Madison Holidays from £4,078

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Your Madison Holiday

Reserve a Madison holiday package that includes everything you need and no unnecessary extras. Great for walking, hiking and views, think about basing yourself in the neighbourhood of Essex Village. Hammonasset Beach State Park, Hammonasset Beach and Meigs Point Nature Centre are just a few of the many sights worth checking out during your trip to Madison. That dream Madison holiday is a few clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored just for you.

Top Madison Flight + Hotel Deals

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

Economy Inn

2.5 out of 5
per person
28 Aug - 31 Aug
found 3 hours ago
Return direct flight included
London (LHR) to New Haven (HVN)
5.6/10 (502 reviews)
Property needs to be updated plus some jacuzzi rooms need to be smoke free

Reviewed on 14 Jul 2025

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
per person
28 Aug - 31 Aug
found 3 hours ago
Return direct flight included
London (LHR) to New Haven (HVN)
9/10 Wonderful! (1,005 reviews)
Amazing views of the CT mountains and the property is beautiful !

Reviewed on 16 Jul 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
28 Aug - 31 Aug
found 3 hours ago
Return direct flight included
London (LHR) to New Haven (HVN)
8.6/10 Excellent! (550 reviews)
Overall, a great experience. Staff were professional and addressed every question. This Residence Inn allows pets, which was key.

Reviewed on 14 Jun 2025

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
per person
28 Aug - 31 Aug
found 3 hours ago
Return direct flight included
London (LHR) to New Haven (HVN)
9/10 Wonderful! (1,001 reviews)
The lobby and pool area were nice. Our room was nice except the toilet wasn't flushing upon arrival. After a call to the front desk, someone just dropped off a plunger at our door. After I attempted to plunge their broken toilet for them, it still did not work. I called the front desk again and was simply told that there weren't any other rooms. Finally, after convincing the front desk lady that we really do need a toilet to survive the night, we were assigned a new room. Later that night, we discovered that my daughter forgot her blanket in the old room and the other front desk lady was nice enough to let us in to get it. The next morning, there was no one at the feont desk for us to check out. I was glad that we hadn't needed the airport shuttle.

Reviewed on 17 Jul 2025

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
per person
28 Aug - 31 Aug
found 3 hours ago
Return direct flight included
London (LHR) to New Haven (HVN)
9.2/10 Wonderful! (727 reviews)
Everything was lovely

Reviewed on 10 Jul 2025

Madison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
19,100
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hammonasset Beach State Park, Hammonasset Beach and Stony Creek Museum

Top hotels in Madison

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road, Madison, CT
The price is £424 per night from 30 Jul to 31 Jul
£424
30 Jul - 31 Jul
includes taxes & fees
9.4/10 Exceptional! (301 reviews)
"The staff here is amazing along with the rooms and the property. This is a very nice and quiet place to stay with the family and they always seem to have some type of entertainment for the guests. Close to town and other points of interest. Only thing missing is a pool, but other than that this is ..."

Reviewed on 12 Jul 2025

Madison Beach Hotel
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is £123 per night from 28 Jul to 29 Jul
£123
28 Jul - 29 Jul
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)
"The property is really nice and the service excellent but I stayed only one night at the hotel."

Reviewed on 17 Jul 2025

New Haven Hotel
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
Fully refundableReserve now, pay when you stay
The price is £82 per night from 10 Aug to 11 Aug
£82
10 Aug - 11 Aug
includes taxes & fees
7.6/10 Good! (1,198 reviews)
"Good"

Reviewed on 15 Jul 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,940 properties in Madison
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Scranton Memorial Library

After visiting Scranton Memorial Library, make a plan to see the other sights and activities in Madison. While you're in the area, stroll along the beautiful beaches.

Scranton Memorial Library

Allis-Bushnell House and Museum

You can spend time exploring the galleries in Allis-Bushnell House and Museum during your travels in Madison. While you're in the area, stroll along the beautiful beaches.

Allis-Bushnell House and Museum

Deacon John Grave House

You can spend an afternoon exploring the galleries in Deacon John Grave House in Madison. While you're in the area, stroll along the beautiful beaches.

Deacon John Grave House

Frequently asked questions

Why should I book my Madison holiday with Expedia?
Expedia has you covered for every detail of your upcoming Madison getaway. You'll always land the best deals, but when you bundle your accommodation, flights and/or hire car into a holiday package, you'll save even more. Keen to truly make the most of your adventure? Add some exciting activities and tours to your customised package. We offer flexible cancellation policies on almost all bookings, so there's no need to stress if your plans change. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Madison?
March, April and July are the busiest months in Madison, while November, December and January are generally quieter. To get an idea of what type of weather you can experience, the average temperature during the day in January, the coolest month in Madison, is 0ºC. The warmest month here is July, when temperatures reach around 23ºC.
What are the top hotels for my holiday in Madison?
The Homestead in the Madison Centre neighbourhood is a wonderful choice for a Madison holiday. Reserve a room here and you'll be in a perfect position to get out and explore all that this happening city has to offer.
How do I get a cheap holiday to Madison?
Browse and lock in everything in the one place with our Madison holidays. You'll find bargains on flights, hotels, tours and more that'll keep your pocket happy and your sense of adventure alive. And, with more than 400 air carriers and 321,000 hotel options throughout the world to select from, you'll have the flexibility to mix and match your own way. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Madison holiday?
Offering must-see tourist attractions such as Hammonasset Beach State Park and Hammonasset Beach, a holiday in Madison is full of exciting things to see and do. Bishops Orchard and Winery and RJ Julia Booksellers are a couple of other sights worth discovering.
What is the best area to stay in when on holiday in Madison?
There's so much to do in Madison, so spend your nights near its top sights and allow yourself more time sightseeing. Hammonasset Beach State Park is one place to add to your itinerary.
Do I need a visa for my Madison holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for holidays or work, will determine if you'll need a visa for Madison. Also ensure your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Finalise all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Madison holiday?
First, consider the sorts of activities you have planned during your Madison trip and create a travel wardrobe that you can easily mix and match. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. Daytime temperatures in January, Madison's coolest month, are around 0ºC. July marks this destination's warmest month when average temperatures reach 23ºC. Our advice? Take the guesswork out of packing and check the weather forecast.
What does an Expedia Madison holiday include?
Flights, car hires and hotels, or any combination of them — it's your choice. Whether you're exploring Madison with the family or enjoying a solo break, there's a package to match every style and budget. Once you've made your booking, why not add on a few activities? Explore a huge range of property types and select one that suits your group size. The most sought-after rentals here are private holiday homes and cottages. With Expedia, it's a breeze to tailor-make your Madison retreat any way you like.
Does Expedia offer Book Now, Pay Later Madison holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all types of budgets, so you can escape on that well-deserved holiday now.
  • No-deposit holidays: If not paying upfront for your trip makes hitting that "book now" button more stress-free, consider a no-deposit holiday plan from Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Madison Expedia holiday?
Expedia offers access to more than 400 airline partners worldwide, so you definitely can. Simply pick your preferred air carrier and create the perfect Madison escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.