Title: Find Westport Vacation Packages, Explore & Book Now | Expedia.com [Westport Travel Guide](https://expedia.com/Westport.dx56054)[Hotels in Westport](https://expedia.com/Westport-Hotels.d56054.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.com/Westport-Vacation-Rentals.d56054.Travel-Guide-VacationRentals)[Flights to Westport](https://expedia.com/Cheap-Flights-To-Westport.d56054.Travel-Guide-Flights)[Things to do in Westport](https://expedia.com/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Car Rentals in Westport](https://expedia.com/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 Vacations from $298 ## Book a Hotel + Flight or Car together to unlock savings Photo by Marina Timo - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Fairfield-University-Fairfield.d553248621582621434.Vacation-Attraction), [Norwalk Maritime Aquarium](https://www.expedia.com/Norwalk-Maritime-Aquarium-Norwalk.d6071501.Vacation-Attraction) and [Compo Beach](https://www.expedia.com/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. ## The Latest Westport vacation packages Price found within the past 48 hours. Click for updated prices. ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tarrytown House Estate Save 100% on your flight $298 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to White Plains (HPN) 8/10 Very Good! (1,001 reviews) Unique place, very clean and well Maintained. Reviewed on Feb 5, 2026 ![Quality Inn Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Inn Poughkeepsie Arlington $350 per person Apr 16 - Apr 20 found 23 hours ago Roundtrip flight included San Juan (SJU) to White Plains (HPN) 7.8/10 Good! (474 reviews) Clean simple room for one or two nights Reviewed on Jan 11, 2026 ![Red Carpet Inn](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/49d204da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Carpet Inn Cove - East Side - Shippan $310 per person Apr 16 - Apr 20 found 23 hours ago Roundtrip flight included San Juan (SJU) to White Plains (HPN) 6.4/10 (1,005 reviews) Room was satisfactory and clean. Parking was adequate. At the Check- in I felt the clerk was less than friendly. However, it was in Connecticut close to New York, so I suppose it should be expected. Reviewed on Jan 7, 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 $424 per person Apr 23 - Apr 26 found 2 hours ago Roundtrip flight included Atlanta (ATL) to White Plains (HPN) 8.2/10 Very Good! (1,621 reviews) Partially friendly and professional staff. Rooms are subpar because carpets are worn and not steam cleaned properly. Had to change my room due to nasty stench. The other half of staff during the daytime hours have a “NY do it yourself” attitude. Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Westport [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-11/2026-03-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### 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 5/5(1 review) 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.com/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction) #### Levitt Pavilion You can make plans for a show at Levitt Pavilion during your stay in Westport. While you're in the area, stroll along the beautiful beaches. [](https://expedia.com/Levitt-Pavilion-Westport.d6248410.Vacation-Attraction) #### Westport Farmers Market You can browse for the perfect souvenirs at Westport Farmers Market during your visit to Westport. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.com/Westport-Farmers-Market-Westport.d553248621561886375.Vacation-Attraction) ## 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 $212 nightly $244 total Mar 12 - Mar 13 Total with taxes and fees 10/10 Exceptional! (10 reviews) Amazing staff that took care of us. Bathroom was lavish. Close to everything we wanted in Westport Reviewed on Feb 2, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=103678239&PinnedHotelID=103678239&HadPinnedHotel=true®ionId=56054) ![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### EVEN Hotel Norwalk by IHG 426 Main Ave, Route 7 Norwalk CT Fully refundable $139 nightly $160 total Mar 8 - Mar 9 Total with taxes and fees 8.2/10 Very Good! (1,078 reviews) Staff was nice . Breakfast was good but over priced Reviewed on Feb 5, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=2584&PinnedHotelID=2584&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 $147 nightly $169 total Mar 2 - Mar 3 Total with taxes and 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.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=5292&PinnedHotelID=5292&HadPinnedHotel=true®ionId=56054) [See all 1,095 properties in Westport](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F12%2F2026&endDate=2%2F13%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. ## Find the Best Westport Vacation Packages ### Things to do in and around Westport Westport, Connecticut, offers a delightful blend of outdoor and romantic activities, making it an ideal vacation spot. Visitors can explore beautiful scenic areas, enjoy a round of golf, and take advantage of the local recreational facilities. Popular attractions and entertainment options abound, providing plenty of outdoor fun, especially during surf weekends. Don't miss out on the charming atmosphere and engaging experiences that Westport has to offer. **Shopping** The [Westport Farmers Market](https://www.expedia.com/Westport-Farmers-Market-Westport.d553248621561886375.Vacation-Attraction) offers a vibrant local shopping experience with a mix of fresh produce and artisan goods. If you're up for a drive, the [Stamford Town Center](https://www.expedia.com/Stamford-Town-Center-Downtown-Stamford.d6125753.Vacation-Attraction) features a wide range of shops and entertainment just 11 miles away, while the [Caldor Shopping Center](https://www.expedia.com/Caldor-Shopping-Center-Norwalk.d553248621557920172.Vacation-Attraction) is a convenient 3 miles from Westport. **Recreation** Experience invigorating events at the [Hartford HealthCare Amphitheater](https://www.expedia.com/Hartford-HealthCare-Amphitheater-Downtown-Bridgeport.d6178252.Vacation-Attraction), just 9 miles from Westport, where the electric sports atmosphere will uplift your spirits. In Westport, enjoy live performances at the [Levitt Pavilion](https://www.expedia.com/Levitt-Pavilion-Westport.d6248410.Vacation-Attraction) for entertainment vibes, or immerse yourself in culture and romance at the [Westport Country Playhouse](https://www.expedia.com/Westport-Country-Playhouse-Westport.d6089813.Vacation-Attraction) theater. **Adventure** Experience the thrill of ziplining and navigating ropes courses at The Adventure Park, 8 miles from Westport. Explore the scenic beauty of [Blue Jay Orchards](https://www.expedia.com/Blue-Jay-Orchards-Bethel.d901031069328158720.Vacation-Attraction), 18 miles away, and hike the [Ives Trail](https://www.expedia.com/Ives-Trail-Danbury.d901029281241845760.Vacation-Attraction), 16 miles from Westport, immersing yourself in the great outdoors. **Nightlife** Westport offers a vibrant nightlife scene with venues like The Whelk for inventive seafood and cocktails, and Rive Bistro for a cozy dinner. For a lively atmosphere, check out The Black Duck Café, perfect for casual drinks and live music on weekends. \*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 a perfect destination for outdoor and romantic getaways, offering stunning scenery and a variety of attractions. Visitors can enjoy the beautiful beaches, explore urban parks, and experience the vibrant culture around modern colleges and universities. Whether you're looking for family-friendly activities or cultural experiences, Westport has something to offer for every traveler seeking adventure and relaxation. - **[Compo Beach: ](https://www.expedia.com/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction)** Enjoy a classic beach experience at Compo Beach, known for its sandy shores and vibrant beach vibes. Perfect for sunbathing, swimming, or picnicking, this local gem offers stunning views of the Long Island Sound. - **[Historic South Norwalk: ](https://www.expedia.com/Historic-South-Norwalk-Norwalk.d6129062.Vacation-Attraction)** Located 4 miles from Westport, this charming area brims with culture. Stroll through its historic streets, admire the architecture, and visit local shops and eateries that celebrate its rich heritage. - **[Bridgeport Downtown South Historic District: ](https://www.expedia.com/Bridgeport-Downtown-South-Historic-District-Downtown-Bridgeport.d6348206.Vacation-Attraction)** Just 9 miles away, this historic district showcases the cultural tapestry of Bridgeport. Explore its well-preserved buildings, galleries, and theaters, making it a vibrant spot for history and arts enthusiasts. ### Best time to go to Westport The best time to visit Westport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Westport falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Westport falls in January, 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 center, stay in the vicinity of Compo Beach. This strip of coast is only 3 miles 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.com/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.com/Stamford-Hotels-Inn-At-Longshore.h62993120.Hotel-Information) and [The Westport Inn, an Ascend Collection Hotel](https://www.expedia.com/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 26,400 in 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. ## Westport Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Westchester County Airport (HPN) | | Population | 26,400 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Jennings Beach](https://www.expedia.com/Jennings-Beach-Fairfield.d553248621582621431.Vacation-Attraction), [Norwalk Maritime Aquarium](https://www.expedia.com/Norwalk-Maritime-Aquarium-Norwalk.d6071501.Vacation-Attraction) and [Compo Beach](https://www.expedia.com/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction) | ## More 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Choose your travel dates: What you'd like to do in Westport and your favorite season will help you decide when to travel. > 2. Set your budget: Consider expenses such as food, flights and transportation when working out how much to save for your trip to Westport. Then, pick a property that suits your budget, whether that's an affordable stay or a high-end getaway. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) to discover Westport: Research every aspect of your trip to Westport with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings. > 4. Decide how many days away: Start by making a list of all the activities and sights you want to get to in Westport. Then, estimate how long you'll need at each, as well as any travel time. > 5. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Westport vacation package. > 6. Add on excursions and experiences: Read our travel guide to find some incredible [things to do in Westport](https://www.expedia.com/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities). Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities once you arrive. ### Does Expedia offer Book Now, Pay Later Westport vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Levitt Pavilion ](https://www.expedia.com/Levitt-Pavilion-Hotels.0-l6248410-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Country Playhouse ](https://www.expedia.com/Westport-Country-Playhouse-Hotels.0-l6089813-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Historical Society ](https://www.expedia.com/Westport-Historical-Society-Hotels.0-l553248621561886376-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Farmers Market ](https://www.expedia.com/Westport-Farmers-Market-Hotels.0-l553248621561886375-0.Travel-Guide-Filter-Hotels) - [Hotels near Earthplace Museum ](https://www.expedia.com/Earthplace-Museum-Hotels.0-l553248621532664588-0.Travel-Guide-Filter-Hotels) - 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