The Crowne Plaza Boston-Woburn Hotel boasts an ideal location and new renovations to bring you the best accommodations available inside of the Boston and Winchester area. Complimentary parking welcomes you, dry...
Located nearby to the beautiful and safe Winchester, Massachusetts, the Courtyard by Marriott Woburn/Boston North Hotel is also only 11 miles from  Downtown Boston attractions, as well as Boston Logan International...

Winchester, Massachusetts, Hotels and Attractions

Popular Hotels in Winchester, MA

With so many different hotels and pricey options in Downtown Boston, choosing the perfect accommodation for your Boston trip can be time consuming. Next trip to the Boston area, reserve your stay at one of the beautiful hotels in Winchester, MA, and be pleasantly surprised by the luxury amenities and gorgeous locations offered. Just a few miles north of Boston, Winchester hotels are conveniently located to allow you to have the best of Boston while enjoying a quiet haven outside the bustle of the city.

Let Boston’s love of sports infect you and enjoy watching the games with locals at the on-site Scoreboard Sports Bar and Grill at the Crowne Plaza Boston-Woburn Hotel. The pet-friendly Hilton Boston- Woburn Hotel is nearby to the Anderson Commuter Rail Station and offers a complimentary shuttle to local attractions within five miles. For your stay, upgrade to a spacious Executive Room and enjoy complimentary breakfast daily as well as evening snacks.

The Hyatt Place Boston/Medford Hotel boast generously sized guest rooms as well as a complimentary breakfast served daily in the Gallery, where you can return to later for great company, great drinks, and delicious made-to-order meals. Enjoy the best of Marriott hospitality at the Courtyard by Marriott Woburn/ Boston North Hotel where you can enjoy a warm welcome, a new Bistro, free Wi-Fi, and relaxing in the indoor pool and whirlpool. Let these Winchester hotels host you for the best Boston experience ever, ensuring you will want to visit the area again and again.


Boston’s sports teams are tied into the threads of the city, making any visit to Boston incomplete without a visit to the Green Monster. Each of the hotels in Winchester are conveniently located to the largest of Boston’s sports venues, making catching the game so easy. That is, if you can get a ticket. Visit the Green Monster and watch for stray baseballs to catch at Fenway Park, legendary home of the Boston Red Sox. Or, head to the TD Gardens where you can cheer on the Boston Bruins or the Celtics. If football is your thing, Gillette Stadium is about 40 miles south of Winchester, and home to Patriots.

Things to Do

Beautiful Boston is part and parcel of this Nation’s history, home of the famous Paul Revere and historic spots such as Faneuil Hall Marketplace and the USS Constitution. Stay at the hotels in Winchester, MA, to be sure to catch all these must-see spots while still enjoying a great stay nearby. Follow the Freedom Trail through Boston, starting in the Boston Commons and stopping at famous spots such as Paul Revere’s House. Serious shoppers head to Newbury Street for designer and boutique shopping. Follow your nose to the North End to experience some of the best Italian cooking, cannolis, and atmosphere. Visit some of the world’s most renowned colleges, such as Tufts University and Harvard University. Do not miss out on a memorable visit to the New England Aquarium or the Museum of Science. And at the end of a great day, retire to a great sleep and incredible amenities at your hotel.