Madison Holidays from £889

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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.
New Haven Hotel

New Haven Hotel

Downtown New Haven
£889
per person
24 Oct - 30 Oct
found 7 hours ago
Return direct flight included
London (LGW) to New Haven (HVN)
9.2/10 Wonderful! (2,266 reviews)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

Newhallville
£1,124
per person
24 Oct - 30 Oct
found 7 hours ago
Return direct flight included
London (LGW) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on 25 May 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Downtown New Haven
£909
per person
24 Oct - 30 Oct
found 7 hours ago
Return direct flight included
London (LGW) to New Haven (HVN)
8.6/10 Excellent! (1,064 reviews)
It’s a solid .

Reviewed on 7 Aug 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

Downtown New Haven
£897
per person
24 Oct - 30 Oct
found 7 hours ago
Return direct flight included
London (LGW) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on 2 Jun 2026

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

94 West Wharf Road Madison CT
£417
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (380 reviews)
"The hotel was excellent in every way, rooms, food, staff and property. I would only suggest a few amenities in the rooms that we expect in a lodging of this status. The room should have had a pen and note pad, wine glasses, an opener, plastic tumblers in the bathroom, and boosters for much better ..."

Reviewed on 5 Aug 2026

Madison Beach Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
Fully refundable
£55
3 Sept - 4 Sept
includes taxes & fees
Motel 6 New Haven - Branford, CT
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundable
£91
11 Aug - 12 Aug
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
See all 2,001 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
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Family Friendly Holidays
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Golf Holidays
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Luxury Holidays
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LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
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Holiday in Month
Where to go when
Where to go when

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

Hammonasset Beach State Park

8.8/10 (137 reviews)
Connecticut's largest shoreline park features two miles of sandy beach along Long Island Sound. Explore hiking trails or visit the Meigs Point Nature Centre for interactive exhibits about local ecosystems.
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A stone pier extending into calm waters at sunset with a person standing at the end.

Hammonasset Beach

9.4/10 (14 reviews)
Connecticut's largest shoreline park offers two miles of sandy beaches along the Long Island Sound. Explore diverse ecosystems on nature trails or visit the Meigs Point Nature Centre for wildlife exhibits.
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North Madison Shopping Center

8.8/10 (10 reviews)
This local retail hub offers convenient shopping with a variety of stores and services for everyday needs. Browse through grocery, clothing, and dining options while enjoying the relaxed small-town atmosphere.
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Deacon John Grave House

8.0/10 (2 reviews)
This 1685 saltbox home showcases seven generations of the Grave family through preserved colonial rooms. Explore American domestic life with an intimate guided tour of this New England architectural treasure.
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East Wharf Beach Park

Why not spend a lazy afternoon at East Wharf Beach Park during your trip to Madison?
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Scranton Memorial Library

8.0/10 (3 reviews)
The E.C. Scranton Memorial Library has served Madison since 1901 with over 100,000 volumes. Browse their extensive collection or attend one of their frequent author talks and cultural workshops.
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Madison Green Historic District

You can learn about the history of Madison with a trip to Madison Green Historic District.
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RJ Julia Booksellers

9.6/10 (12 reviews)
This beloved independent bookshop hosts over 300 author events annually in its charming two-story space. Browse the thoughtfully curated selection, then relax with your new book at the cosy in-store café.
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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.

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* 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.