Hotels in Winchester

Discover historic charm at this B&B near McLean Game Refuge. Wake up to a daily full breakfast before exploring hiking trails. Free WiFi and parking add convenience while Old New-Gate Prison is just a short drive away.

Wake up to a complimentary full breakfast at this cozy East Canaan B&B. Located near Land of Nod Vineyard and Winery, the inn offers free parking and daily housekeeping. Guests consistently praise the helpful staff for making stays memorable.

Escape to the Berkshires in this inviting Sheffield accommodation with complimentary WiFi and parking. Start your day with cooked-to-order weekend breakfast before exploring nearby Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.

Wake up to a complimentary breakfast at this Bristol hotel before exploring nearby Pine Lake Park. Unwind in the hot tub after a workout in the 24-hour fitness center, or enjoy a drink at the bar. In-room refrigerators and microwaves add convenience to your stay.

This inviting hotel offers convenient perks including complimentary WiFi and parking. Located near Witch's Dungeon Classic Movie Museum and Rockwell Park, you'll enjoy comfortable accommodations with 24-hour front desk service for a hassle-free stay.

Located near Hotchkiss-Fyler House Museum and Warner Theater, this motel offers free WiFi and parking. Enjoy the on-site fitness center or venture to nearby downhill skiing. Clean rooms provide a comfortable base while the exceptionally helpful staff ensures a pleasant stay.

This countryside motel offers free WiFi and parking with 24-hour front desk assistance. Located near Housatonic Meadows State Park and Clarke Outdoors, it's perfect for outdoor enthusiasts looking to explore hiking trails and snowboarding venues.

Discover a tranquil haven near Batterson Park Pond where restful nights await. This Farmington hotel offers free WiFi, parking, and daily on-the-go breakfast. Business travelers appreciate the convenient location and exceptionally helpful staff.

Unwind in this peaceful country retreat with a seasonal outdoor pool and complimentary gourmet breakfast. Located near Haystack Mountain State Park, the inn offers free WiFi and parking while helpful staff ensure a memorable stay in Norfolk's quiet surroundings.

Escape to this serene Farmington hotel, just 15 minutes from Hartford Convention Center. Start your day with complimentary breakfast at Victoria's Café before exploring nearby Miss Porter's School. The health club, room service, and exceptionally helpful staff ensure a comfortable stay.

Savor free breakfast at this inviting 3-star hotel before exploring nearby Litchfield Town Green. Return for evening drinks at the bar while taking in views from the rooftop terrace. Free WiFi and parking make your Connecticut getaway seamless.

Located in Farmington, this hotel offers free WiFi and parking, plus an indoor pool and hot tub for relaxation. Enjoy a complimentary breakfast before exploring nearby Hill-Stead Museum, or maintain your routine at the 24-hour fitness center.

Connected to Bradley Intl. Airport, this Windsor Locks hotel offers a 24-hour fitness center and American cuisine at Concorde Restaurant. Quiet rooms provide a peaceful sleep near the Connecticut Fallen Firefighters Memorial and New England Air Museum.

Relish free breakfast before exploring the Harlem Valley Rail Trail and Yoakum Preserve. This hotel offers complimentary WiFi and parking, with the on-site restaurant serving Mediterranean dishes for lunch and dinner in charming surroundings.

This quiet hotel offers free breakfast, WiFi and parking just minutes from Crescent Lake. The indoor pool provides year-round relaxation, while the helpful staff ensures a seamless stay for business travelers near Relic Brewing Company.

This charming Cornwall Bridge lodge offers free WiFi, parking, and daily continental breakfast. Swim in the seasonal outdoor pool or unwind on the terrace surrounded by gardens. Kent Falls State Park and the Appalachian Trail provide nearby adventure opportunities.

Unwind at this charming Great Barrington retreat featuring complimentary breakfast, WiFi, and parking. The hotel offers a restaurant, welcoming bar, and tranquil outdoor spaces near Questing and New Marlborough Town Library.

Nestled beside a golf course in Lakeville, this resort offers a seasonal outdoor pool and rejuvenating deep-tissue massages at the spa. Unwind at the bar after dining at the on-site restaurant, or maintain your routine in the fitness center, all while enjoying free WiFi and parking.

Steps from White Memorial Conservation Center and Mount Tom State Park, this Litchfield Inn features a full-service spa for rejuvenating treatments. Enjoy complimentary breakfast, WiFi, and parking while the attentive staff ensures a memorable stay.