Hotels in Winchester

Some of the best places to stay in Winchester are West Dummerston, Amherst and Keene. West Dummerston, Amherst, and Keene each offer unique attractions for travelers. West Dummerston is known for its scenic beauty and tranquility, perfect for nature lovers. Amherst boasts charming small-town vibes and historic sites, while Keene features vibrant cultural events and shopping. Hotel accommodations range from cozy inns to comfortable chain hotels, ensuring a pleasant stay. For first-time visitors, Keene is ideal due to its lively atmosphere and variety of activities. Enjoy exploring these delightful New Hampshire destinations! These are some of the hotels preferred by our travelers in Winchester:

1. West DummerstonOpens in a new window: West Dummerston is a fantastic destination for outdoor enthusiasts, with access to stunning adventure activities like skiing at Stratton Mountain Resort and Mount Snow. The area is rich in entertainment, highlighted by venues like The Stone Church. For accommodations, consider Chesterfield InnOpens in a new window, a 4.0-star bed and breakfast offering adventure sports activities and business amenities, including meeting rooms and ski rentals. Another excellent option is Inn on Putney RoadOpens in a new window, also a 4.0-star bed and breakfast, providing a range of recreation options, from snow tubing to rafting. For a more rustic experience, The Hermitage Inn VermontOpens in a new window, a 4.0-star inn, has ski shuttle access and various adventure sports nearby, making it ideal for both business and leisure travelers.
2. AmherstOpens in a new window: Amherst is a cultural hub, home to prestigious institutions like the University of Massachusetts Amherst and historic sites such as Amherst College and Smith College. The city center offers vibrant dining and cultural experiences. The ElleryOpens in a new window, a 3.5-star bed and breakfast, is pet-friendly and situated in the heart of the city, perfect for those wanting to explore local attractions. For a unique stay, MGM SpringfieldOpens in a new window, a 4.0-star hotel with an on-site casino, provides a lively atmosphere for guests. Another choice is Hotel NorthamptonOpens in a new window, a 3.5-star hotel located in a national historic building, offering a blend of business amenities and adventure sports nearby.
3. KeeneOpens in a new window: Keene is an outdoor paradise, featuring local attractions like Keene State College and Historic Main Street. This charming city offers a variety of recreational opportunities, making it perfect for adventure seekers. For lodging, Rosewood Country InnOpens in a new window is a 3.0-star bed and breakfast that caters to thrill-seekers with activities such as ziplining and skiing. Alternatively, Brook Road InnOpens in a new window, a 3.0-star guesthouse, provides comfortable accommodations with free WiFi and parking, making it a convenient choice. For a more romantic experience, Colby Hill InnOpens in a new window, a 4.0-star inn, is ideal for couples, featuring ski shuttle access and relaxing spa services to enhance your stay.

Three days in Winchester offer a perfect escape into nature, with serene lakes, lush forests, and scenic marinas. Enjoy activities like canoeing, kayaking, and swimming, while hiking through picturesque landscapes. This destination is ideal for outdoor enthusiasts seeking relaxation and adventure amidst stunning natural beauty. Here's a quick itinerary to make the most of your trip to Winchester:

• Day 1: Begin your exploration of Winchester by visiting the picturesque Birch Point, where you can enjoy serene views and the beauty of nature. After soaking in the scenery, head to the Historical Old NMH Campus Building #3, a charming site that reflects the local history and architecture. Conclude your day with a leisurely walk across Schell Bridge, where you can admire the surrounding landscape and perhaps catch a stunning sunset.
• Day 2: Your adventure continues at Pisgah State Park, a haven for outdoor enthusiasts with its extensive trails and peaceful surroundings. Next, venture into the enchanting Madame Sherri Forest, famous for its whimsical stone castle remnants and vibrant flora. Wrap up your day with a visit to the Asbury United Methodist Church, where you can appreciate the beautiful architecture and perhaps attend a local service or event.
• Day 3: Start your day at Spofford Lake, a perfect spot for swimming, kayaking, or simply relaxing by the water. Then, visit Northern Illusion, a local gem known for its arts and crafts, where you can find unique souvenirs. Finish your trip with a stroll through Historic Main Street, where charming shops and eateries await, giving you a taste of the local culture and community spirit.

1. Book for the cheapest times: If you're looking to visit Winchester on a budget, the most affordable times to go are January, March, and December, when hotel prices are significantly lower. To truly appreciate the main attractions, it's best to stay for at least 2-3 days. During your visit, you can enjoy great value for money while exploring highlights like the picturesque lake and beautiful forests.
2. Look for last-minute deals on Hotels.com: If you're on the lookout for last-minute deals to Winchester, Hotels.com can be a great resource. To explore these offers, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on the website, where you could find competitive rates on hotels as your travel date approaches. Additionally, consider activating email alerts or push notifications from Hotels.com to receive updates on flash sales and exclusive last-minute promotions, helping you stay informed about potential savings on your hotel stay in Winchester.
3. Be flexible with dates: Hotel prices can fluctuate depending on factors like the location, star rating, and the time of year. As a result, if you're flexible with your travel dates, you may save on hotel expenses in Winchester.
4. Consider your location: When booking your holiday on Hotels.com, think about your location. Staying nearer to major attractions or city centers can be convenient but usually tends to come with a higher price tag. For more affordable options, consider looking for hotels in neighborhoods that are a bit farther from the center, finding a balance between cost and ease of access to the places you plan to visit.
5. Upgrade with One Key: Join Hotels.com's free One Key program and book your next stay in Winchester. As a member, you can earn and use rewards points for hotel bookings. Progress through Blue, Silver, Gold and Platinum tiers to unlock various benefits like room upgrades when available, special discounts, and exclusive deals for members. Sign up today.