Westport Vacations from $318

A Westport vacation package lets you combine round-trip flights, a hotel stay, and a rental car for convenient travel. You can find hotels that offer amenities like airport shuttle service to and from major hubs such as John F. Kennedy International Airport (JFK), and some properties also include free breakfast to start your day. Many hotels are located conveniently close to popular outdoor spots like Compo Beach, about 1 mile from central Westport, making it easy to enjoy the area's natural beauty.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

When you bundle, you can save up to 30%*. To save money on a Westport package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

For a romantic or luxury Westport vacation package, consider a stay at the 4-star Delamar Westport. Rated 9.5 out of 10, this property is about 3 miles from central Westport and offers a sophisticated experience with amenities like a bar and lounge, and an indoor pool, perfect for unwinding together.


Families looking for the best vacation packages in Westport can also find a great option in Delamar Westport. This highly-rated hotel features family rooms and an indoor pool, providing comfortable accommodations and recreation for all ages, and it's conveniently located about 3 miles from Compo Beach.

Westport, an outdoor and nature destination, offers a mix of coastal beauty and local attractions for your Westport vacation:


Browse and book things to do in Westport on Expedia.

For exploring Westport and its surrounding natural attractions, a rental car offers the most flexibility. As an outdoor and nature destination, Westport has many beaches, like Compo Beach and Fairfield Beach, and lakes, such as Candlewood Lake, that are spread out. While local taxis and ride-share apps are available for shorter trips, a car is ideal for reaching these scenic spots and nearby historic areas like South Norwalk.


Booking Westport vacation packages with flights that include a rental car can enhance your ability to explore the region at your own pace, especially for those planning Westport beach vacation packages that involve visiting multiple coastal areas.

Westport vacation package hotels offer convenient access to both the town center and nearby coastal attractions. For example, the 4-star Delamar Westport, rated 9.5 out of 10, is located about 3 miles from central Westport. This property also sits about 3 miles from Compo Beach, making it easy to enjoy both local town amenities and the shoreline. Staying at properties like this allows travelers to easily explore the town and enjoy the area's beaches.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Westport vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Westport, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Westport vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Westport getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.