Westport Vacations from $279
Book a Hotel + Flight or Car together to unlock savings
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.
Premier Suites - Bay Village
Bay Village
Save 100% on your flight
Price was $481, price is now $279 per person
$279
per person
Dec 31 - Jan 6
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
12.4/10 Exceptional! (245 reviews)
Great central location, but very over priced for what you get. Felt like I was going to fall through the floor. Super old building and nothing works that well.
Internet on tv didn't work. Bath plug/stopper didn't work.
Electric hotplate didn't work.
Don't bring a large suitcase as the stairs are very narrow and steep and I had to lug it up to the 4th floor.
Reviewed on Nov 10, 2025
Boston Lodge and Suites
Dorchester
Price was $1,147, price is now $470 per person
$470
per person
Jan 29 - Feb 2
found 7 hours ago
Roundtrip flight included
Los Angeles (QLA) to Boston (BOS)
16.8/10 Exceptional! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.
Reviewed on Nov 10, 2025
Iris Hotel Boston
Coolidge Corner South Side
Price was $1,646, price is now $848 per person
$848
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
18.8/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant.
I would stay there anytime I'm in Brookline
Reviewed on Nov 22, 2025
The Hotel Portsmouth
Downtown
Save 100% on your flight
Price was $880, price is now $511 per person
$511
per person
Dec 31 - Jan 6
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.8/10 Exceptional! (1,002 reviews)
The people and relaxing atmosphere were superb. Also a very comfortable bed.
Reviewed on Nov 20, 2025
Discover the most popular places to visit in Westport
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.
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.
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.
Westport Hotel Deals
Hampton Inn Fall River/Westport
53 Old Bedford Rd Westport MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $113 total per night from Dec 9 to Dec 10
$113 total
Dec 9 - Dec 10
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Clean room. Breakfast was a great value, and the staff was very helpful to anyone that needed anything.
Reviewed on Nov 4, 2025
The Newport Harbor Hotel & Marina
49 America's Cup Ave Newport RI
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $186 total per night from Dec 1 to Dec 2
$186 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,318 reviews)
Location and courteous staff. We'll see you again. Thank you.
Reviewed on Nov 17, 2025
Omni Providence Hotel
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $182 total per night from Dec 14 to Dec 15
$182 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (2,867 reviews)
Very accommodating. Pleasant stay!
Reviewed on Nov 20, 2025
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
Explore a world of travel with Expedia
- Hotels near Handy House
- Hotels near Westport Rivers Vineyard & Winery
- Hotels near Westport Town Farm
- Hotels near Dedee Shattuck Gallery
- Hotels near Buzzards Bay Brewing
- Hotels near Acoaxet Club
- Westport Point Hotels
- Hotels near Slocum's River Reserve
- Hotels near Horseneck State Beach
- Hotels near Acoaxet Golf Club
- Hotels near Allens Pond Wildlife Sanctuary
- Hotels near Coastal Vineyards
- Hotels near Demarest Lloyd State Park
- Dartmouth Hotels
- Motel 6 Hotels in Dartmouth
- Houseboats in Dartmouth
- Extended Stay Hotels in Dartmouth
- Romantic Hotels in Dartmouth
- Pet-friendly Hotels in Dartmouth
- Beach Hotels in Dartmouth
- Hotels with Kitchenettes in Dartmouth
- B&B in Dartmouth
- Hotels near Cornell Farm
- 4 Star Hotels in North Westport
- North Westport Hotels
- Hotels with Room Service in North Westport
- Resorts & Hotels with Spas in North Westport
- B&B in North Westport
- Hotels with Hot Tubs in North Westport
- Guest Houses in North Westport
- Nonquitt Hotels
- South Dartmouth Hotels
- 5 Star Hotels in South Dartmouth
- B&B in South Dartmouth
- Cottages in South Dartmouth
- 4 Star Hotels in South Dartmouth
- Motels in South Dartmouth
- Resorts in South Dartmouth
- Vacation Homes in South Dartmouth
- North Dartmouth Hotels
- Cheap Hotels in North Dartmouth
- 4 Star Hotels in North Dartmouth
- Resorts & Hotels with Spas in North Dartmouth
- Hotels with Hot Tubs in North Dartmouth
- Pet-friendly Hotels in North Dartmouth
- Beach Hotels in North Dartmouth
- B&B in North Dartmouth
- Hotels with an Indoor Pool in North Dartmouth
- Hotels with Restaurants in North Dartmouth
- Extended Stay America Hotels in North Dartmouth
- Apartments in North Dartmouth
- Luxury Hotels in North Dartmouth
- RV Parks in North Dartmouth
- Motels in North Dartmouth
- Hotels with Kitchenettes in North Dartmouth
- Extended Stay Hotels in North Dartmouth
- Hotels with an Outdoor Pool in North Dartmouth
- Resorts in North Dartmouth
- Hostels in North Dartmouth
- Cottages in North Dartmouth
- Hotels with a Gym in North Dartmouth
- Hotels with Laundry Facilities in North Dartmouth
- 5 Star Hotels in North Dartmouth
- Vacation Homes in North Dartmouth
- Handy House
- Westport Rivers Vineyard & Winery
- Westport Town Farm
- Dedee Shattuck Gallery
- Buzzards Bay Brewing
- Acoaxet Club
- Slocum's River Reserve
- Horseneck State Beach
- Demarest Lloyd State Park
- Gooseberry Island
- Cornell Farm
- Visit North Westport
- North Dartmouth Vacations
- Visit South Dartmouth
- Buttonwood Park Zoo
- Visit North Dartmouth
- Car rentals near Handy House
- Car rentals near Westport Point
- Car rentals near Dartmouth
- Van Car Rentals in Dartmouth
- Rent A Wreck Rental Cars in Dartmouth
- Car rentals near North Westport
- Car rentals near Nonquitt
- Car rentals near South Dartmouth
- Car rentals near North Dartmouth
- Hertz Rental Cars in North Dartmouth
- Enterprise Rental Cars in North Dartmouth
- National Car Rental Rental Cars in North Dartmouth
- Dollar Rent A Car Rental Cars in North Dartmouth
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.