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Madison flight + hotel vacation packages

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

New Haven Hotel

3.5 out of 5
Downtown New Haven
Save 100% on your flight
Price was $864, price is now $686 per person
$686
per person
Oct 22 - Oct 25
found 3 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,542, price is now $835 per person
$835
per person
Nov 13 - Nov 15
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Head of Pond House

Head of Pond House

3 out of 5
Price was $1,074, price is now $832 per person
$832
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a communal living room are also on offer.
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $988, price is now $770 per person
$770
per person
Nov 13 - Nov 15
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This apartment includes free WiFi in public areas and a virtual front desk.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,116, price is now $883 per person
$883
per person
Oct 17 - Oct 20
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. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Top Madison hotels deals

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road Madison CT
The price is $518 total per night
$518 total
per night
Sep 21 - Sep 22
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 24-hour 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
The price is $145 total per night
$145 total
per night
Sep 8 - Sep 9
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
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is $337 total per night
$337 total
per night
Oct 4 - Oct 5
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
510 Saw Mill Rd West Haven CT
Free Cancellation
Reserve now, pay when you stay
The price is $155 total per night
$155 total
per night
Sep 13 - Sep 14
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the express check-in and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly
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 $126 total per night
$126 total
per night
Sep 10 - Sep 11
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

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Free Cancellation
The price is $82 total per night
$82 total
per night
Sep 13 - Sep 14
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
Don't see what you're looking for?
See all available properties in Madison
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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.

Stay near popular Madison attractions

A rural landscape with a large fallen tree in the foreground, fields, and a forest in the background.
Photo by Shannon Willitts
Open Photo by Shannon Willitts

Hammonasset Beach State Park

8.8/10 (137 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.
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Frequently asked questions

How much are vacation packages to Madison?
Travelocity provides flight and hotel vacation packages starting as low as $686. 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

A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.
A calm lake at sunset with several sailboats anchored near the shore.
A coastal scene with a stone breakwater extending into the sea, a clear sky with wispy clouds, and a calm ocean.
A beach with boats, a sandy shore, and houses in the background.
A house surrounded by autumn-colored trees and a calm lake.

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