Westport Vacations from $586
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
$586
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Iris Hotel Boston
Coolidge Corner
$689
per person
Nov 5 - Nov 8
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (676 reviews)
2nd visit to the Iris Hostel Boston and both were excellent in every way. Had breakfast in the Petal Restaurant onsite which was delicious! The menu unique twists of ingredients that were fresh and tasty!
Reviewed on Aug 29, 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.
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 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.
Buzzards Bay Brewing
9.0/10 (4 reviews)
Sip farm-crafted American ales in the rustic taproom or expansive Brewers Garden at this 140-acre working farm brewery. Bring a blanket to enjoy live music and food trucks in the serene Westport countryside.
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.
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
The Newport Harbor Hotel & Marina
49 America's Cup Ave Newport RI
Fully refundableReserve now, pay when you stay
$298 nightly
$339 total
Sep 20 - Sep 21
Total with taxes and fees
8.2/10 Very Good! (1,528 reviews)
"Great view — Wonderful grounds. Location unbeatable"
Reviewed on Aug 29, 2026
Omni Providence Hotel
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
$186 nightly
$216 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (3,191 reviews)
"The Omni in Providence is perfectly located in the heart of downtown Providence. There is a bridge that connects the mall and the hotel. There are numerous restaurants located around the Omni including 2 restaurants in the Omni. I highly recommend the Omni Hotel in Providence."
Reviewed on Aug 29, 2026
The Pell - Part of JdV by Hyatt
425 E Main Rd Middletown RI
Fully refundableReserve now, pay when you stay
$164 nightly
$187 total
Sep 29 - Sep 30
Total with taxes and fees
9.4/10 Exceptional! (1,206 reviews)
"Great hotel and friendly staff. Complimentary drinks when the guest arrive would be great!"
Reviewed on Aug 29, 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 |
More vacations you might like
Frequently asked questions
How much does a Westport vacation package cost?
You'll find cheap prices from $586 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.
Explore a world of travel with Expedia
- New Bedford Fire Museum
- Boston Marathon
- Granary Burying Ground
- Lizzie Borden Bed & Breakfast
- Westport Rivers Vineyard & Winery
- Joslin Diabetes Center
- Quincy Historical Society Museum
- Brigham and Women's Hospital
- Memorial Hall
- Quincy Vacations
- Longwood Medical Area
- Wollaston Beach
- Jamaica Plain Vacations
- Paul Revere House
- Mount Auburn Cemetery
- Historic Dedham Square
- Hancock Cemetery
- Demarest Lloyd State Park
- Dorchester Vacations
- Brookline Vacations
- The Shops at Prudential Center
- Buzzards Bay Brewing
- Dedham Vacations
- Park Street Church
- Gallery X
- Old South Church
- Stata Center
- Old South Meeting House
- Church of the Covenant
- Granite Links Golf Club
- Boston Symphony Hall
- New Bedford Vacations
- Longfellow Bridge
- Handy House
- Cathedral of the Holy Cross
- Theatre District Vacations
- New England Holocaust Memorial
- Forest Hills Cemetery
- Boston Children's Museum
- Massachusetts General Hospital
- Our Lady of Czestochowa Roman Catholic Church
- Castle Island
- Hynes Convention Center
- Franklin Park Zoo
- George Washington Statue
- New England Conservatory of Music
- Downtown Boston Vacations
- Beth Israel Deaconess Medical Center
- Boston Convention and Exhibition Center
- Larz Anderson Auto Museum
- Battleship Cove
- New Bedford Whaling National Historic Park
- Wonder Bowl
- Horseneck State Beach
- Axiom
- Boston Medical Center
- Dorothy Quincy Homestead
- Fort Warren
- Josiah Quincy House
- Old State House
- Louisburg Square
- Shirley-Eustis House
- Judith Klein Art Gallery
- Fall River Vacations
- Zeiterion Theatre
- Kendall Square
- South Boston Vacations
- Harpoon Brewery
- Chestnut Hill Reservoir
- Thompson Island
- Massachusetts Archives and Commonwealth Museum
- New Bedford Seastreak Ferry Terminal
- The Fens
- North Dartmouth Vacations
- The Freedom Trail
- Td Garden
- Northeastern University
- New Bedford Museum of Glass
- Christian Science Plaza
- Rotch Jones-Duff House and Garden Museum
- Andover Newton Theological School
- Adams National Historic Park
- Fort Phoenix State Reservation
- Old North Church
- Statue of Paul Revere
- Cornell Farm
- Frederick Law Olmsted National Historic Site
- Dana-Farber Cancer Institute
- Gooseberry Island
- Dedee Shattuck Gallery
- Warren Anatomical Museum
- Boston Vacations
- Westport Town Farm
- Rose Fitzgerald Kennedy Greenway
- Tony's Bakery
- New Bedford Whaling Museum
- Boston City Hall Plaza
- Allens Pond Wildlife Sanctuary
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
