Discover our selection of Winchester hotels with Breakfast

Top rated hotels in Winchester

Hilton Garden Inn Winchester
4.4/555 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
3/5100 Reviews
My stay here has been for a little over a month now and this morning was the WORST AND RUDEST SERVICE I have had the ENTIRE time I have been here. Everyone else has been EXTREMELY friendly and kind. The lady at the front desk was extremely rude to my sister whom went to pay for the room for the day. She tried to charge her over the amount of the flat rate I was given so far bc of the length of my stay and asked for an ID and she was not switching out the room. She was only paying for it. The gentleman who’s name was on the room was working. She refused to apply our flat rate discount, continued to be rude to my sister who has very bad mentally issues from other trauma. I called down to speak with her and she continued her appalling attitude. I asked not to speak to me that way bc it was very rude and disrespectful and she continued. I then asked her name and later in time, she gave me a fake name, I asked her lastname and she told me “Nunya” which means “none of your business” in sarcasm. Then asked me what my name was. I went to find out the e problem at front desk and the lady there knows I’ve been here that long and knows our room and knows of the gentleman who’s name is on the room. She continued to raise her voice as she was in the phone with the manager. When I started explaining to the manager, the front desk clerk continued to raise her voice and also answered the phone bc of a call coming in all while continuing to argue with me. After explaining to owner she found that we have been here that long and tons the lady what to do. This woman threatened to have me physically removed by the police telling me my room wasn’t under my name. With that being said, my name was on the room for the second guest. My sister was trembling for about 45 minutes after the occurrence. I made a NASTY complaint on her and I honestly hope she loses her job!!!! THE CUSTOMER IS ALWAYS RIGHT!! But she failed to agree with that. I was so upset that my blood pressure was high and had to take an extra half of meds. This woman clearly does not belong working with the public. I have NEVER in my 44 years of life been spoken to the way she spoke to m?(’
Fairfield Inn & Suites Winchester
4.4/5102 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 was our 2nd stay at this location since it had opened. Our first visit was very good so I chose it again when driving back up north toward home. This visit was not as good because of the young girl at the front desk that night. The Bonvoy APP did not enable the key for my room that was assigned. So, I had to stop at the front desk and I was clearly bothering this girl to have to put her phone down to take care of me. The next day I also noticed that they put a $150 hold on my VISA. We are huge Marriott travelers but it really irritates me when the APP doesn’t properly work and it irritates me even more when their properties decide to put holds on customer visas without informing the customer. Also, the manager of this hotel needs to realize that the girl who doesn’t want to work a hotel front desk and decides to take her attitude out on the customers is a huge negative reflection on your particular property and that causes us to choose a different Marriott property next time traveling through.
Tru by Hilton Winchester
4.3/5106 Reviews
In pics and in person the modern fresh room style is appealing though the functionality is sub-par. An example: one night table was a solid piece, no drawer or shelf with the top diameter much smaller than my laptop. Typically, a phone (use as an alarm), a bottle of water and an iPad , e-reader or book/magazine would be on a nightstand. Whoops, no room for all that and the slick surface made me nervous to leave my iPad on it. The open closet is fine, especially for me as I don't hang or put clothes in a drawer, but the only space available that wasn't in the bathroom is directly below where one would hang their clothes and right above the fridge. This could make it a perfect spot for a soft sided cooler, but this relatively small space (didn't measure, maybe 14”x20” with Keurig-style coffee maker already on it) is where one might set snacks, extra sodas, the cereal one brings because they like to eat the same thing every day and need a spot to set their cereal bowl while grabbing milk out of fridge right below. Not sure about you, but I'm not terribly comfortable putting food & dishes in the bathroom. Unfortunately, that is where my coffee maker needed to go (if I'm remembering correctly) the outlets where not accessible so Mr. Nespresso did need to go in the bathroom. Bathroom shower had some mold around the caulk area, otherwise serviceable. Not a horrible room overall, but not as nice as other similarly priced nearby chains so I'll stick to those.
The George Washington, a Wyndham Grand Hotel
4.5/596 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

  • How do I book a hotel on Trip.com?

    To book a hotel on Trip.com, simply enter your destination, travel dates, and the number of guests on the page. Then, browse through the available hotels and select the one you want to book. Follow the prompts to enter your payment information and complete the booking.

  • How do I get hotel deals on Trip.com?

    There are several ways to find affordable hotels on Trip.com. You can narrow down your search results by filtering hotels according to your preferred price range, or you can sort the results by price to view the cheapest options first.

  • Where can I find hotel deals on Trip.com?

    Trip.com offers a wide variety of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. What's more, if you are a member of our loyalty program, you can sign in to your account and discover exclusive discounted rates at hotel list pages.

  • How can I get lower prices for hotels?

    Sometimes booking hotels midweek is cheaper, but it also depends on the season.

  • How many hotels are listed on Trip.com?

    You can find over 5 million hotels in more than 230 countries or regions on Trip.com. Haven't decided which hotel to book? Browse our site to get ideas!

  • Can I cancel or change my hotel bookings on Trip.com?

    It depends on the hotel policy and date of cancellation. Please check the policy section of the related hotel pages. To cancel or change your bookings, sign in to your Trip.com account, go to "My Bookings", and follow the instructions.

  • How do I contact Trip.com customer support?

    You can contact Trip.com's 24/7 customer support by visiting the Help Center on Trip.com and submitting a request. You can also contact us by phone or service chat, depending on your location.

Hotel Information for Traveller

Number of Hotels11
Number of Reviews940
Highest PriceCAD 745
Lowest PriceCAD 69
Average Price (Weekdays)CAD 174
Average Price (Weekends)CAD 192