Westport Holidays

Photo by Marina Timo

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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.

Top hotels in Westport

Inn at Longshore

Inn at Longshore

2.5 out of 5
260 Compo Rd S, Westport, CT
9/10 Wonderful! (154 reviews)
"Although the property is gorgeous and the staff is excellent in every way the property is run down. There is no central air conditioning and the room smelled musty. The pool has a fee and there is no elevator."

Reviewed on 27 Jul 2025

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Inn at Longshore
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,261 reviews)
"Perfect for a beach getaway and leisurely dinner experience"

Reviewed on 29 Jul 2025

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Norwalk Inn & Conference Center
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 HK$1,366 per night from 17 Aug to 18 Aug
HK$1,366
HK$1,571 total
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Very beautiful greenery area where you can have a drink or breakfast Pool was nice too And bedrooms very calm and comfortable"

Reviewed on 31 Jul 2025

Hyatt Regency Greenwich
See all 1,065 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.

Popular places to visit

Rolnick Observatory

Find out about the history of Westport when you take a trip to Rolnick Observatory. While you're in the area, stroll along the beautiful beaches.

Rolnick Observatory

Frequently asked questions

How much does a Westport holiday package cost?
You can pick up a holiday package to this popular destination 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.