Westport Holidays from £554

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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.
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
10 Sept - 14 Sept
found 1 day ago
Return flight included
London (LGW) to White Plains (HPN)
7.4/10 Good! (1,005 reviews)
Friendly staff, adequate rooms, but a little shabby

Reviewed on 18 May 2025

Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
Save 100% on your flight
per person
6 Sept - 13 Sept
found 1 day ago
Return flight included
Manchester (MAN) to White Plains (HPN)
8/10 Very Good! (1,002 reviews)
A real gem among hotels with a magnificent picturesque property. Wonderful staff!

Reviewed on 6 Jul 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
6 Sept - 13 Sept
just found
Return flight included
Manchester (MAN) to White Plains (HPN)
3.4/10 (3 reviews)
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
6 Sept - 13 Sept
found 1 day ago
Return flight included
Manchester (MAN) to White Plains (HPN)
7.8/10 Good! (1,053 reviews)
Not as shown I am sure will be nice after remodel. The rooms out dated.

Reviewed on 3 Jul 2025

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
6 Sept - 13 Sept
just found
Return flight included
Manchester (MAN) to White Plains (HPN)
8/10 Very Good! (1,004 reviews)
Parking was great, walkable amenities in the area, such as a Starbucks and restaurants close by

Reviewed on 2 Jul 2025

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

Inn at Longshore
Inn at Longshore
2.5 out of 5
260 Compo Rd S, Westport, CT
9/10 Wonderful! (148 reviews)
"Beautiful property, very nice room up on the third floor, staff is friendly and helpful. Dog friendly property, too - walking along the grounds and adjacent shore was lovely this morning. We will definitely return for another visit."

Reviewed on 30 Jun 2025

Get rates
Inn at Longshore
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is £94 per night from 27 Jul to 28 Jul
£94
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"I've stayed at this property many times, and generally would give it an excellent rating. This visit was just a little off. I still look forward to returning as it's incredibly convenient on/off the highway, has great comfortable bedding, good space, is safe, well lit, and has courteous employees. ..."

Reviewed on 3 Jul 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is £73 per night from 10 Jul to 11 Jul
£73
10 Jul - 11 Jul
includes taxes & fees
8.4/10 Very Good! (1,599 reviews)
"Friendly staff, clean rooms."

Reviewed on 5 Jul 2025

Amsterdam Hotel
See all 1,072 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

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Westport travel package cost?
The most affordable Westport travel package is £554, 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.