Find hotels in Winchester, MA from AED 329

Top reasons to visit Winchester

• Charming Neighborhoods: Stroll through picturesque neighborhoods and enjoy the welcoming vibe of friendly locals.
• Historical Attractions: Explore significant historic sites and urban parks that invite leisurely walks.
• Diverse Shopping Options: Enjoy shopping at local centers and malls, offering a variety of unique finds.
• Family-Friendly Activities: Engage in educational sites and entertainment options suitable for all ages.
• Variety of Accommodations: Choose from charming bed and breakfasts to top-rated hotels that suit your needs.

Find great hotels near Winchester

Winchester, Massachusetts offers a delightful array of lodging options, from charming bed and breakfasts to top-rated hotels. Whether you’re seeking a pet-friendly stay, a business-friendly environment, or an LGBTQIA-welcoming experience, you'll find accommodations that cater to your needs. Explore the best hotels in the area, read reviews, and discover the perfect star-rated option for your vacation getaway.

• citizenM Boston North Station: Experience a modern twist on hospitality at citizenM Boston North Station, where contemporary design meets comfort. This 4-star hotel welcomes LGBTQIA travelers and business guests alike, providing a vibrant and inclusive atmosphere. Located 11.3km from Winchester, it features stylish rooms with cutting-edge technology, including mood lighting and large smart TVs. The hotel’s lounge area offers a perfect space to socialize or unwind, with a 24/7 canteen for snacks and drinks. The focus here is on convenience and a unique experience, making it ideal for those seeking a fresh approach to travel.
• Hyatt Regency Boston/Cambridge: Combining luxury with a pet-friendly environment, the Hyatt Regency Boston/Cambridge is perfect for travelers who want to bring their furry companions along. Just 11.3km from Winchester, this 4-star hotel offers a welcoming atmosphere for LGBTQIA guests and their pets. With a range of amenities including spacious rooms, a fully equipped fitness center, and a beautiful outdoor terrace, it caters to both leisure and business travelers. The flexible pet policy ensures that your pets feel at home too, making it a fantastic choice for a family getaway.
• Four Points by Sheraton Boston Newton: Embrace romance and relaxation at the Four Points by Sheraton Boston Newton, ideally situated in the city center. This charming 3.5-star hotel is just 11.3km from Winchester and offers exclusive romance packages, perfect for couples. The indoor pool and spa services create a serene escape for guests seeking a romantic getaway. LGBTQIA travelers will feel welcomed here, enjoying comfortable accommodations and a friendly atmosphere. The hotel’s prime location provides easy access to local attractions, ensuring a memorable stay for all guests.

Where to stay in Winchester

Winchester, Massachusetts, offers a delightful blend of charm and convenience for travelers seeking a family-friendly atmosphere. Stroll through its picturesque neighborhoods, enjoying the welcoming vibe of friendly locals. Within walking distance, explore historical sites and urban parks that invite leisurely walks. Nearby cities like Woburn and Medford also enhance your experience, providing a rich tapestry of local culture and history to discover during your unforgettable vacation.

• Boston: Boston is a vibrant metropolis rich in history and culture, located a short drive from Winchester. This dynamic city attracts travelers year-round, especially during the bustling summer months of July and August, as well as in October. Boston is renowned for its cultural experiences, including world-class museums, music concerts, and shopping centers. Must-see landmarks include historic sports stadiums and prestigious universities. Whether you’re wandering the Freedom Trail or enjoying a concert at the Boston Symphony Orchestra, the city offers a diverse array of activities that cater to families and culture enthusiasts alike.
• Cambridge: Just 9.7km away from Winchester, Cambridge is a charming city known for its academic atmosphere, home to globally recognized institutions like Harvard University and MIT. The city experiences a consistent influx of visitors, peaking in April, July, and September. Families and culture lovers will find plenty to explore here, from engaging educational experiences to delightful shopping centers. Cambridge is also famous for its historic architecture and lively events, making it a perfect spot for those who appreciate a mix of history and modernity.
• Woburn: Located merely 3.2km from Winchester, Woburn is a welcoming city that offers a blend of family-friendly activities and business opportunities. Visitors are drawn to Woburn throughout the year, with peak travel times in April, July, and September. The city features various shopping centers and educational venues, making it convenient for families and business travelers alike. Local attractions include historic sports stadiums and event venues, ensuring that there's always something happening in Woburn. This city provides a cozy atmosphere while being just a stone's throw away from the excitement of Boston.

Things to do near Winchester

Winchester, Massachusetts, is perfect for city-themed, family, or business vacations. Visitors can explore educational sites, enjoy shopping at local centers and malls, and attend events at various venues. For entertainment, there are movie theaters and diverse options to keep everyone engaged. Whether you're looking to shop, learn, or relax, Winchester offers a delightful blend of activities to suit all interests.

Shopping

For a delightful shopping experience in Winchester, visit Harvard Square, a vibrant shopping mall just 9.7km away, and the Boston Public Market, only 11.3km away, where you can find local goods. If you're up for a drive, check out the Harvard Cooperative Society, also 9.7km away.

Recreation

Experience the vibrant energy at MGM Music Hall at Fenway, just 12.9km from Winchester, where live concerts create unforgettable memories. For sports enthusiasts, Agganis Arena, located 11.3km away, offers thrilling events, while Burlington Ice Palace, only 4.8km from Winchester, invites you to enjoy ice skating adventures.

Adventure

At Horn Pond, located 3.2km from Winchester, enjoy hiking and birdwatching amidst serene natural beauty. For water enthusiasts, the Courageous Sailing Center, 11.3km away, offers thrilling sailing experiences. Engage in competitive fun at Boston Paintball, also 11.3km from Winchester, for an adrenaline-pumping adventure.

Nightlife

Experience the fun at LEGOLAND® Discovery Center, just 8.0km away, where family vibes and arcade adventures await. For a romantic evening, catch a show at the Somerville Theatre, 6.4km away, or enjoy drinks and entertainment at Cambridge Common, also 8.0km from Winchester.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, visit during the off-peak months of December to February, when hotel prices are lower. Sundays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find affordable accommodations by sorting results by price and filtering for eco-friendly options. Consider booking a package that combines hotel, flights, and activities for additional savings. Lastly, explore the town on foot to minimize transportation costs, as many attractions are easily accessible within walking distance.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Sunday. The most expensive day to stay in Winchester is Saturday.
• Find cheap hotels on Expedia: Expedia's search tool empowers you to choose your budget, preferred destination, and additional criteria. You can easily sort your results from lowest to highest price, ensuring you find the most affordable hotels right away. Additionally, you can refine your search by hotel type; for instance, by selecting the Eco-certified filter, you'll discover sustainable and environmentally-friendly hotels available for booking.
• Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities by booking a package through Expedia.

Find the best attractions near Winchester

Winchester, Massachusetts, is a charming destination perfect for city-themed, family, and business vacations. Visitors can explore a variety of attractions, including urban parks, historic colleges and universities, and significant historic sites. The local points of interest provide rich cultural experiences and opportunities for family fun, making it an ideal spot for travelers seeking both relaxation and engagement in a vibrant community.

• Fenway Park: Experience the excitement of America's pastime at this iconic sports stadium, known for its rich history and passionate fans. Located 12.9km from Winchester, Fenway Park exudes a vibrant sports culture, making it a must-visit for any baseball enthusiast.
• Harvard University: Just 9.7km away, explore the prestigious grounds of Harvard University. This historic college is not only an educational hub but also a cultural landmark, offering beautiful architecture and a sense of intellectual heritage that resonates throughout its campus.
• TD Garden: Situated 11.3km from Winchester, TD Garden is a premier event venue that hosts everything from concerts to sports events. Its dynamic atmosphere is perfect for business and entertainment, making it a central hub for Boston's vibrant events scene.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	28.6°F (-1.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	29.8°F (-1.2°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Average	Average
April	47.7°F (8.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.3°F (14.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Average	Average
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.3°F (22.4°C)	Light Rain	Mostly Sunny	Average	Average
September	65.3°F (18.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	35.1°F (1.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Winchester

Winchester, Massachusetts, is conveniently accessible via several major airports. Boston Logan International Airport (BOS) is located 14.5km away and offers a range of upscale hotels like the InterContinental Boston, Boston Harbor Hotel, and Encore Boston Harbor, all within 4.8km of the airport. Providence T.F. Green Airport (PVD) is 54.8km from Winchester, with nearby options like the Omni Providence Hotel and Hotel Providence, each about 11.3km from the airport. Lastly, Manchester-Boston Regional Airport (MHT) is situated 57.9km away, featuring hotels such as The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both approximately 6.4km from the airport.