Park
A silhouette of a man standing on a jetty looking at the sunset.

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

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?
Travelocity provides flight and hotel vacation packages starting as low as $501. 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.

Photos of local treasures

Browse Madison vacation photos for more inspiration

Beautiful marine after sunset background.Amazing summer evening landscape with group of drifting yachts on a lake Mendota during spectacular sunset. Bright sky reflects in the lake water. Madison, WI.
Beautiful marine after sunset background.Amazing summer evening landscape with group of drifting yachts on a lake Mendota during spectacular sunset. Bright sky reflects in the lake water. Madison, WI.
A Connecticut home in autumn surrounded by colorful foliage.
Looks a little like out of Africa
Gorgeous sunrise

Explore More Ways to Travel with Travelocity