Westport Vacation Packages
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Your Westport Vacation
Lock in a Westport vacation package and get set for an awesome adventure. Famous for its coastal scenery and spectacular views, there's loads to love about this captivating city. A trip to Westport is a great opportunity to do a bit of sightseeing. Make sure you visit popular attractions like Horseneck State Beach, Coastal Vineyards and Gooseberry Island. Whatever your travel plans or the size of your budget, organizing a tailored Westport vacation is easy with Expedia.
Top Westport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Boston
Bay Village
CA $2,054
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Westport Beach Vacation
Shake off life's daily stresses and let your body, mind and soul unwind on your Westport vacation. Few things are more invigorating than the cool sea breeze and the soothing rhythm of waves breaking onto the shore. Plan your trip to Westport the easy way by choosing one of our Westport packages. Many visitors opt to spend their nights near Horseneck Beach State Reservation, a local highlight only 8 kilometres from the downtown area.
Things You Should Know About Westport
- If you're after the convenience of staying just a few minutes from the water, take a look at our Westport beach hotels. The sound of cawing sea birds and ocean waves are just a few clicks away.
- If your preference is to stay in one of our private vacation homes, check out TownePlace Suites by Marriott Westport or Hampton Inn Fall River/Westport.
Ready to book your vacation to Westport?
Westport Hotel Deals
Omni Providence Hotel
1 W Exchange St Providence RI
CA $265
CA $307 total
Oct 16 - Oct 17
includes taxes & fees
The Newport Harbor Hotel & Marina
49 America's Cup Ave Newport RI
CA $275
CA $381 total
Oct 25 - Oct 26
includes taxes & fees
Atlantic Beach Hotel Newport
28 Aquidneck Ave Middletown RI
Fully refundableReserve now, pay when you stay
CA $127
CA $161 total
Oct 26 - Oct 27
includes taxes & fees
8.4/10 Very good! (1,564 reviews)
"Great little hotel with nice staff and good walkability to restaurants and the beach!"
Reviewed on Sep 26, 2026
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.
Stay near popular Westport attractions
Horseneck Beach State Reservation
8.6/10 (4 reviews)
You can take time to visit Horseneck Beach State Reservation during your travels to Westport. Wander the riverfront in this family-friendly area.
Gooseberry Island
10.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Gooseberry Island during your travels in Westport. Wander the riverfront in this family-friendly area.
Horseneck State Beach
9.2/10 (19 reviews)
If a restful vacation is part of your travel plans, Horseneck State Beach might be the perfect place to seek out during your trip to Westport. Wander the riverfront in this family-friendly area.
Westport Rivers Vineyard & Winery
9.4/10 (6 reviews)
You can enjoy a tasting or tour at Westport Rivers Vineyard & Winery during your travels to Westport. Stroll along this family-friendly area's riverfront, or simply enjoy its wineries.
Acoaxet Club
8.0/10 (4 reviews)
Enjoy a round of golf in Westport at Acoaxet Club. Wander the beautiful beaches and waterfront in the area.
Westport Town Farm
10.0/10 (5 reviews)
Explore the great outdoors at Westport Town Farm, a lovely green space in Westport. Wander the beautiful beaches and waterfront in this family-friendly area.
Dedee Shattuck Gallery
9.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Dedee Shattuck Gallery during your trip to Westport. Wander the beautiful beaches and waterfront in this family-friendly area.
Handy House
9.0/10 (2 reviews)
You can browse the exhibits at Handy House, a museum with a storied past, during your travels to Westport. Wander the beautiful beaches and waterfront in the area.
Frequently asked questions
How much does a Westport vacation package cost?
You can snap up a vacation package to this top destination from CA $1,382 on Expedia. However, how much your vacation to Westport costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Westport?
January, February and March are the best times to look for cheap Westport vacation packages. Travelling in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Westport?
Usually, a handful of days is enough to visit the main attractions during your Westport vacation. However, if you prefer to have some time to unwind or go on day tours, consider extending your itinerary.
Is it worth booking a vacation package to Westport?
It's easy to see why a Westport vacation is on the to-do list of many travellers. Top attractions like Acoaxet Club are just the beginning of what you can explore here.
How to find the best Westport package deals?
Finding a cheap Westport package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Westport package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Westport vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Westport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Westport?
If you've got your Westport travel dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Westport?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Westport.
- Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Westport.
- Decide your trip length: Consider how long you want to spend discovering Westport. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Westport vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
