Find hotels in Winchester, NH from $89

Top reasons to visit Winchester

• Outdoor Adventures: Enjoy skiing at local resorts and explore scenic nature reserves, forests, and parks.
• Family Fun: Visit the exciting dropzone waterpark for a day of thrilling activities with the family.
• Wine Country: Indulge in delightful wine tastings in nearby wine regions for a refreshing experience.
• Live Music: Catch live music events to enhance your vacation atmosphere and enjoy local talent.
• Charming Accommodations: Choose from cozy bed & breakfasts or modern hotels, catering to every traveler's needs.

Find great hotels near Winchester

Discover a variety of accommodation options in Winchester, New Hampshire, perfect for every traveler. Whether you're seeking a cozy bed & breakfast for a charming getaway or a modern hotel equipped with business amenities, Winchester has it all. Enjoy pet-friendly options and adventure-filled experiences, alongside competitive room rates and luxurious stays. Explore the best hotels in the area and find the ideal spot for your vacation.

• Best Western Plus Keene Hotel: Nestled 11 miles from Winchester, the Best Western Plus Keene Hotel is a welcoming retreat aimed at families and business travelers alike. This 3-star hotel embraces inclusivity, offering services tailored for LGBTQIA guests. Business-friendly amenities include a fully equipped Business Center, multiple meeting rooms, and ample conference space. Families will appreciate the availability of free cribs, ensuring a comfortable stay for guests of all ages. With its modern facilities and warm atmosphere, this hotel is perfect for both relaxation and productivity.
• Colonial Motel And Spa: Located 12 miles from Winchester, Colonial Motel And Spa presents a charming blend of comfort and leisure. This 3-star motel is not only pet-friendly but also features a full-service spa, making it an ideal choice for those looking to unwind. Guests can indulge in spa treatments or relax in the hot tub after a day of exploration. The outdoor pool, requiring adult supervision, offers a refreshing escape. Business travelers will find the necessary amenities to stay productive. With a welcoming pet policy, this motel ensures both you and your furry friends enjoy an enjoyable stay.
• Days Inn by Wyndham Keene NH: Situated 11 miles from Winchester, Days Inn by Wyndham Keene NH is a cozy lodging option that caters to business and pet-friendly travelers. This hotel provides essential amenities for business needs, including a 24-hour Business Center. Guests traveling with pets will find a welcoming environment, with specific policies allowing dogs. The hotel’s comfortable rooms and convenient location make it a great base for exploring the area, ensuring a practical yet enjoyable stay.

Where to stay in and around Winchester

Winchester, New Hampshire, is a charming city perfect for outdoor enthusiasts and those seeking a romantic getaway. Explore the scenic landscapes and indulge in leisurely strolls through the area. Venture into nearby wine country for a refreshing experience, or enjoy the friendly atmosphere of family-friendly neighborhoods. Whether you're looking for adventure or a secluded retreat, Winchester offers a delightful blend of relaxation and exploration for every traveler.

• Brattleboro: Located a mere 10 miles from Winchester, Brattleboro is a vibrant city that draws visitors year-round. Known for its adventurous spirit, Brattleboro is a hotspot for skiing enthusiasts, offering access to excellent ski fields and resorts. The scenic beauty of this area is complemented by its picturesque lake, mountains, and valleys, making it perfect for both outdoor activities and relaxation. The peak tourist season runs from July to September, attracting those looking for adventure sports and breathtaking landscapes.
• Keene: Just 12 miles away from Winchester, Keene is another charming city that welcomes outdoor lovers and adventure seekers. With a blend of stunning scenery and recreational possibilities, it’s a great place to explore ski fields and enjoy the local college atmosphere. The area is rich in natural beauty, featuring lakes and mountains that invite hiking and exploration. Peak visitor times are typically from July to August and in October, making it a lively destination during these months.
• Richmond: Nestled within the Winchester area, Richmond is a quaint village that offers a more seasonal travel experience. Peak visitor times occur in February and from June to July, attracting those keen on outdoor adventures and scenic views. Richmond features recreational areas and ski fields, perfect for winter sports enthusiasts. Its proximity to a national state park and beautiful lakes adds to its allure, making it an ideal spot for nature lovers and those seeking a tranquil getaway.

Things to do near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy skiing at local resorts and explore the scenic beauty of the area. Don't miss the exciting dropzone waterpark for family fun, indulge in delightful wine tastings, and catch some live music to enhance your vacation experience. With a blend of adventure and relaxation, Winchester offers something for everyone.

Shopping

In Winchester, you can shop at Delectable Mountain Cloth for unique gifts. Vermont Marketplace, located 10 miles away, offers entertainment and a family-friendly atmosphere. If you're up for a drive, visit the Brattleboro Farmers' Market, 12 miles away, for local produce and crafts amidst a vibrant city vibe.

Recreation

Enjoy a round of golf at Crumpin-Fox Golf Club, where you can immerse yourself in luxury amidst beautiful landscapes. For entertainment, catch a live performance at The Stone Church or the Vermont Jazz Center, both offering vibrant atmospheres and delightful music experiences within a short drive from Winchester.

Adventure

Explore the Metacomet-Monadnock Trail for a thrilling hiking experience amidst beautiful scenery, located 6 miles from Winchester. For skiing enthusiasts, the Harris Hill Ski Jump offers an exhilarating adventure 11 miles away, while Granite Gorge, 16 miles from town, provides fantastic ski opportunities for all skill levels.

Nightlife

Experience the vibrant nightlife in nearby theaters like the Hooker-Dunham Theater & Gallery and Latchis Theatre, both offering culture and entertainment. For a bit more distance, check out the Actors Theatre Playhouse, where you can enjoy family-friendly performances in an inviting atmosphere.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, visit during the cheaper months of March and December to January, and consider staying on a Tuesday for the best rates. Use Expedia to find affordable hotel options by sorting results from lowest to highest price, and take advantage of package deals that combine flights and activities. Joining Expedia's One Key membership can provide exclusive discounts and allow you to earn OneKeyCash for future stays. Don't miss out on free local activities and explore sustainable lodging options for an eco-friendly stay.

• 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 to June and 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: Expedia’s search tool enables you to customize your travel preferences, including your budget and preferred destination. You can easily sort the results to display hotels from the lowest to highest price, ensuring you find the most affordable options first. Additionally, you have the ability to refine your search by hotel type; for instance, if you select the Eco-certified filter, you'll be shown sustainable and eco-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 through an Expedia package deal.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and eco-friendly experiences. Visitors can explore nearby nature reserves, forests, and parks, making it an ideal destination for adventure seekers. Whether you're hiking through lush landscapes or enjoying a peaceful picnic, Winchester caters to those looking for a refreshing outdoor escape.

• Moody Center: Located 5 miles from Winchester, Moody Center offers a serene and contemplative environment perfect for reflection and inspiration. The institute is known for its community-oriented approach, providing visitors with opportunities for personal growth and spiritual enrichment.
• Thomas Aquinas College: Also 5 miles away, Thomas Aquinas College boasts a vibrant atmosphere that combines modern education with a classical curriculum. The campus is lively, filled with students engaged in intellectual discussions, making it a great place to experience city vibes and academic excellence.
• Historical Old NMH Campus Building #3: Situated 5 miles from Winchester, this historic building immerses visitors in rich cultural heritage. Its architecture and surroundings evoke a sense of nostalgia, inviting exploration of the area's educational history and cultural significance.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, 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	Slightly High
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	Average
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

For your trip to Winchester, New Hampshire, consider flying into one of the nearby airports. Hartford, CT (BDL-Bradley Intl.) is 60 miles away, with accommodations like the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Manchester, NH (MHT-Manchester-Boston Regional) is 49 miles away, offering hotels such as The Grand at Bedford Village Inn, located 4 miles from the airport. Lastly, Worcester, MA (ORH-Worcester Regional) is 44 miles away, with options like Beechwood Hotel, situated 5 miles from the airport. Each hotel provides convenient access to their respective airports for an easy travel experience.