Westport Holidays from £850

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Your Westport Holiday

Reserve a Westport holiday package and prepare to experience all this city has to offer. Think about staying in the neighbourhood of Downtown Stamford, which is good for history, bars and pubs and dining. Make your trip to Westport even more fulfilling by including some sightseeing. Fairfield University, Norwalk Maritime Aquarium and Compo Beach are among the leading attractions you'll want to explore. Expedia can help you escape your routine. Tailor your holiday to Westport to suit your style of travel, whatever that may be.

Top Westport Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 out of 5
Price was £1,157, price is now £850 per person
£850
per person
21 Sept - 24 Sept
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
8.4/10 Very good! (1,002 reviews)
Hospitality was exceptional for warm greeting and accommodations

Reviewed on 13 Jul 2026

Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
Downtown Stamford
Price was £1,515, price is now £1,216 per person
£1,216
per person
1 Oct - 7 Oct
found 23 hours ago
Return flight included
Edinburgh (EDI) to White Plains (HPN)
9.8/10 Exceptional! (25 reviews)
great location, with garage spaced ( thought that is a bit confusing to figure out where the space was located); apartment was super comfy, nice size and layout, with living room/open kitchen concept (complete with all cooking and utensils ). Large bathroom w/a nice shower. Towels were wet but we worked that part out. great gym facilities in building and a fun basement equipped with (adult) games! rooftop was not open, even to enjoy the sunny day.. which meant the pool too was not available. I will definitely stay here agin

Reviewed on 3 May 2026

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was £1,473, price is now £1,205 per person
£1,205
per person
23 Sept - 28 Sept
found 20 hours ago
Return flight included
London (LON) to White Plains (HPN)
8.6/10 Excellent! (1,048 reviews)
The hotel manager, Jheneel is one the the BEST staffs I have even seen. She knows how to take care of customers. I met her at our first time staying and she was so smart to realize that we were cold and offer to bring us blankets. As a returned customer, we luckily met her while checking in and she gave us a very warm welcome “benefit” that makes us feel like home. This hotel will always be on our sweet hotel list. Thanks, Jheneel.

Reviewed on 12 Jul 2026

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was £1,034, price is now £862 per person
£862
per person
23 Sept - 28 Sept
found 20 hours ago
Return flight included
London (LON) to White Plains (HPN)
6.4/10 (134 reviews)
Got there got my key I went to check the room out and the bed was dirty sheets needed to be changed

Reviewed on 12 Jul 2026

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Price was £1,456, price is now £1,217 per person
£1,217
per person
23 Sept - 28 Sept
found 20 hours ago
Return flight included
London (LON) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.

Reviewed on 11 Feb 2026

Westport Beach Holiday

Salty sea air and gorgeous ocean views are some things to look forward to on your Westport holiday. If you want to save on your trip to Westport, we'll let you in on a secret — book one of our Westport holiday packages. Lock in one near Compo Beach, only 2 miles from the downtown area and a must-do while here. Alternatively, select a package that puts you close to Burying Hill Beach, another beautiful strip of coast. Whichever you choose, you'll be left with extra money in your travel budget to spend.

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
Norwalk Maritime Aquarium, Compo Beach and Jennings Beach

Top hotels in Westport

Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
The price is £259 per night from 27 Jul to 28 Jul
£259
27 Jul - 28 Jul
includes taxes & fees
9.6/10 Exceptional! (98 reviews)
"Outstanding dinner in dandelion and breakfast was outstanding as well"

Reviewed on 12 Jul 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 £178 per night from 12 Aug to 13 Aug
£178
12 Aug - 13 Aug
includes taxes & fees
8.6/10 Excellent! (1,078 reviews)
"The hotel manager, Jheneel is one the the BEST staffs I have even seen. She knows how to take care of customers. I met her at our first time staying and she was so smart to realize that we were cold and offer to bring us blankets. As a returned customer, we luckily met her while checking in and she ..."

Reviewed on 12 Jul 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
The price is £94 per night from 19 Jul to 20 Jul
£94
19 Jul - 20 Jul
includes taxes & fees
6.6/10 (1,534 reviews)
"The room was a bit humid. Otherwise a pleasant and convenient stay."

Reviewed on 12 Jul 2026

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,100 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.
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All Inclusive Holidays
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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 travel package cost?
The most affordable Westport travel package is £850, so your dream holiday can become a reality — without burning a hole in your pocket. Bundle flights, hotels, car rentals and more to create a package that suits your travel style.
If I'm not able to travel, can I cancel my Westport travel package?
Your situation can change without warning, so yes, you can. You may be able to cancel and rebook your Westport travel package for free within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, hotel or airline may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Westport?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got it all. Choose the combination that suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotels from all over the world, which lets you customize your Westport getaway.
Does Expedia offer Book Now, Pay Later Westport holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Westport?
A trip to Westport wouldn't be complete without stopping by Westport Country Playhouse, Compo Beach and Levitt Pavilion. Spend your nights near these tourist attractions and make sightseeing easy.
What are the top hotels in Westport?
Sunny Studio Apt Above Historic Westport Mill in the Greens Farms neighbourhood is a fantastic choice for a Westport escape. Book a room here and you'll be well-placed to get out and discover all that this city has to offer.
How far in advance should I book my Westport holiday?
While not all air carriers release tickets early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is the time you can score some incredible bargains. If you're purchasing tickets last minute, there's a chance you could get lucky. Sometimes the lowest prices become available just weeks prior to departure.
What does an Expedia Westport travel package include?
Flights, hotels and rental cars, or any combination of the three — the choice is all yours! Whether you're venturing to Westport with the family or travelling by yourself, there's a package to fit your budget and style. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Westport travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on things like activities or sightseeing tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Westport Expedia travel package?
Yes, so take your pick! We have access to over 550 partner airlines around the world, so you can tailor your Westport getaway according to your travel preferences.

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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.