Westport Vacation Packages
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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.
Top Westport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College
Price was CA $1,106, price is now CA $831 per person
CA $831
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (1,181 reviews)
The grounds are stunningly beautiful. The room was clean and the staff were very inviting. The room had a mini fridge, but no microwave. There was a microwave, as well as cold filtered water and cups just a short walk down the hall.
Reviewed on Jun 20, 2026
Boston Harbor Hotel
North End
Price was CA $1,682, price is now CA $1,138 per person
CA $1,138
per person
Jul 31 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,406, price is now CA $1,032 per person
CA $1,032
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (189 reviews)
Nice property. A little parking issue due to limited parking. Only one space per room, I think some people didn't listen. But breakfast, the private beach, the staff, the amenities all awesome.
Reviewed on Jun 25, 2026
Hotel AKA Back Bay
Back Bay
Price was CA $1,466, price is now CA $1,100 per person
CA $1,100
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,287 reviews)
Great service, great location, nice room, helpful staff.
Reviewed on Jun 26, 2026
Sunbird Cape Cod Resort
Price was CA $1,321, price is now CA $1,025 per person
CA $1,025
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.8/10 Good! (551 reviews)
The continental breakfast was good. The room was clean and bed was comfortable.
Reviewed on Jun 22, 2026
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 8 kilometres 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 Hotel Deals
The Newport Harbor Hotel & Marina
49 America's Cup Ave Newport RI
Fully refundableReserve now, pay when you stay
The price is CA $453 per night from Jul 27 to Jul 28
CA $453
CA $590 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,422 reviews)
"Very tired and old hotel, despite the steep prices. Not charming at all. Feels more like a 2 star outdated hotel. Old and stained carpets, vending machines that do not work. Also found hair on our bath tub, in a very crammed bathroom. The positive point is the location and adjacent parking. Still ..."
Reviewed on Jun 26, 2026
Omni Providence Hotel
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Jul 1 to Jul 2
CA $275
CA $319 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (3,149 reviews)
"Fantastic welcome by Sam on front desk. A lovely stay and very comfortable beds"
Reviewed on Jun 24, 2026
Atlantic Beach Hotel Newport
28 Aquidneck Ave Middletown RI
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from Jun 30 to Jul 1
CA $254
CA $306 total
Jun 30 - Jul 1
includes taxes & fees
8.4/10 Very good! (1,460 reviews)
"The hotel is older, but in good repair. We stayed in the suite annex and the mattresses were a little rough they should be replaced. The location of the property is amazing. Access to the beach and downtown Newport just minutes away. The restaurant attached to the hotel with the same name was very ..."
Reviewed on Jun 26, 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.
Stay near popular Westport attractions
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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.
