Find hotels in Winchester, NH from $100

Top reasons to visit Winchester

• Outdoor Adventures: Winchester is ideal for outdoor enthusiasts, offering activities like hiking, skiing, and exploring beautiful forests and parks.
• Scenic Beauty: Enjoy stunning landscapes that provide a perfect backdrop for romantic getaways and family outings.
• Charming Downtown: Stroll through the welcoming downtown area, filled with friendly locals and quaint shops.
• Recreational Activities: Visit the dropzone waterpark and partake in various entertainment options for a fun-filled experience.
• Cozy Accommodations: Choose from a range of inviting hotels and bed & breakfasts for a comfortable stay.

Find great hotels near Winchester

Winchester, New Hampshire, offers a charming selection of accommodations, including cozy hotels and inviting bed & breakfasts. Whether you're seeking a pet-friendly getaway, a base for adventure, or business travel amenities, the area has something to meet your needs. Explore the best hotels in Winchester and enjoy a memorable stay surrounded by beautiful landscapes and warm hospitality.

• Best Western Plus Keene Hotel: This 3-star hotel, rated 8.4 out of 10, is a family-friendly and pet-friendly haven just 11 miles from Winchester. Best Western Plus Keene Hotel caters to a diverse range of travelers, including families and business guests. Amenities for children, such as free cribs, make it an ideal choice for families. The hotel also welcomes pets, with specific policies that accommodate dogs and service animals. Guests can enjoy the comfort of well-appointed rooms and the convenience of being close to local attractions, making it a versatile option for any visitor.
• Colonial Motel And Spa: Located 12 miles from Winchester, this 3-star motel is perfect for those seeking adventure and relaxation. With a focus on family and spa experiences, Colonial Motel And Spa offers a range of exciting activities, including snow tubing, skiing, and mountain biking nearby. The full-service spa and pool provide opportunities for relaxation, with amenities such as a sauna and adult supervision required for the pool. Family-friendly features like a first aid kit and window guards ensure that children are safe and entertained, making this a great option for families looking for both adventure and relaxation.
• The Covered Bridge Inn: This budget-friendly hotel, also located 12 miles from Winchester, is an excellent choice for adventure seekers. The Covered Bridge Inn offers access to a variety of outdoor activities, such as hiking, snowboarding, and rafting nearby. Ideal for travelers who wish to explore the great outdoors without breaking the bank, this inn provides a cozy and affordable lodging option. With a focus on adventure, guests can immerse themselves in the beautiful landscapes and thrilling sports that the area has to offer.

Where to stay in and around Winchester

Winchester, New Hampshire, offers a delightful blend of outdoor adventures and scenic beauty for visitors. Stroll through the charming downtown area, where friendly locals create a welcoming atmosphere. Explore the serene landscapes perfect for a romantic getaway or family-friendly activities. For those looking to venture further, nearby attractions provide opportunities for adventure in secluded settings. Whether you're seeking relaxation or excitement, Winchester promises an unforgettable travel experience.

• Brattleboro: Located approximately 10 miles from Winchester, Brattleboro is a vibrant city that draws visitors year-round, with peak travel occurring from July to September. Known for its stunning natural beauty, Brattleboro is a haven for outdoor enthusiasts seeking skiing adventures and sports experiences. The surrounding landscape features picturesque lakes, majestic mountains, and the scenic expanse of a national state park, making it an ideal spot for nature lovers. In addition to winter sports, the city offers a charming downtown area filled with local shops, cafés, and art galleries, providing a perfect blend of outdoor adventure and cultural exploration.
• Keene: Just 12 miles from Winchester, Keene is a delightful city that offers an excellent mix of outdoor activities and beautiful scenery. With visitor numbers peaking in July, August, and October, this area is a popular destination for those seeking adventure. The nearby ski fields and resorts cater to winter sports enthusiasts, while the serene lakes and the presence of a modern college university create a lively atmosphere. Outdoor festivals and community events often take place here, inviting visitors to immerse themselves in local culture and enjoy the stunning landscapes that surround the city.
• Richmond: Situated within the area of Winchester, Richmond is a quaint village that attracts a moderate number of travelers, especially during the peak seasons of February and June to July. Known for its outdoor activities, Richmond is an excellent base for skiing and adventure sports. The local landscape features inviting lakes and the historic town hall, alongside access to a national state park that showcases the region's natural beauty. The village's close-knit community and charming ambiance make it a perfect spot for those looking to relax and enjoy the great outdoors.

Things to do near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and romantic getaways, offering scenic views and recreational activities. Visitors can enjoy skiing at local slopes, explore educational attractions, and unwind at the dropzone waterpark. There are also various entertainment options and event venues, making it a great destination for a fun-filled vacation.

Shopping

In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the Keene Shopping Center about 15 miles away, where you'll find a variety of retail stores, restaurants, and a vibrant shopping atmosphere.

Recreation

At Crumpin-Fox Golf Club, indulge in luxury while enjoying a round of golf amidst scenic views and top-notch facilities, located 10 miles from Winchester. Similarly, the Brattleboro Country Club offers a lavish golfing experience, just 12 miles away, perfect for unwinding and connecting with nature.

Adventure

Winchester offers thrilling outdoor adventures at Pisgah State Park, where you can hike scenic trails, bike through lush forests, and discover hidden waterfalls. For a unique experience, try kayaking on Lake Monomonac, enjoying the tranquil waters and beautiful views of the surrounding nature.

Nightlife

Winchester offers a cozy nightlife with charming bars like the Winchester Tavern for casual drinks and local brews. If you're in the mood for live music, check out the local venues featuring talented bands that create a lively atmosphere perfect for dancing and socializing.

Booking tips and Expedia advantages for Winchester

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are March and December to January, 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 Tuesday. The most expensive day to stay in Winchester is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package deal.

Find the best attractions near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and a variety of attractions. Visitors can explore beautiful forests, nature reserves, and parks that cater to those seeking adventure and eco-friendly experiences. Whether you're hiking, picnicking, or simply enjoying the natural beauty, Winchester has something for everyone looking to connect with nature.

• Brattleboro Common: This charming urban park, located 11 miles from Winchester, offers a perfect blend of family-friendly spaces and vibrant city life. Enjoy leisurely strolls, community events, and lush greenery, making it an ideal spot for relaxation and recreation.
• Spofford Lake: Just 10 miles away, Spofford Lake is a picturesque destination for outdoor enthusiasts. With its serene beaches and stunning scenery, it's perfect for romantic picnics, swimming, and kayaking, making it a tranquil retreat for all visitors.
• New England Center for Circus Arts: Located 11 miles from Winchester, this unique arts center celebrates circus culture through performances and workshops. Experience innovative acts and immerse yourself in the vibrant world of circus arts, a true cultural gem.

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	23.2°F (-4.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	25.2°F (-3.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
March	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	71.2°F (21.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Average	Average
September	61.9°F (16.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	50.5°F (10.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	38.7°F (3.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	29.7°F (-1.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Winchester

When visiting Winchester, New Hampshire, you have several airport options to consider. BOSton Logan International Airport (BOS) is approximately 75 miles away, with nearby hotels like Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within 3 miles of the airport. Hartford's Bradley International Airport (BDL) is about 60 miles from Winchester, offering accommodations such as DoubleTree by Hilton, Simsbury 1820 House, and Marriott Hartford Downtown. Lastly, Providence's T.F. Green Airport (PVD) is around 87 miles away, with options like Omni Providence Hotel, Hotel Providence, and Renaissance Providence Downtown Hotel, all situated approximately 7 miles from the airport.