Westport Vacations from $561

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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.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $893, price is now $561 per person
$561
per person
Jun 21 - Jun 26
found 1 hour ago
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
9.4/10 Exceptional! (2,227 reviews)
We have been here multiple times and always have a great stay! Rooms were clean. Pool and hot tub were great and staff were consistently checking the water conditions.

Reviewed on Apr 12, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $2,622, price is now $1,568 per person
$1,568
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.

Reviewed on Apr 11, 2026

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $1,487, price is now $899 per person
$899
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,173 reviews)
Yes. Great location and the facilities are top notch with wonderful staff

Reviewed on Apr 10, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $4,296, price is now $2,709 per person
$2,709
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,486, price is now $939 per person
$939
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Very clean room, comfy bed, and perfect location. The fitness center and restaurant for breakfast was great too!

Reviewed on Apr 11, 2026

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Discover the most popular places to visit in Westport

Gooseberry Island

Gooseberry Island

Commune with nature and explore the great outdoors at Gooseberry Island during your travels in Westport. Wander the riverfront in this family-friendly area.

Gooseberry Island

Horseneck State Beach

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.

Horseneck State Beach

Westport Rivers Vineyard & Winery

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.

Westport Rivers Vineyard & Winery

Westport Hotel Deals

Hampton Inn Fall River/Westport

Hampton Inn Fall River/Westport

2.5 out of 5
53 Old Bedford Rd Westport MA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Apr 22 to Apr 23
$127 total
Apr 22 - Apr 23
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
Welcoming and quiet , Nice clean room with plenty of accessories, pet friendly , and the pool and hot tub were great

Reviewed on Apr 7, 2026

Hampton Inn Fall River/Westport
Omni Providence Hotel

Omni Providence Hotel

4 out of 5
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $186 total per night from Apr 15 to Apr 16
$186 total
Apr 15 - Apr 16
Total with taxes and fees
9/10 Wonderful! (2,995 reviews)
Clean room, welcoming staff, great experience overall.

Reviewed on Apr 12, 2026

Omni Providence Hotel
Atlantic Beach Hotel Newport

Atlantic Beach Hotel Newport

3.5 out of 5
28 Aquidneck Ave Middletown RI
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Apr 27 to Apr 28
$120 total
Apr 27 - Apr 28
Total with taxes and fees
8.6/10 Excellent! (1,406 reviews)
This hotel is promoted as “Exceptional,” but that couldn’t be further from the truth. The entire experience was incredibly misleading and frustrating from start to finish. From the moment we arrived, things were off, we were even given the wrong room number at check-in, which set the tone for the ...

Reviewed on Apr 12, 2026

Atlantic Beach Hotel Newport
See all 3,113 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.

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

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 $561 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.