Title: 4 Stars Hotels in Winchester, New Hampshire from CA $361 - Find Cheap Winchester Hotels With 4 Stars | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx3000447144)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d3000447144.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d3000447144.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d3000447144.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d3000447144.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d3000447144.Destination-Travel-Guides) ![Winchester, New Hampshire in winter ](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 4 Stars Hotels in Winchester, New Hampshire from CA $361 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester 4 Star Hotels Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-12-02&endDate=2025-12-03&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-12-03&endDate=2025-12-04&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester 4 Star Hotels ![Garden](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1025h684x0y3-22b2c22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/730277ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/f95851fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Room](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Columns Inn Newfane 9.8/10 Exceptional (13) "Cozy inn in a beautiful setting, and great staff and service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Archith [](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/f55f386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/5baffb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/16188707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun and Moon Room](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/40986f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on Putney Road Brattleboro 9.8/10 Exceptional (56) "wonderful atmosphere, great breakfast, friedly staff, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt CA $328 CA $361 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Brattleboro-Hotels-Inn-On-Putney-Road.h1779393.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/a23bd7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, desk](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/d4a96b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/68993b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/7179648d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesterfield Inn West Chesterfield 9.0/10 Wonderful (104) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $421 CA $457 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Keene-Hotels-Chesterfield-Inn.h1576027.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/84000000/83090000/83087000/83086930/e1d2b1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/84000000/83090000/83087000/83086930/e46c8989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Relaxation Suite | Bathroom](https://images.trvl-media.com/lodging/84000000/83090000/83087000/83086930/152dad26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serenity Suite](https://images.trvl-media.com/lodging/84000000/83090000/83087000/83086930/31589c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brattleboro Brattleboro 10/10 Exceptional (5) "Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger [](https://www.expedia.ca/Brattleboro-Hotels-The-Brattleboro.h83086930.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Winchester-Hotels.s40-0-d3000447144.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Winchester-Hotels.s40-0-d3000447144.Travel-Guide-Filter-Hotels) ## Learn more about Winchester Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products. [See all hotels in Winchester](https://www.expedia.ca/Hotel-Search?startDate=2025-12-16&endDate=2025-12-17&adults=2®ionId=3000447144) ![Winchester, New Hampshire in winter ](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=900&h=591&p=1&q=high) ## Top Winchester Hotel Reviews ## Find out more about Winchester If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winchester are calling your name. Known for providing first-rate service in amazing locations, each of the Winchester 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Winchester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winchester, New Hampshire, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winchester hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Winchester? > With Expedia's handy filter tool, locking in a fabulous deal on a 4-star hotel in Winchester just got easier. Start by entering your chosen arrival date and length of your vacation. Then list the results by price and choose a property that best matches your budget and style. > > > > - Search for the lowest price from CA $361 ### What's the difference between 5-star and 4-star hotels in Winchester? > If you decide to book a stay at a 4-star hotel in Winchester, you'll typically find loads of amenities to make sure you're comfortable, such as a gym, pool and restaurant. You can look forward to excellent service and upscale accommodations. Go for a 5-star hotel and you'll get a few extra bells and whistles — think on-site spas, around-the-clock concierge and nightly turndown services. You'll most likely get extra amenities and first-rate services at a 5-star stay, but both are great options for luxury travellers. ### Does Winchester have any 4-star all-inclusive resorts? > Use our "All inclusive" filter to search for your dream resort in Winchester where everything is taken care of, from your room to your meals, activities and entertainment. 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