Westport Holidays from AU$1,023

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Your Westport Holiday

The easiest way to experience this interesting city is with a tailor-made Westport holiday package. Stay in the neighbourhood of Downtown Stamford, which is great for history, bars and pubs and dining or choose someplace else — our packages are all about you. Any trip to Westport needs a well-planned itinerary. Fill yours with attractions like Fairfield University, Compo Beach and Norwalk Maritime Aquarium. A couple of clicks is all it takes to create your perfect Westport holiday on Expedia.

The Latest Westport Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown

3.5 out of 5
Price was AU$1,023, price is now AU$1,023 per person
AU$1,023
per person
4 Sept - 7 Sept
found 12 hours ago
Return flight included
Detroit (DTW) to White Plains (HPN)
9.4/10 Exceptional! (1,004 reviews)
Very helpful staff. Hotel as described

Reviewed on 20 July 2026

Residence Inn Stamford Downtown

Residence Inn Stamford Downtown

3 out of 5
Downtown Stamford
Price was AU$1,157, price is now AU$1,154 per person
AU$1,154
per person
4 Sept - 7 Sept
found 12 hours ago
Return flight included
Detroit (DTW) to White Plains (HPN)
9.4/10 Exceptional! (410 reviews)
Everything was amazing, especially the bartender and the valet guys!

Reviewed on 25 June 2026

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

3 out of 5
Downtown Stamford
Price was AU$1,065, price is now AU$1,062 per person
AU$1,062
per person
4 Sept - 7 Sept
found 12 hours ago
Return flight included
Detroit (DTW) to White Plains (HPN)
9/10 Wonderful! (873 reviews)

Westport Holiday

Westport Beach Holiday

A Westport holiday makes it simple to kick back and unwind. Whether you like the thought of sitting around by the water's edge or wandering along the shoreline collecting seashells, a trip to Westport is difficult to say no to. If you want to be close to the town centre, stay in the vicinity of Compo Beach. This strip of coast is only 5 kilometres away. We also offer Westport holiday packages around Burying Hill Beach and Alvord Beach, two other stunning nearby options.

Things You Should Know About Westport

  • Book one of our Westport beach hotels to enjoy this destination at its very best. Wander along the water's edge and be amazed by the stunning sunsets just steps from your doorstep.
  • You can also browse our range of private holiday homes. They're popular with people planning a stay in Westport. Check out Inn at Longshore and The Westport Inn, an Ascend Collection Hotel.
  • Be sure to visit our Westport things to do page for some trip planning inspiration. With a population of around 26,400 inches Westport, we're sure there'll be a few locals who'll be happy to give you some extra advice!
  • Get some great deals with a Westport holiday package. With all that extra cash in your pocket, you won't regret indulging in this destination's best offerings. Compo Beach, Compo Beach and Levitt Pavilion are excellent places to start.

Westport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
26,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Compo Beach, Norwalk Maritime Aquarium and Jennings Beach

Our pick of the best Westport Hotel Deals

Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
The price is AU$517 per night from 28 July to 29 July
AU$517
28 July - 29 July
includes taxes & fees
9.6/10 Exceptional! (107 reviews)
"The room and all of the common areas of the hotel were very clean and decorated very well. I normally don’t like hotel artwork, but loved all of the choices here. Our room which was a two queen bed room looked great, but the bathroom door was really hard to shut and open and the view from the room ..."

Reviewed on 20 July 2026

Delamar Westport
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is AU$343 per night from 10 Aug to 11 Aug
AU$343
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,079 reviews)
"It’s absolutely shameful that every time I visit this property the parking goes up another $5.00 - now a ridiculous $26/night on property owned by the hotel."

Reviewed on 20 July 2026

Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 10 Aug to 11 Aug
AU$159
10 Aug - 11 Aug
includes taxes & fees
6.6/10 (1,557 reviews)
"I was very disappointed with my stay. Having to pay extra for parking felt unreasonable, especially considering the room rate. The breakfast was also a letdown—the food lacked variety, wasn't very fresh, and overall the quality was poor. For the price, I expected a much better experience. I wouldn't ..."

Reviewed on 20 July 2026

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,113 properties in Westport
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
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beach holidays
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Beach Holidays

Stay near popular Westport attractions

Compo Beach

9.6/10 (20 reviews)
This 29-acre shoreline park offers pristine sandy beaches and stunning views of Long Island Sound. Enjoy swimming, volleyball, or simply relax on the boardwalk while watching sailboats drift across the horizon.
See properties

Frequently asked questions

How much does a Westport holiday package cost?
You can pick up a holiday package to this popular destination from AU$1,023 on Expedia. However, how much your holiday to Westport costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Westport?
February, June and August are the best times to look for cheap Westport holiday packages. Opting to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Westport?
We recommend booking a Westport holiday for a minimum of 2 days. This will give you enough time to check off popular sights such as Burying Hill Beach and Alvord Beach, as well as check out neighbourhoods like Cranbury and Greens Farms. You might even be able to slot in a day trip or two from Westport.
Is it worth booking a holiday package to Westport?
Westport has all the ingredients you need for a fantastic getaway — golfing, history and nature are just the start. Whether you'd like to check out attractions like Compo Beach and Levitt Pavilion, or venture off the beaten track, you'll find plenty to experience on your Westport holiday.
How to find the best Westport package deals?
Start your search for a Westport package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Westport package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westport escape off to a flying start.
Is it cheaper to book a Westport holiday as a package?
You can enjoy significant savings on your next Westport escape by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Westport?
If you're planning an impromptu Westport holiday, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Westport?

  1. Choose your travel dates: The things you'd like to do in Westport and your favourite season can help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Westport. Then, pick a hotel that suits your budget, whether that's an affordable stay or a lavish getaway.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Westport. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Westport holiday package that brings all your bookings together.

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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.