--- title: "The Best 4 Star Hotels in Winchester, NH from $161 | Expedia" description: "Find the best 4 Star Hotels in Winchester, NH in 2026. Compare room rates, hotel reviews and availability. Most hotels are fully refundable." canonical: "https://www.expedia.com/4Star-Winchester-Hotels.s40-0-d3000447144.Travel-Guide-Filter-Hotels" language: en-US market: US currency: USD prices_as_of: 2026-11-12T17:38:11Z --- Plan your trip - [Winchester Travel Guide](https://www.expedia.com/Winchester.dx3000447144) - [Hotels in Winchester](https://www.expedia.com/Winchester-Hotels.d3000447144.Travel-Guide-Hotels) - [Flights to Winchester](https://www.expedia.com/Cheap-Flights-To-Winchester.d3000447144.Travel-Guide-Flights) - [Car Rentals in Winchester](https://www.expedia.com/Car-Rentals-In-Winchester.d3000447144.Car-Rental-Guide) - [Winchester Vacation Packages](https://www.expedia.com/Winchester.d3000447144.Destination-Travel-Guides) - [Vacation Rentals in Winchester](https://www.expedia.com/Winchester-Vacation-Rentals.d3000447144.Travel-Guide-VacationRentals) # Find 4 Star Hotels in Winchester, NH from $161 ![A snow-covered bridge over a river with a red roof, surrounded by trees and buildings.](https://images.trvl-media.com/place/3000447144/a4923834-5259-4cab-a093-d05a4fb5d95d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ### Upfront pricing Our total price for your stay includes taxes and fees ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) ### Be picky Search almost a million properties worldwide ## Check prices for these dates [Check prices for these dates, December 12 – 13, 2026](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-12-12&endDate=2026-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&star=40) [View in a map](https://www.expedia.com/Hotel-Search?regionId=3000447144&stayLength=1&daysInFuture=30&pwaOverlay=map) ## Our top choices for Winchester 4-star hotels ### [1\. Four Columns Inn](https://www.expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) ![A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Newfane - Guest rating: 9.8/10 (Exceptional, 63 reviews) - Price: $148 nightly, $161 total, Nov 24 - Nov 25, Total with taxes and fees, for Our top choices for Winchester 4-star hotels - Review: Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay., by Raymond ### [2\. Inn on Putney Road](https://www.expedia.com/Brattleboro-Hotels-Inn-On-Putney-Road.h1779393.Hotel-Information) ![A traditional white building with black shutters, a stone pathway leading to the entrance, and a signboard advertising a breakfast buffet.](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/60e00b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Brattleboro - Guest rating: 9.8/10 (Exceptional, 61 reviews) - Price: $267 nightly, $294 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Winchester 4-star hotels - Review: Helpful staff, wonderful breakfast and homey ambiance., by Karla ### [3\. Chesterfield Inn](https://www.expedia.com/Keene-Hotels-Chesterfield-Inn.h1576027.Hotel-Information) ![A grassy outdoor area with two Adirondack chairs under a tree, a small building, and a road in the background.](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/10ae4721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Chesterfield - Guest rating: 9.4/10 (Exceptional, 106 reviews) - Price: $301 nightly, $327 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Winchester 4-star hotels - Review: Great stay, by Wayne ### [4\. Updated Vintage Apartment < 1/2 Mi to Main St](https://www.expedia.com/Keene-Hotels-Updated-Vintage-Apartment-12-Mi-To-Main-St.h93546732.Hotel-Information) ![A bedroom with a bed, a ceiling fan, a window with curtains, and a door.](https://images.trvl-media.com/lodging/94000000/93550000/93546800/93546732/fbbd997e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Keene ### [5\. The Brattleboro](https://www.expedia.com/Brattleboro-Hotels-The-Brattleboro.h83086930.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/84000000/83090000/83087000/83086930/e3e7d654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Brattleboro - Guest rating: 10/10 (Exceptional, 5 reviews) - Review: Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. , by Roger ## Top Winchester Hotel Reviews ### [Inn on Putney Road](https://www.expedia.com/Brattleboro-Hotels-Inn-On-Putney-Road.h1779393.Hotel-Information) ![A traditional white building with black shutters, a stone pathway leading to the entrance, and a signboard advertising a breakfast buffet.](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/60e00b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 192 Putney Road, Brattleboro, VT, 05301, US - Location: Brattleboro - Star rating: 4/5 - Guest rating: 9.8/10 (61 reviews) - Review: Superlative. Beautiful house and grounds with access to woodland trails and the river. Super friendly host and staff. Excellent breakfast. Best quality beds, linens and amenities., by Victoria, July 21, 2022, rated 10/10 Excellent ### [Chesterfield Inn](https://www.expedia.com/Keene-Hotels-Chesterfield-Inn.h1576027.Hotel-Information) ![A grassy outdoor area with two Adirondack chairs under a tree, a small building, and a road in the background.](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/10ae4721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 20 Cross Roadd West, West Chesterfield, NH, 03466, US - Location: West Chesterfield - Star rating: 4/5 - Guest rating: 9.4/10 (106 reviews) - Review: Our stay at the Chesterfield Inn was absolutely wonderful. The inn is sweet, charming, and full of character. We slept so good and our room was so peaceful. We were treated to a beautiful sunset, enjoyed a delicious breakfast next morning, and appreciated the warm hospitality throughout our stay. The staff was exceptionally kind, welcoming, and helpful, making us feel right at home. We would definitely stay here again and highly recommend it to anyone looking for a relaxing New England getaway., by Beverly, June 29, 2026, rated 10/10 Excellent ### [Four Columns Inn](https://www.expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) ![A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 21 West Street, Newfane, VT, 05345, US - Location: Newfane - Star rating: 4/5 - Guest rating: 9.8/10 (63 reviews) - Review: It was a short stay but an awesome one. Newfane is a quaint area. The room itself was beautiful. It was nice and quiet; didn’t hear others. Very clean. Would loved to have stayed longer. A little pricey but then it again it was a last minute booking and also peak foliage season., by Nettie, October 11, 2026, rated 10/10 Excellent ## Find out more about Winchester ### Winchester Four Star Hotel Information When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, New Hampshire are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service. Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, New Hampshire, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop. Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires. ## Frequently Asked Questions ### How much does it cost to stay in a 4-star hotel in Winchester? We can help you easily locate the ideal 4-star hotel for your stay in Winchester. Use our handy filter tool to tailor your search by things like amenities, budget and hotel star rating and get access to unbeatable deals in a few clicks. - Search for the lowest price from $161 ### What's the difference between 5-star and 4-star hotels in Winchester? Treat yourself to luxury living during your Winchester escape by staying at a 4-star hotel. As well as featuring upscale accommodations, these retreats are typically packed with amenities such as large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. Concierge assistance, on-site spas and world-class dining are only the start of the superior conveniences and services you'll likely get access to. ### Does Winchester have any 4-star all-inclusive resorts? Finding your dream hotel in Winchester is as simple as entering your dates and destination, and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, food and activities, or choose a standard 4-star resort in or around this sought-after destination. ### Are there any 4-star casino hotels in Winchester? Use our convenient filters to narrow down your Winchester search by star rating, amenities and much more. 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