Westport Vacations from $736
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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.
The Latest Westport vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$1,290
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
$1,714
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Stay near popular Westport attractions
Horseneck Beach State Reservation
8.6/10 (4 reviews)
Stretching two miles along Buzzards Bay, Horseneck Beach offers pristine shoreline backed by scenic dunes and salt marshes. Reserve a campsite behind the dunes for an unforgettable overnight experience by the Atlantic.
Gooseberry Island
10.0/10 (2 reviews)
This scenic peninsula offers panoramic views of Buzzards Bay and houses historic WWII observation towers. Explore the half-mile sandy path while spotting diverse bird species during spring and fall migrations.
Horseneck State Beach
9.2/10 (19 reviews)
This two-mile stretch of Massachusetts coastline offers pristine sandy beaches framed by natural dunes and salt marshes. Explore the diverse ecosystem while bird watching or simply unwind with Atlantic Ocean views.
Westport Rivers Vineyard & Winery
9.4/10 (6 reviews)
This family-run coastal vineyard has been crafting acclaimed sparkling wines since 1986. Enjoy tastings in the company store or bring a picnic to savor on the scenic lawn overlooking the vines.
Acoaxet Club
8.0/10 (4 reviews)
This exclusive coastal golf club offers a scenic 9-hole course with stunning Atlantic Ocean views. Enjoy refined dining in the historic farmhouse clubhouse while taking in the majestic Westport River landscape.
Westport Town Farm
10.0/10 (5 reviews)
This historic 40-acre preserve showcases New England's agricultural past with its colonial farmhouse and stone walls. Follow the one-mile loop trail for serene views of the Westport River and grazing livestock.
Dedee Shattuck Gallery
9.0/10 (2 reviews)
This contemporary art gallery showcases diverse works from emerging and established artists in Westport. Explore rotating exhibitions and attend special events like artist talks for a deeper creative connection.
Handy House
9.0/10 (2 reviews)
This historic house museum reveals three centuries of architectural evolution through exposed walls and structural details. Explore unfurnished rooms with interpretive "windows" showcasing the building's construction phases.
Westport Hotel Deals
Omni Providence Hotel
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
$167 nightly
$194 total
Oct 18 - Oct 19
Total with taxes and fees
9/10 Wonderful! (3,197 reviews)
"A beautiful hotel and great location! Nice view of the city and helpful staff. The coffee machine in the room didn’t work and they brought a full pot right away when I asked."
Reviewed on Sep 25, 2026
The Newport Harbor Hotel & Marina
49 America's Cup Ave Newport RI
Fully refundableReserve now, pay when you stay
$236 nightly
$269 total
Oct 25 - Oct 26
Total with taxes and fees
Atlantic Beach Hotel Newport
28 Aquidneck Ave Middletown RI
Fully refundableReserve now, pay when you stay
$110 nightly
$125 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,559 reviews)
"Spacious and beautiful room and excellent location"
Reviewed on Sep 25, 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.
Find the Best Westport Vacation Packages
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 5 miles 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.
Westport Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | T.F. Green Airport (PVD) |
Max Temp Winter | 35ºF |
Max Temp Summer | 75ºF |
Top Sights | Horseneck State Beach, Horseneck Beach State Reservation and Demarest Lloyd State Park |
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Frequently asked questions
How much does a Westport vacation package cost?
You'll find cheap prices from $736 on Expedia for your Westport escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Westport costs.
What are the cheapest months to go to Westport?
If you're looking to book a cheap Westport vacation package, consider visiting in January, June and December. You'll generally find better prices on hotels and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Westport?
Typically, a handful of days is enough to see the main attractions during your Westport vacation. However, if you want to have more time to relax or go on day tours, think about extending your trip.
Is it worth booking a vacation package to Westport?
Westport is a good vacation destination with attractions like Westport Town Farm among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Westport vacation promises a good time for everyone.
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, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Westport package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Westport vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a customized Westport vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Westport?
If you're considering a spontaneous Westport getaway, 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 land amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Westport vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Westport break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
