Westport Holidays from £974

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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.
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
Price was £1,072, price is now £974 per person
£974
per person
14 Dec - 19 Dec
found 8 hours ago
Return flight included
London (LON) to White Plains (HPN)
8.4/10 Very good! (1,894 reviews)
Staff were very helpful, and polite. The room was very clean.

Reviewed on 9 Nov 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was £1,798, price is now £1,505 per person
£1,505
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)
Staff are very friendly. Beautiful, clean rooms. Delicious restaurant downstairs

Reviewed on 8 Nov 2026

Westchester Marriott

Westchester Marriott

4.5 out of 5
Price was £1,402, price is now £1,260 per person
£1,260
per person
19 Dec - 24 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to White Plains (HPN)
9/10 Wonderful! (675 reviews)

Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
Downtown Stamford
Price was £1,653, price is now £1,489 per person
£1,489
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
9.6/10 Exceptional! (28 reviews)
Exceptional communication. Great common area amenities. Room was good, beds were comfortable. Close to Target, Dunkin etc. First time check-in and parking needs to be simplified. E.g. picking up fobs from the front desk during check-in would make the experience even better. Overall excellent!

Reviewed on 24 Oct 2026

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was £1,329, price is now £1,205 per person
£1,205
per person
19 Dec - 24 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to White Plains (HPN)
9/10 Wonderful! (1,354 reviews)
Great stay!

Reviewed on 9 Nov 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 £198 per night from 19 Nov to 20 Nov
£198
19 Nov - 20 Nov
includes taxes & fees
9.6/10 Exceptional! (220 reviews)
"While we normally love Delamar properties, Westport is not up to the standards of the other Delamars. This was our second stay in Westport and it was particularly disappointing. It was very evident that, despite it being a new hotel, soundproofing is non-existent here. From the time we arrived in ..."

Reviewed on 10 Nov 2026

Delamar Westport
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
The price is £174 per night from 24 Nov to 25 Nov
£174
24 Nov - 25 Nov
includes taxes & fees
8.8/10 Excellent! (1,218 reviews)
"If you want to be woken up on a Sunday at 6:00am with music, this is your place. If you want to sleep in, maybe go somewhere else"

Reviewed on 9 Nov 2026

Hyatt Regency Greenwich
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
The price is £137 per night from 24 Nov to 25 Nov
£137
24 Nov - 25 Nov
includes taxes & fees
The Stamford Hotel
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
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Family Friendly 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 travel package cost?
The most affordable Westport travel package is £974, 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.

* 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.