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.
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.
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Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.
"My stay at this hotel was excellent! The service was top-notch, and every detail was handled with care. I especially want to recognize Chad, who was absolutely wonderful—friendly, attentive, and incredibly helpful throughout my stay. He truly went above and beyond to make the experience enjoyable. I would highly recommend this hotel to anyone looking for great service and a welcoming atmosphere."
"From the fun design to the fully tech-enabled room, I can’t say enough about the level of detail with CitizenM. Everything was well thought out and created a wonderful stay. Highly recommend the hotel and area restaurants. "
"LOVED this property! It was within walking distance to everything we wanted to do! The Boston Tea Party Museum, Whale Watching, The Boston Duck Tours & tons of great restaurants. The rooms were clean, well furnished & comfortable. The staff was amazing and very helpful. Concierge service on a 5 star level. We would DEFINITELY stay again! Can't wait to come back!"
"We had a wonderful stay at Club Quarters Hotel in Downtown Boston, and a big part of that experience was thanks to Carla at the front desk. She always greeted us with a warm smile, answered all of our questions with patience, and truly made us feel special and at home during our weekend getaway from NYC. Carla’s hospitality and professionalism are exactly what every guest hopes for, and she sets the perfect example of how hotel employees should be. Because of her, we would absolutely choose this hotel again and will happily recommend it to our friends and family."
"We have been coming her for 10 plus years.
Absolutely love it. Clean friendly and very convenient to downtown Boston. Love the half hr scenic view to Fenway Park."
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What is staying in Winchester like?
Visitors can enjoy all that Winchester has to offer, including the football matches and lake views. TD Garden, Fenway Park and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodation options to choose from. Find out more about Winchester.
To venture out into the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station. If you want to venture out around the area, you may want a rental car in Winchester for your journey.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.
