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.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
per person
Oct 5 - Oct 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
Wonderful hotel. Sheets not the nicest…not soft and a little noisy to sleep on. Guests aloud and slamming doors in our hallway…not hotel fault Pool was nice. Breakfast very crowded and ended about an hour too early…couldn’t find butter or ketchup. Overall a positive experience

Reviewed on Jul. 25, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 19 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on Jul. 23, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Aug 27 - Sep 3
found 4 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
Beautiful hotel in a great location

Reviewed on Jul. 18, 2025

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
per person
Aug 27 - Sep 3
found 4 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Staff was excellent. Room was clean and spacious but, there was no ventilation in the bathroom. That really sucked...

Reviewed on Jul. 24, 2025

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
per person
Aug 27 - Sep 3
found 4 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.4/10 Very Good! (3,247 reviews)
Convenient location. Close to everything. Shopping to the left, shopping to the right. Beautiful, clean hotel. Friendly staff. I got an early check-in which is always convenient. My room was quiet. I will definitely book this hotel again in the future.

Reviewed on Jul. 23, 2025

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

Ready to book your vacation to Westport?

 

Choose your dates

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
The price is CA $230 per night from Aug 24 to Aug 25
CA $230
CA $252 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"It was ok nothing great the staff was super nice"

Reviewed on Jul. 21, 2025

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
The price is CA $215 per night from Aug 24 to Aug 25
CA $215
CA $248 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (2,617 reviews)
"I enjoyed my stay. There was a mistake with getting charged twice and they resolved it immediately. It is literally in the center of the city and right next to the mall. The city view is pretty nice on the West side. I wish there were microwaves in the rooms or at least in the lobby/common areas. ..."

Reviewed on Jul. 22, 2025

Omni Providence Hotel
Wayfinder Newport

Wayfinder Newport

4 out of 5
151 Admiral Kalbfus Road, Newport, RI
Fully refundableReserve now, pay when you stay
The price is CA $392 per night from Aug 25 to Aug 26
CA $392
CA $484 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (893 reviews)
"The rooms were very clean and updated. Very nice stay overall. Reasonably priced."

Reviewed on Jul. 22, 2025

Wayfinder Newport
See all 3,134 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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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.

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

Frequently asked questions

How much does a Westport vacation package cost?
You can snap up a vacation package to this top destination from CA $963 on Expedia. However, how much your vacation to Westport costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Westport?
January, February and March are the best times to look for cheap Westport vacation packages. Travelling in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Westport?
Usually, a handful of days is enough to visit the main attractions during your Westport vacation. However, if you prefer to have some time to unwind or go on day tours, consider extending your itinerary.
Is it worth booking a vacation package to Westport?
It's easy to see why a Westport vacation is on the to-do list of many travellers. Top attractions like Acoaxet Club are just the beginning of what you can explore here.
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, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Westport package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Westport vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Westport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Westport?
If you've got your Westport travel dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Westport?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Westport.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Westport.
  3. Decide your trip length: Consider how long you want to spend discovering Westport. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Westport vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.