Title: Westport Vacation Packages & Trips 2026 from CA $597 | Expedia.ca [Hotels in Westport](https://expedia.ca/Westport-Hotels.d56054.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.ca/Westport-Vacation-Rentals.d56054.Travel-Guide-VacationRentals)[Flights to Westport](https://expedia.ca/Cheap-Flights-To-Westport.d56054.Travel-Guide-Flights)[Things to do in Westport](https://expedia.ca/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Westport Car Rentals](https://expedia.ca/Car-Rentals-In-Westport.d56054.Car-Rental-Guide) ![](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Westport Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Marina Timo - ## 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 #### Your Westport Vacation Reserve a Westport vacation package and prepare to experience all this city has to offer. Think about staying in the neighborhood of Downtown Stamford, which is good for history, bars and pubs and dining. Make your trip to Westport even more fulfilling by including some sightseeing. [Fairfield University](https://www.expedia.ca/Fairfield-University-Fairfield.d553248621582621434.Vacation-Attraction), [Norwalk Maritime Aquarium](https://www.expedia.ca/Norwalk-Maritime-Aquarium-Norwalk.d6071501.Vacation-Attraction) and [Compo Beach](https://www.expedia.ca/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction) are among the leading attractions you'll want to explore. Expedia can help you escape your routine. Tailor your vacation to Westport to suit your style of travel, whatever that may be. ## Top Westport Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Royal Regency Hotel Northwest Yonkers CA $597 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 8.4/10 Very Good! (2,359 reviews) We love staying at the Royal Regency. Your staff is always courteous and ready to assist us with anything we need. From the front desk, the breakfast service and housekeeping!! They are All the best!! Reviewed on Jan 29, 2026 ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Yonkers Northwest Yonkers CA $871 per person Apr 25 - Apr 29 found 1 day ago Roundtrip flight included Vancouver (YVR) to White Plains (HPN) 8.2/10 Very Good! (1,621 reviews) Front desk staff was polite, friendly and professional Room was clean and very comfortable Would definitely return Reviewed on Jan 28, 2026 ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### West Gate Inn Nyack CA $1,160 per person Mar 20 - Mar 27 found 18 hours ago Roundtrip non-stop flight included Vancouver (YVR) to White Plains (HPN) 7.2/10 Good! (1,148 reviews) Clean room, friendly staff. Reviewed on Jan 16, 2026 ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta White Plains Downtown CA $1,308 per person Mar 25 - Mar 29 found 11 hours ago Roundtrip flight included Calgary (YYC) to White Plains (HPN) 8.8/10 Excellent! (1,114 reviews) clean, usb-c socket, very friendly staff, free shuttle to airport.., Reviewed on Jan 29, 2026 ### Things to do in and around Westport Westport, Connecticut, is an ideal destination for outdoor and romantic getaways, boasting stunning scenery. Visitors can enjoy whale watching, relaxing on the beach, and engaging in various beach activities. Additionally, the area features recreational spots and a golf course, along with fun activities like a guided scavenger hunt in Bridgeport. With its blend of nature and adventure, Westport offers an enriching experience for all tourists. **Shopping** In Westport, you can enjoy shopping at the Westport Farmers Market for local goods. For a broader selection, visit [Center Seven Shopping Center](https://www.expedia.ca/Center-Seven-Shopping-Center-Norwalk.d553248621557920171.Vacation-Attraction), only 4.8km away, or [Springdale Shopping Center](https://www.expedia.ca/Springdale-Shopping-Center-Springdale.d553248621557920167.Vacation-Attraction), 14.5km away, which offers a variety of shops and family-friendly vibes. **Recreation** The [Hartford HealthCare Amphitheater](https://www.expedia.ca/Hartford-HealthCare-Amphitheater-Downtown-Bridgeport.d6178252.Vacation-Attraction) offers an energetic atmosphere, perfect for sports enthusiasts looking to enjoy live events. For a cultural experience, the [Downtown Cabaret Theatre](https://www.expedia.ca/Downtown-Cabaret-Theatre-Downtown-Bridgeport.d553248621532664599.Vacation-Attraction) provides a romantic setting with diverse entertainment options. Meanwhile, the Levitt Pavilion hosts captivating concerts, creating an enjoyable ambiance for music lovers in Westport. **Adventure** Experience the thrill of ziplining and navigating ropes courses at The Adventure Park at Discovery Museum, located 12.9km from Westport. For a fun outdoor tennis experience, visit Scalzi Park Tennis Center, 17.7km away. Explore the scenic Blue Jay Orchards, situated 112.9km from Westport for a delightful retreat. **Nightlife** In Westport, Connecticut, enjoy a vibrant nightlife with venues like The Westport Country Playhouse for live theatre, or grab a drink at the local bars along Main Street. Explore the lively atmosphere at Compo Beach during summer nights, where social gatherings and music create a festive spirit. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Westport Westport, Connecticut, is an ideal destination for outdoor enthusiasts and romantics alike, boasting beautiful beaches, urban parks, and modern colleges. Visitors can explore popular attractions such as Compo Beach, the picturesque Westport Marina, and Westport House, which offers a rich cultural experience. With its blend of scenic views and family-friendly activities, Westport promises an enjoyable getaway for travelers looking to immerse themselves in nature and local charm. - **[Compo Beach: ](https://www.expedia.ca/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction)** Experience the quintessential beach vibes at Compo Beach, a local favourite in Westport. With its sandy shores, picnic areas, and scenic views of Long Island Sound, it’s perfect for sunbathing, swimming, or simply relaxing with family and friends. - **[The Glass House: ](https://www.expedia.ca/The-Glass-House-New-Canaan.d553248621532664573.Vacation-Attraction)** Located 14.5km from Westport, this unique museum showcases modern architecture and design. The Glass House offers guided tours that immerse you in the cultural significance of its transparent structure, blending art with nature in a stunning setting. - **[Sheffield Island Lighthouse: ](https://www.expedia.ca/Sheffield-Island-Lighthouse-Connecticut.d553248621558114961.Vacation-Attraction)** A historic gem situated 11.3km from Westport, Sheffield Island Lighthouse invites you to explore its rich maritime history. Enjoy scenic boat rides to the island, where you can appreciate the stunning coastal views and learn about its significance in navigation. ### Best time to go to Westport The best time to visit Westport is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 31.5°F (-0.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 32.7°F (0.4°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | March | 39.2°F (4.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 49.5°F (9.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 59.4°F (15.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | June | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | July | 75.4°F (24.1°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 74.1°F (23.4°C) | Light Rain | Mostly Sunny | Average | Average | | September | 67.6°F (19.8°C) | Light Rain | Mostly Sunny | Average | Average | | October | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 45.9°F (7.7°C) | Light Rain | Mostly Sunny | Average | Average | | December | 37.9°F (3.3°C) | Light Rain | Mostly Sunny | Average | Average | ### Tips to save on your trip to Westport - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Westport. - Consider traveling to Westport during the low season (January to March) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Westport Beach Vacation A Westport vacation makes it simple to kick back and unwind. Whether you like the thought of sitting around by the water's edge or wandering along the shoreline collecting seashells, a trip to Westport is difficult to say no to. If you want to be close to the town centre, stay in the vicinity of Compo Beach. This strip of coast is only 5 kilometres away. We also offer Westport vacation packages around Burying Hill Beach and Alvord Beach, two other stunning nearby options. ## Things You Should Know About Westport - Book one of our [Westport beach hotels](https://www.expedia.ca/d56054-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) to enjoy this destination at its very best. Wander along the water's edge and be amazed by the stunning sunsets just steps from your doorstep. - You can also browse our range of private vacation homes. They're popular with people planning a stay in Westport. Check out [Inn at Longshore](https://www.expedia.ca/Stamford-Hotels-Inn-At-Longshore.h62993120.Hotel-Information) and [The Westport Inn, an Ascend Collection Hotel](https://www.expedia.ca/Stamford-Hotels-The-Westport-Inn.h18916931.Hotel-Information). - Be sure to visit our [Westport things to do page](null) for some trip planning inspiration. With a population of around 67,056 cm Westport, we're sure there'll be a few locals who'll be happy to give you some extra advice! - Get some great deals with a Westport vacation package. With all that extra cash in your pocket, you won't regret indulging in this destination's best offerings. Compo Beach, Compo Beach and Levitt Pavilion are excellent places to start. ## Ready to book your vacation to Westport? Choose your dates ## Westport Hotel Deals ![Delamar Westport](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/e953312d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Delamar Westport 1595 Post Rd E Westport CT CA $253 CA $291 total Feb 8 - Feb 9 includes taxes & fees 10/10 Exceptional! (5 reviews) Everything wos top level! Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=103678239&PinnedHotelID=103678239&HadPinnedHotel=true®ionId=56054) ![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/4c692d71_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Milford, CT 111 Schoolhouse Road Milford CT Fully refundableReserve now, pay when you stay CA $75 CA $86 total Feb 22 - Feb 23 includes taxes & fees 6.2/10 (1,005 reviews) Apathetic and slow moving staff. Sink clogged. Heater wouldn't adjust lower so i had to open the windows to keep from roasting. elevator has been down for over two months now. Parking lot was not cleared of snow. Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=291&PinnedHotelID=291&HadPinnedHotel=true®ionId=56054) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Stamford 1 First Stamford Pl Stamford CT Fully refundableReserve now, pay when you stay CA $209 CA $240 total Feb 22 - Feb 23 includes taxes & fees 7.4/10 Good! (1,004 reviews) The position of the desk next to the air-conditioning vent is not ideal. Perhaps a switched position with the bureau/TV is better. Reviewed on Jan 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=5292&PinnedHotelID=5292&HadPinnedHotel=true®ionId=56054) [See all 1,083 properties in Westport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F02%2F2026&endDate=03%2F02%2F2026®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. ![](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) ### Discover the most popular places to visit in Westport ![Sherwood Island State Park from Compo Beach, CT, USA](https://images.trvl-media.com/place/553248621532664563/f970afca-e187-4d93-b583-55546cbd0cbc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Compo Beach Why not spend a carefree afternoon at Compo Beach during your travels in Westport? Stroll along the seaside or experience the area's art scene. [](https://expedia.ca/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Hotels near Compo Beach ](https://www.expedia.ca/Compo-Beach-Hotels.0-l553248621532664563-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Cranbury ](https://www.expedia.ca/Cranbury-Norwalk-Hotels-All-Inclusive-Hotel.0-n6347841-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Cranbury ](https://www.expedia.ca/Cranbury-Norwalk-Hotels-Historic-Hotel.0-n6347841-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Cranbury Hotels ](https://www.expedia.ca/Cranbury-Norwalk-Hotels.0-n6347841-0.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in East Norwalk ](https://www.expedia.ca/East-Norwalk-Norwalk-Hotels-Hotels-With-Indoor-Pool.0-n553248635976481532-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [East Norwalk Hotels ](https://www.expedia.ca/East-Norwalk-Norwalk-Hotels.0-n553248635976481532-0.Travel-Guide-Filter-Hotels) - 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