Winchester Hotels

Top reasons to visit Winchester

• Outdoor Adventures: Winchester offers thrilling activities such as skiing and waterpark fun, perfect for outdoor enthusiasts.
• Scenic Beauty: The area boasts stunning nature reserves, forests, and picturesque views, ideal for romantic strolls.
• Wine Country: Explore delightful local wineries, where you can indulge in tastings and relaxation.
• Live Music Events: Enjoy a vibrant atmosphere with various live music events throughout the year.
• Diverse Accommodations: From charming bed and breakfasts to modern hotels, Winchester caters to every traveller's needs.

Find great hotels near Winchester

Discover a delightful range of hotel accommodations in Winchester, New Hampshire, perfect for every type of traveller. Whether you're seeking a charming bed and breakfast or a modern hotel equipped for business travel, you'll find excellent options tailored to your needs. With pet-friendly choices and adventure-filled experiences, Winchester offers a welcoming atmosphere. Explore the best hotels, room rates, and luxury stays for an unforgettable visit.

• Colonial Motel And Spa: Nestled 19.3km from Winchester, the Colonial Motel And Spa is a delightful 3-star retreat that promises an enriching family vacation experience with a touch of adventure. Emphasising wellness and recreation, this property offers an array of activities, from ice skating and snowboarding to snow tubing and cross-country skiing, catering to outdoor enthusiasts. Families will appreciate the thoughtful amenities for children, including safety features and nearby sledding options. The full spa services, along with an indoor pool, sauna, and relaxation massages, ensure that guests can unwind and rejuvenate after a day of exploration.
• Days Inn by Wyndham Keene NH: Located 17.7km from Winchester, Days Inn by Wyndham Keene NH is the ideal choice for business travellers and pet owners alike. This welcoming hotel features pet-friendly policies, accommodating dogs with specific restrictions, thus allowing guests to travel with their furry companions. The property is well-equipped for business needs, ensuring a comfortable stay with essential amenities. Conveniently situated, it provides easy access to local attractions while offering a friendly atmosphere that makes every guest feel at home.
• The Covered Bridge Inn: Just 19.3km from Winchester, The Covered Bridge Inn offers a unique blend of adventure and business-friendly facilities. With nearby options for snowboarding, hiking, and rafting, this hotel caters to thrill-seekers and nature lovers. The inviting environment makes it a great spot for both leisure and work, ensuring that guests can balance productivity with relaxation. The inn's proximity to outdoor activities ensures that every stay is filled with excitement and exploration, making it a top choice for adventurous travellers.

Where to stay in and around Winchester

Winchester, New Hampshire, is a charming city perfect for a romantic getaway or a refreshing outdoor experience. Stroll leisurely through the scenic areas, soaking in the picturesque views and friendly atmosphere. Nearby, you can explore delightful wine country, where adventure meets relaxation. Whether you’re seeking family-friendly activities or a secluded retreat, Winchester offers a unique blend of vibes to ensure a memorable holiday.

• Brattleboro: This charming city lies approximately 16.1km from Winchester, offering a delightful escape for those seeking adventure. Known for its vibrant arts scene and outdoor activities, Brattleboro attracts visitors year-round, with peak times from July to September. The area is a hotspot for ski enthusiasts, featuring numerous ski fields and resorts. Nature lovers will appreciate the stunning nearby landscapes, including picturesque lakes and mountains, along with the stunning national state park. Brattleboro’s unique blend of culture and nature makes it a must-visit destination.
• Keene: Located about 19.3km from Winchester, Keene is a city renowned for its breathtaking scenery and outdoor adventures. The town sees a steady flow of visitors, particularly peaking during the summer months of July and August, as well as in October. Outdoor activities abound, with numerous ski fields and resorts nearby. The area is also home to a modern college university, adding a youthful vibe to the town. Visitors can wander around beautiful lakes and take in the stunning mountain views, making Keene a perfect spot for those who appreciate nature and exploration.
• Richmond: Situated within the Winchester area, Richmond is a quaint village that draws moderate seasonal tourist traffic, with peaks in February and from June to July. This destination is ideal for visitors seeking outdoor adventures, particularly skiing, with several ski fields and resorts close at hand. Local attractions include the charming town hall, serene lakes, and a lovely urban park, providing a perfect backdrop for relaxation and leisure. Richmond’s small-town charm and outdoor offerings create a welcoming atmosphere for holidaymakers looking to unwind in nature.

Things to do near Winchester

Winchester is an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can indulge in thrilling activities like skiing at local resorts, enjoying the dropzone waterpark, and attending live music events. Wine tastings also offer a delightful way to unwind and savour the local flavours. With its stunning scenery and diverse attractions, Winchester promises a memorable holiday experience.

Shopping

For a delightful shopping experience in Winchester, visit Delectable Mountain Cloth, offering unique finds just 16.1km away. If you're up for a drive, explore Vermont Marketplace, also 16.1km away, for a vibrant atmosphere, and don’t miss Brattleboro Farmers' Market, located 19.3km from Winchester.

Recreation

At Crumpin-Fox Golf Club, indulge in a round of golf amidst luxurious surroundings just 16.1km from Winchester. For a more casual atmosphere, Northfield Golf Club offers outdoor sports vibes only 9.7km away. Don’t miss The Stone Church, an entertainment hotspot for live music, located 17.7km from town.

Adventure

Experience the thrill at Harris Hill Ski Jump, where you can embrace the ski vibes a mere 17.7km from Winchester. For breathtaking scenery, hike the Metacomet-Monadnock Trail, located 9.7km away, or explore the adventurous Wetmore Trailhead, situated 19.7km from the town.

Nightlife

Experience the vibrant nightlife in Winchester by visiting the Hooker-Dunham Theater & Gallery, New England Youth Theatre, and Latchis Theatre, all situated 16.1km away. Enjoy an evening filled with romance, culture, and captivating performances that will surely leave you enchanted.

Booking tips and Expedia advantages for Winchester

To save on your trip to Winchester, consider visiting in March or between December and January for lower accommodation rates. Aim to book your stay on a Tuesday, which tends to be less expensive than the weekend. Use Expedia to filter hotels by budget and eco-friendly options, and sort by price to find the best deals. Combining your hotel, flights, and activities into a package can also yield significant savings. Explore the town on foot to minimise transport costs and enjoy free local attractions.

• 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: Utilise Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Winchester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, New Hampshire, is an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway. The area boasts an array of natural attractions, including nature reserves, forests, and parks, offering opportunities for adventure and eco-friendly experiences. Whether you desire tranquil scenery or exhilarating activities, Winchester’s charm and beauty will surely captivate your heart.

• New England Center for Circus Arts: Experience the thrill of circus arts in a vibrant, creative environment. This centre offers workshops and performances that showcase the rich culture and artistry of the circus, making it a unique destination for both participants and spectators.
• Epsilon Spires: Embrace the artistic atmosphere of Epsilon Spires, where diverse performances and exhibitions take centre stage. This arts centre fosters creativity and collaboration, providing a platform for local and visiting artists to engage with the community.
• Moody Center: Situated close to Winchester, the Moody Center is a hub for educational and cultural activities. Visitors can enjoy a variety of programmes and events that highlight the local heritage and promote community engagement.

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

Accessing Winchester, New Hampshire, is convenient via several airports. Hartford, CT (BDL-Bradley Intl.) is approximately 96.6km away, with notable hotels such as Simsbury 1820 House, a charming 4-star B&B, and Marriott Hartford Downtown, both offering easy transportation to the airport. Manchester, NH (MHT-Manchester-Boston Regional) is located around 78.9km from Winchester, featuring hotels like DoubleTree by Hilton Manchester Downtown and Best Western Plus Executive Court Inn, both well-connected to the airport. Lastly, Rutland, VT (RUT-Rutland Southern Vermont Regional) is about 95.0km away, with options like Cortina Inn, which provides free airport shuttle service. Each airport offers a range of accommodations for a comfortable stay.