Westport Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 3 kilometres 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.

Top hotels in Westport

Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 7 Apr to 8 Apr
S$134
includes taxes & fees
7 Apr - 8 Apr
8.4/10 Very Good! (1,584 reviews)
Comfy overnight stay
"Front desk staff went above and beyond to help me. Hallways, rooms, and the hotel weren't the newest, but it certainly wasn't a horrible experience. I'd stay here again."

Reviewed on 22 Mar,2025

Amsterdam Hotel
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 S$257 per night from 13 Apr to 14 Apr
S$257
includes taxes & fees
13 Apr - 14 Apr
8/10 Very Good! (811 reviews)
"we haven’t been back in a while and the hotel looks amazing. Clean and comfortable!"

Reviewed on 18 Mar,2025

Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
2.5 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 13 Apr to 14 Apr
S$131
includes taxes & fees
13 Apr - 14 Apr
6.2/10 (378 reviews)
"Close to the Metro North train line. Tasty biscuits and gravy for breakfast!"

Reviewed on 23 Mar,2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,040 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.

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.

What to do in Westport

Let’s Roam Scavenger Hunt - Bridgeport, Connecticut

Self-Guided Bridgeport Scavenger Hunt: Connecticut's Sights

S$16
per adult
Self-Guided Bridgeport Scavenger Hunt: Connecticut's Sights
See all activities in Westport

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.