--- title: "Westover Vacation Packages 2026 from $332 | Expedia" description: "Bundle Westover flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels." canonical: "https://www.expedia.com/Westover.d899771551759736832.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-14T04:03:55Z --- # Westover Vacations from $359 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 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 ## The Latest Westover Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A lobby with a chandelier, seating area, and large windows offering a view of the street.](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A kitchenette with a coffee machine, milk thermos, sugar container, and a microwave.](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/5a8a78e8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 14 - Jan 17** ### [Amsterdam Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-14/2027-01-17/?FromAirport=SJU&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20793&dealMarker=&paandie=true&cabinClass=e) Downtown Stamford 3 nights **8.6/10** \- Excellent (1,806 reviews) "Very conveniently located within a short drive of the train station and highway. Reasonably price and quick to grab breakfast included Always nicely decorated for the holidays. Wish they had more handicap parking, but it was sufficient." Reviewed November 13, 2026 Roundtrip • San Juan (SJU) - White Plains (HPN) SJU - JFK • Nonstop JFK - SJU • Nonstop [~~$413~~](https://www.expedia.com/) **$359** per traveler found 1 day ago - ![An outdoor seating area with wicker furniture and a pergola overhead.](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/76854ba7.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A river with boats docked, a brick building, and a bridge in the background.](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/49ff0722.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 28 - Jan 1** ### [Delamar Greenwich Harbor + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-28/2027-01-01/?FromAirport=ATL&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21949&dealMarker=&paandie=true&cabinClass=e) Greenwich 4 nights **9.4/10** \- Exceptional (1,001 reviews) Roundtrip • Atlanta (ATL) - White Plains (HPN) ATL - LGA • Nonstop LGA - ATL • 1 stop [~~$1,361~~](https://www.expedia.com/) **$1,121** per traveler found 1 day ago - ![An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4a0fc51f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/6306e897.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 28 - Jan 1** ### [Westchester Marriott + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-28/2027-01-01/?FromAirport=ATL&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10829&dealMarker=&paandie=true&cabinClass=e) Tarrytown 4 nights **9.0/10** \- Wonderful (698 reviews) Roundtrip • Atlanta (ATL) - White Plains (HPN) ATL - LGA • Nonstop LGA - ATL • 1 stop [~~$847~~](https://www.expedia.com/) **$717** per traveler found 1 day ago - ![A modern kitchen with a central island, grey cabinets, and a stainless steel refrigerator.](https://images.trvl-media.com/lodging/134000000/133560000/133552300/133552240/d175e6a9.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A living room with a sofa, a coffee table, a TV stand, and a patterned rug.](https://images.trvl-media.com/lodging/134000000/133560000/133552300/133552240/b9ec8711.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 15 - Jan 17** ### [Home & Away Hotel-Style + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-15/2027-01-17/?FromAirport=DFW&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=133552240&dealMarker=&paandie=true&cabinClass=e) West Norwalk 2 nights **8.0/10** \- Very good (3 reviews) "Apt in cellar of old house, steep steps, renovation not complete especially HVAC" Reviewed November 2, 2026 Roundtrip • Dallas (DFW) - White Plains (HPN) DFW - HPN • 1 stop HPN - DFW • 1 stop [~~$775~~](https://www.expedia.com/) **$664** per traveler found 22 hours ago - ![A Marriott hotel with a modern facade, multiple floors, and a covered entrance area.](https://images.trvl-media.com/lodging/1000000/30000/22400/22315/d4746627.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious lobby with high ceilings, multiple seating areas, and a central reception desk.](https://images.trvl-media.com/lodging/1000000/30000/22400/22315/44860645.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 18 - Dec 22** ### [Stamford Marriott + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-18/2026-12-22/?FromAirport=DFW&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=22315&dealMarker=&paandie=true&cabinClass=e) Downtown Stamford 4 nights **8.0/10** \- Very good (1,001 reviews) "It would have been nice to have this room at a discounted rate considering all the construction. Very disappointed." Reviewed November 13, 2026 Roundtrip • Dallas (DFW) - White Plains (HPN) DFW - LGA • Nonstop LGA - DFW • 1 stop [~~$1,042~~](https://www.expedia.com/) **$900** per traveler found 1 day ago ## Where to stay in Westover Find the best Westover areas and neighborhoods for the activities you enjoy most. [Learn more about Westover](https://www.expedia.com/Stamford-Westover.dx899771551759736832) - [Downtown Stamford](#) - [Cove - East Side - Shippan](#) - [South End](#) - [Waterside](#) - [West Side](#) ![A modern urban area with high-rise buildings, including a distinctive glass facade and a red-brick structure.](https://images.trvl-media.com/place/553248635976471844/9c1d1cc7-7db3-4c0a-a4c5-6362486d04b4.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Downtown Stamford](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248635976471844) ### Downtown Stamford Central business district with major retail establishments, a shopping mall, and a university campus. Explore the historic district's architecture, enjoy bars and restaurants near Columbus Park, and easily access the Metro-North train station. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976471844) ![A rocky shoreline with clear water reflecting the sky and distant trees.](https://images.trvl-media.com/place/553248635976475929/7fbe4da0-81db-4599-9d3a-8d908f4c1bd1.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Cove - East Side - Shippan](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248635976475929) ### Cove - East Side - Shippan While visiting Cove - East Side - Shippan, you might make a stop by sights like West Beach and Chelsea Piers. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976475929) ![A marina with various boats docked, surrounded by rocky shores and a grassy area.](https://images.trvl-media.com/place/899769534786064384/57a075e7-55d2-42ad-b942-5d925da0b1db.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for South End](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=899769534786064384) ### South End While South End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Stamford Town Center and Stamford Center for the Arts. [See properties](https://www.expedia.com/Hotel-Search?regionId=899769534786064384) ![A coastal cityscape with a prominent rocky shoreline and a clear blue sky.](https://images.trvl-media.com/place/899769910052536320/1dd5a988-df4b-43ce-a66d-5b952a6f01b3.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Waterside](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=899769910052536320) ### Waterside While there might not be top attractions in Waterside, you can explore the larger area and discover places like Stamford Town Center and Stamford Center for the Arts. [See properties](https://www.expedia.com/Hotel-Search?regionId=899769910052536320) ![A sandy beach with a clear blue sky, a rocky breakwater, and trees in the background.](https://images.trvl-media.com/place/899770644697452544/d35713bc-6871-4adc-9787-ada174603dbe.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for West Side](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=899770644697452544) ### West Side While there might not be top attractions in West Side, you can explore the larger area and discover places like Stamford Center for the Arts and E. Gaynor Brennan Golf Course. [See properties](https://www.expedia.com/Hotel-Search?regionId=899770644697452544) ## Discover the most popular places to visit in Westover ### Fort Stamford Park Rating: 9.2/10 (29 reviews) Fort Stamford Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and entertainment choices in this family-friendly area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664546) ### Francis M Harrison Memorial Library After visiting Francis M Harrison Memorial Library, make a plan to see the other sights and activities in Stamford. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920959112847360) ## Westover Hotel Deals ### [The Armon Stamford Hotel & Conference](https://www.expedia.com/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) ![A spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/c9141966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2701 Summer St, Stamford, CT, 06905, US - Location: Ridgeway-Bullshead, 1.5 mi from Westover - Star rating: 2.5/5 - Guest rating: 7.8/10 (Good, 1000 reviews) - Price: $174 nightly, $200 total, Nov 16 - Nov 17, Total with taxes and fees ### [Amsterdam Hotel](https://www.expedia.com/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![A lobby with a chandelier, seating area, and large windows offering a view of the street.](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 19 Clarks Hill Ave, Stamford, CT, 06902, US - Location: Downtown Stamford, 2.9 mi from Westover - Star rating: 2/5 - Guest rating: 8.6/10 (Excellent, 1806 reviews) - Price: $114 nightly, $131 total, Dec 14 - Dec 15, Total with taxes and fees ### [La Quinta Inn & Suites by Wyndham Stamford / New York City](https://www.expedia.com/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![A restaurant with a bar area, booths, and a patterned floor.](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 135 Harvard Avenue, Stamford, CT, 06902, US - Location: Waterside, 2.7 mi from Westover - Star rating: 3/5 - Guest rating: 6.6/10 (1864 reviews) - Price: $86 nightly, $98 total, Dec 6 - Dec 7, Total with taxes and fees - Review: "The staff was excellent and very helpful and kind. I want to say that right up front, to separate the staff from my other comments. This hotel is in a terrible state. It's under construction, making the outside confusing and tricky to navigate. The lobby is just a makeshift table. The rooms are falling apart, with a bad smell, and barely-functional toilets. The heating/cooling is noisy and inefficient, going on and off all night from too hot to too cold, with no way to properly adjust the... ### [The Lloyd Stamford, Tapestry Collection by Hilton](https://www.expedia.com/Stamford-Hotels-The-Lloyd-Stamford.h3071699.Hotel-Information) ![A modern hotel with a prominent corner location, featuring a large entrance, a parking lot, and a landscaped area with illuminated plants.](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/5d4b7f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 909 Washington Blvd, Stamford, CT, 06901, US - Location: Downtown Stamford, 2.6 mi from Westover - Star rating: 3.5/5 - Guest rating: 8.8/10 (Excellent, 551 reviews) - Price: $143 nightly, $164 total, Nov 29 - Nov 30, Total with taxes and fees ### [Red Carpet Inn](https://www.expedia.com/Stamford-Hotels-Red-Carpet-Inn.h2928037.Hotel-Information) ![A restaurant with booths and tables, a ceiling fan, and a brick archway.](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/e2ea3ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1209 E Main St, Stamford, CT, 06902, US - Location: Cove - East Side - Shippan, 3.5 mi from Westover - Star rating: 2/5 - Guest rating: 7/10 (Good, 1073 reviews) - Price: $81 nightly, $93 total, Dec 15 - Dec 16, Total with taxes and fees - Review: Old rooms were clean but walls were beat. Priced over $100 a night, stayed due to limited options. Not worth it if you can find better value. ### [Super 8 by Wyndham Stamford/New York City Area](https://www.expedia.com/Stamford-Hotels-Super-8-By-Wyndham-StamfordNew-York-City-Area.h439794.Hotel-Information) ![A hotel room with two beds, a desk, a chair, and a television.](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/f5d2da6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 32 Grenhart Rd, Stamford, CT, 06902, US - Location: West Side, 2.7 mi from Westover - Star rating: 2.5/5 - Guest rating: 6.6/10 (1001 reviews) - Price: $107 nightly, $123 total, Dec 6 - Dec 7, Total with taxes and fees ### [Hampton Inn & Suites Stamford](https://www.expedia.com/Stamford-Hotels-Hampton-Inn-Suites-Stamford.h1039910.Hotel-Information) ![A spacious restaurant with a high ceiling, large windows, and a bar area.](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/22bf165f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 26 Mill River Street, Stamford, CT, 06902, US - Location: West Side, 2.4 mi from Westover - Star rating: 2.5/5 - Guest rating: 8.6/10 (Excellent, 1001 reviews) - Price: $185 nightly, $213 total, Nov 23 - Nov 24, Total with taxes and fees - Review: No complaints. Breakfast was good and our room was huge. ### [DoubleTree by Hilton Stamford](https://www.expedia.com/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![A modern hotel with a glass facade, a central courtyard with a fountain, and a logo on the building.](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/de353b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1 First Stamford Pl, Stamford, CT, 06902, US - Location: Waterside, 2.8 mi from Westover - Star rating: 3.5/5 - Guest rating: 7.4/10 (Good, 1000 reviews) - Price: $151 nightly, $174 total, Nov 23 - Nov 24, Total with taxes and fees 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. [See all properties in Westover](https://www.expedia.com/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29®ionId=899771551759736832&adults=2&sort=RECOMMENDED&openPlayBack=true) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.