Searching for hotels in Winchester? Compare room rates and reviews to find your ideal stay.

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Whether you're looking for budget or luxury hotels in Winchester, we've got you covered!

Recommended Winchester Hotels

Check out our selection of great hotels in Winchester.

5 star

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Hotels near Popular Attractions in Winchester

Check out these hotels located near popular sights in Winchester

Stonewall Jackson's Headquarters

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Shenandoah Valley Discovery Museum

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Patsy Cline Historic House

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Museum of the Shenandoah Valley

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Reviews for Winchester Hotels

Looking for hotels in Winchester? Get inspired by reviews from real travellers.
Hilton Garden Inn Winchester
4.4/558 Reviews
We had our first family reunion here this weekend and it was a great success thanks to the wonderful staff. Roxanna, Vickie, Izzy, & Marvin were excellent. If you are thinking about having a function here, DO NOT HESITATE! BOOK IT! They took care of my every need and helped my family out of a last minute jam. My family had an incredible time and enjoyed their stay and the event thoroughly. Thank You so much for all of your help and hospitality! A+ Service!
Days Inn by Wyndham Winchester
3/590 Reviews
Room I was in was very clean , nice and spacious. Free continental breakfast. The staff are very friendly and helpful. Front desk clerk gave me very easy direction to get to the hotel.it is right off to I-81.I would recommend this hotel to my friends and family.
Fairfield Inn & Suites Winchester
4.2/5101 Reviews
The people at the desk were very nice and so were the housekeepers. The hotel was being renovated, but there were still rooms available. I had an excellent room. Very clean with a nice size TV, refridgerator, microwave, coffeemaker, hairdryer, and you could keep it very cool if you wanted. Not like some other hotels where they control the temperature. The bed was very clean and comfortable. The housekeepers were excellent and my room was always fresh and clean, with everything I needed. You could get coffee and continental breakfast in the morning that was perfect for me. Since I am not a breakfast person. The facilities were closed, because of the renovations, but that was okay with me. I would stay there again, if I was in that area. Oh and lots of shopping and restaurants close by.
SpringHill Suites Winchester
4.6/5101 Reviews
This has literally been the best experience I have had at a hotel in a very long time. The hotel room was by far the most cleanest I've been in. My 3 year old loved the indoor pool and the hours made it possible for her to take advantage during a busy schedule. Hotel staff were so friendly and very outgoing!
Tru by Hilton Winchester
4.4/5103 Reviews
Checked in at midnight with family. Very clean, simple cozy rooms. Girls (7 and 10) loved the breakfast, specially the pancake machine and candy toppings for yogurt! Friendly folks. Will be a place we stop on our way to see family in future!
The George Washington, a Wyndham Grand Hotel
4.5/5100 Reviews
The GW in Winchester is downtown Old Winchester. Its an old Grand Hotel with amazing rooms all with quality furnishings and beds so comfy you can sleep all day. The lobby features a piano bar and lounge, which is a huge attraction to visitors and locals. The Hotel also features a very good resturant for nice table cloth dining. Food is excellent. The hotel also features a Greek style indoor pool and hot tub. Location is at the end of tje downtown walking mall, so get out and check out all the shops and resturants- the mall often features events and outdoor music. This Hotel is also perfect if you are visiting and exploring all the history the area has to offer. (Some items are covid restricted, amended resturant hours and hot tub may be closed delending on restrictions- pool was open though) check this place out - definately a good experience.

Frequently Asked Questions

Hotels Quick Overview

Highest PriceS$ 829
Lowest PriceS$ 81
Number of Reviews1,117
Number of Hotels24
Average Price (Weekdays)S$ 188
Average Price (Weekends)S$ 218

More About Winchester

On Trip.com, it's easy to search for hotels in Winchester. New and popular hotels in Winchester recommended by Trip.com. Winchester may not be a metropolis, but there are still great hotel options on Trip.com. Winchester is not a big city. When traveling here, you can choose to stay in hotels around the city center.

Though there is no civilian airport, it's still easy to take a bus or train to reach Winchester. It's easy to travel by bus in Winchester. There are buses to surrounding cities available every day.

There are not many hotels in Winchester. Guests are advised to book in advance. The local average price is 132 SGD per night. There are a variety of hotels to meet the needs of different types of travelers. There are 1 four-star hotels in Winchester at an average price of 99 SGD per night. There are 9 three-star hotels in Winchester at an average price of 149 SGD per night. There are 8 two-star hotels in Winchester at an average price of 126 SGD per night. Winchester has many well-known chain hotels which are suitable for both business trips and vacations. Courtyard is the most popular brand among tourists. In Winchester, chain hotels such as Courtyard are one of the top choices among travelers. Hampton Inn Winchester-University/ Mall in Winchester is a favorite among Trip.com users. Hampton Inn Winchester is also one of the most frequently chosen hotels.

The most famous attractions locally are Kernstown Battlefield and Pritchard House, Nibblins, Element Sports. With a developed commercial area, visitors can head to Exotic Himalayan Handicrafts, Eclectic, John B. Hayes Cigar Shop for a great shopping experience.

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