Find Casino Hotels & Resorts in Winchester, MA

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Check availability on Winchester Casinos

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Tonight
Jul 27 - Jul 28
Tomorrow
Jul 28 - Jul 29
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Aug 1 - Aug 3
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Aug 8 - Aug 10

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Frequently asked questions

Searching for casino hotels in Winchester?
If you're coming to Winchester for some gaming, you can play your hand at Encore Boston Harbor, located 5.2 mi (8.4 km) away, though it's not the only place worth checking out while you're in town. You might be interested in the area's popular sights, which include TD Garden, Fenway Park, and New England Aquarium.
When should I take my casino trip to Winchester?
You might spend a lot of your vacation inside, but if you're planning to venture beyond the casino, taking a look at local weather data can help you. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.
What is there to do in Winchester?
You can head to Harvard Square, Faneuil Hall Marketplace, or Woburn Mall to shop for the perfect souvenir. Check out Somerville Theatre, Harvard Museum of Natural History, or Harvard Art Museums for a taste of local culture. If you're looking to add to your itinerary, you can also visit Middlesex Fells Reservation and Winter Pond.
What are my transportation options for my casino getaway to Winchester?
Getting around Winchester is easier with these transportation options: You can book a flight to the closest airport, which is Bedford, MA (BED-Laurence G. Hanscom Field), located 7.7 mi (12.3 km) from the city center. To see more of the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station.