Westport Vacations from $382

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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.
enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Save 100% on your flight
Price was $532, price is now $382 per person
$382
per person
Mar 27 - Mar 31
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
The beds were comfortable the staff was wonderful

Reviewed on Feb 1, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,316, price is now $863 per person
$863
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $896, price is now $594 per person
$594
per person
Mar 6 - Mar 8
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $880, price is now $592 per person
$592
per person
Apr 9 - Apr 13
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,891 reviews)
Spotless and perfect balcony

Reviewed on Jan 31, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $882, price is now $595 per person
$595
per person
Apr 9 - Apr 13
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Thank you for the cool corner suite on the 9th floor! We stayed over after attending a Bruins game. Short stay but nice place. Good location for our adventures. We’ll stay again if when we are back in Boston! Ty

Reviewed on Jan 29, 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
$106 nightly
The price is $118 total per night from Feb 8 to Feb 9
$118 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Lobby was very clean. Pool area was clean as well. Staff members were all very nice. Rooms clean.

Reviewed on Jan 18, 2026

Hampton Inn Fall River/Westport
The Pell - Part of JdV by Hyatt

The Pell - Part of JdV by Hyatt

4 out of 5
425 E Main Rd Middletown RI
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Feb 8 to Feb 9
$145 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (981 reviews)
Staff was very helpful and courteous. The night clerk even brought me a pot of hot tea! Amazing service. However there was an issue in the morning, as the maid knocked on my door 3 times starting probably at 9, for some unknown reason when I was just trying to sleep... My check out time was 12, and ...

Reviewed on Jan 29, 2026

The Pell - Part of JdV by Hyatt
Omni Providence Hotel

Omni Providence Hotel

4 out of 5
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $191 total per night from Feb 11 to Feb 12
$191 total
Feb 11 - Feb 12
Total with taxes and fees
8.8/10 Excellent! (2,908 reviews)
A wonderful reception to their guests, very attentive to everyone's needs and the staff at the front desk and housekeeping rock!

Reviewed on Jan 28, 2026

Omni Providence Hotel
See all 3,018 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 $382 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.