Title: Beach Vacations in Westport 2026 | Expedia.ca ![](https://images.trvl-media.com/place/56054/b9dbfc9c-663f-469f-aaa8-f7ad11883346.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Westport Beach Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Beach hotel deals in Westport Price found within the past 48 hours. Click for updated prices. ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta White Plains Downtown CA $768 per person Apr 22 - Apr 25 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8.8/10 Excellent! (1,306 reviews) Clean room, restaurant/bar was amazing Reviewed on Mar 13, 2026 ![Modern Comfort in the Heart of NYC](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/w1198h799x1y1-954a35fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Modern Comfort in the Heart of NYC Southeast Yonkers CA $819 per person May 1 - May 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 2/10 (1 review) ![Cromwell Manor Inn](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/383d1993_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cromwell Manor Inn CA $1,352 per person Jun 6 - Jun 10 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 9.4/10 Exceptional! (95 reviews) An interesting and beautiful historical site. The mansion has been beautifully preserved and simultaneously updated with all the modern amenities needed to be comfortable, including well-equipped bathrooms and comfortable beds. The owners love to make breakfast for the guests so don’t skip that part of the experience. Cornwall itself is a hidden gem and wonderful escape. Enjoy! Reviewed on Jan 18, 2026 ![Stamford Suites](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stamford Suites Downtown Stamford CA $843 per person Apr 22 - Apr 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 6.4/10 (102 reviews) Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford. Reviewed on Jan 19, 2026 ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Greenwich CA $966 per person Apr 29 - May 2 found 14 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8.4/10 Very Good! (1,000 reviews) More room service options would be nice. Otherwise a great property with very helpful staff. Reviewed on Mar 8, 2026 Don't see what you're looking for? See all available trips from Columbus to Westport [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach holidays in Westport Price found within the past 48 hours. Click for updated prices. ![The Opus Westchester, Autograph Collection](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/80a97b29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Opus Westchester, Autograph Collection CA $1,642 per person Jun 4 - Jun 7 found 14 hours ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 9.2/10 Wonderful! (544 reviews) Writing Great stay at this hotel! The property itself was clean, comfortable, and the staff was very welcoming. One of the best parts of the location is how many great restaurants are within a short walk — all within about 5 blocks. We had so many options including Italian, Indian, Colombian, and even a Brazilian steakhouse nearby. It made dinner plans easy every night. Definitely a great spot if you enjoy having lots of food choices close by. Would absolutely stay here again! Reviewed on Mar 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Westport [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach holidays in Westport Price found within the past 48 hours. Click for updated prices. ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta White Plains Downtown CA $768 per person Apr 22 - Apr 25 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8.8/10 Excellent! (1,306 reviews) Clean room, restaurant/bar was amazing Reviewed on Mar 13, 2026 ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Greenwich CA $966 per person Apr 29 - May 2 found 14 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8.4/10 Very Good! (1,000 reviews) More room service options would be nice. Otherwise a great property with very helpful staff. Reviewed on Mar 8, 2026 ![Luxury Apartments by Hyatus White Plains](https://images.trvl-media.com/lodging/120000000/119700000/119699900/119699840/w2528h1694x0y0-d914a929_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury Apartments by Hyatus White Plains CA $1,530 per person Apr 30 - May 3 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to White Plains (HPN) No reviews Don't see what you're looking for? See all available trips from Columbus to Westport [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach holidays in Westport Price found within the past 48 hours. Click for updated prices. ![Stamford Suites](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stamford Suites Downtown Stamford CA $843 per person Apr 22 - Apr 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 6.4/10 (102 reviews) Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford. Reviewed on Jan 19, 2026 ![Modern Luxury Home w GameRoom & Parking](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/5bea3ddd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Modern Luxury Home w GameRoom & Parking Southeast Yonkers CA $3,560 per person May 13 - May 17 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to White Plains (HPN) 7.2/10 Good! (5 reviews) This was an excellent House My birthday weekend was amazing I totally would book again Reviewed on Mar 17, 2024 ![Cromwell Manor Inn](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/383d1993_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cromwell Manor Inn CA $1,352 per person Jun 6 - Jun 10 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 9.4/10 Exceptional! (95 reviews) An interesting and beautiful historical site. The mansion has been beautifully preserved and simultaneously updated with all the modern amenities needed to be comfortable, including well-equipped bathrooms and comfortable beds. The owners love to make breakfast for the guests so don’t skip that part of the experience. Cornwall itself is a hidden gem and wonderful escape. Enjoy! Reviewed on Jan 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Westport [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find the best beach vacations in Westport #### What are some benefits when booking beach vacations in Westport? When you travel to the beach in Westport, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip. #### How can I book the best beach vacations in Westport? To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Westport trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit. #### Can I book cheap beach vacations in Westport? There are quite a few things you can do to get cheap beach vacations in Westport. Prices range from CA $768, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out. #### Can I book beach packages? Yes, and you'll find quite a few beach packages available in Westport. These package deals let you save by booking your accommodation and your flight together with savings of up to 11\. #### Why should I book family beach vacations? When you're travelling with the family to Westport, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room. #### How can I find a beachfront vacation in Westport? It's easy to find a beachfront vacation accommodation in Westport using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline. #### How can I book last-minute beach vacations? Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Westport as your destination and see what's available. #### Can I find all-inclusive beach vacations ? Yes, all you have to do to find all-inclusive beach vacations in Westport is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance. #### Can I book a beach trip that's fully refundable? Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Connecticut. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too. #### Why should I book beach vacations with Expedia? When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips. ## Beach Hotels in Westport ![Inn at Longshore](https://images.trvl-media.com/lodging/63000000/63000000/62993200/62993120/b81cdfef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Inn at Longshore 260 Compo Rd S Westport CT - 22 min walk from Compo Beach Book a stay at this golf hotel in Westport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ... 9.2/10 Wonderful! (174 reviews) Staff in evening was delightful and accommodating .. offered to bring bags up staff. We were told construction on roof area near window would begin around 8 pm.. pounding began by Around 7:15 from wall next to room. I shared this with gal at front desk in am and she said. Nothing except your daughter ... Reviewed on Oct 25, 2025 [](https://expedia.ca/Stamford-Hotels-Inn-At-Longshore.h62993120.Hotel-Information) ![6-bedroom house with fitness room and pool in Westport](https://images.trvl-media.com/lodging/119000000/118680000/118674600/118674506/2bc3390c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 6-bedroom house with fitness room and pool in Westport Westport CT - 8 min drive from Compo Beach Stay at this vacation home in Westport. Enjoy private pools, a fitness center, and a garden. Popular attractions Westport Country Playhouse and Westport Historical ... [](https://expedia.ca/Westport-Hotels-6-Bedroom-House-With-Fitness-Room-And-Pool-In-Westport.h118674506.Hotel-Information) ![Designer Family Home with Gym and Yard](https://images.trvl-media.com/lodging/75000000/74270000/74266600/74266512/8fd3040e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Designer Family Home with Gym and Yard Westport CT - 6 min drive from Compo Beach Stay at this vacation home in Westport. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Levitt Pavilion and Westport Country Playhouse ... 9.4/10 Exceptional! (3 reviews) Great, clean house in a great neighborhood. Perfect for families or a small group of friends. Reviewed on Feb 8, 2026 [](https://expedia.ca/Westport-Hotels-Designer-3BR-W-Lush-Yard.h74266512.Hotel-Information) [See all 1,099 properties in Westport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=56054) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Beach Vacation Destinations > - [Myrtle beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/601685/Myrtle-Beach) > - [Miami beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8833/Miami-Beach) > - [Florida beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/211/Florida) > - [Barbados beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/16/Barbados) > - [South beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6138745/South-Beach) > - [Palm beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/9061/Palm-Beach) > - [Daytona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023995/Daytona-Beach) > - [Newport beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8111/Newport-Beach) > - [Vero beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023660/Vero-Beach) > - [India beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/80/India) > - [Laguna beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6298668/Laguna-Beach) > - [Ontario beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/2680/Ontario) > - [Canada beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/31/Canada) > - [Barcelona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/179992/Barcelona) > - [Fort Myers beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/7194/Fort-Myers-Beach) > - [Portugal beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/147/Portugal) > - [Italy beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/86/Italy) > - [Thailand beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/178/Thailand) > - [France beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/59/France) ## More Vacations Ideas [Flights to Westport ](https://expedia.ca/Cheap-Flights-To-Westport.d56054.Travel-Guide-Flights)[ Westport Hotels ](https://expedia.ca/Westport-Hotels.d56054.Travel-Guide-Hotels)[ Westport Car Rentals ](https://expedia.ca/Car-Rentals-In-Westport.d56054.Car-Rental-Guide)[ Westport Vacations ](https://expedia.ca/Westport.d56054.Destination-Travel-Guides)[ Things to do in Westport ](https://expedia.ca/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app