Located near Sunnybrook State Park with free breakfast, WiFi, and parking. This hotel offers a fitness center with hiking and skiing trails nearby. Guests praise the helpful staff while Hotchkiss-Fyler House Museum is just minutes away.
Located near Sunnybrook State Park with free breakfast, WiFi, and parking. This hotel offers a fitness center with hiking and skiing trails nearby. Guests praise the helpful staff while Hotchkiss-Fyler House Museum is just minutes away.
Near both Hotchkiss-Fyler House Museum and Warner Theater, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness center or venture out for nearby downhill skiing adventures.
Near both Hotchkiss-Fyler House Museum and Warner Theater, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness center or venture out for nearby downhill skiing adventures.
"Clean comfortable room,great parking and local shopping "
"Clean comfortable room,great parking and local shopping "
Located in Westfield, this motel offers free WiFi and parking with round-the-clock front desk assistance. Enjoy easy access to nearby attractions like Holcomb Park and Elm Street Plaza, just a short drive from Bradley International Airport.
Located in Westfield, this motel offers free WiFi and parking with round-the-clock front desk assistance. Enjoy easy access to nearby attractions like Holcomb Park and Elm Street Plaza, just a short drive from Bradley International Airport.
"Very clean, lacking bathroom and bathroom storage. Good price."
"Very clean, lacking bathroom and bathroom storage. Good price."
Surrounded by New England charm, this Weatogue hotel offers 3 restaurants serving local cuisine, plus an indoor pool and health club. Enjoy free breakfast and parking while exploring nearby Rosedale Farms & Vineyards and Stratton Brook State Park.
Surrounded by New England charm, this Weatogue hotel offers 3 restaurants serving local cuisine, plus an indoor pool and health club. Enjoy free breakfast and parking while exploring nearby Rosedale Farms & Vineyards and Stratton Brook State Park.
"The personnel was very helpful & accomodating, both at the front desk & upstairs restaurant. I appreciated that they set out two rooms as adjoining even before I asked. "
"The personnel was very helpful & accomodating, both at the front desk & upstairs restaurant. I appreciated that they set out two rooms as adjoining even before I asked. "
Tucked into Cornwall Bridge, this country motel provides free WiFi and parking for nature enthusiasts. Explore nearby Housatonic Meadows State Park or try snowboarding, then return to comfort with 24-hour front desk service.
Tucked into Cornwall Bridge, this country motel provides free WiFi and parking for nature enthusiasts. Explore nearby Housatonic Meadows State Park or try snowboarding, then return to comfort with 24-hour front desk service.
Immerse yourself in the historic charm of this restored inn, offering a peaceful atmosphere with an indoor pool and fitness center. Enjoy free breakfast, then explore nearby attractions or rent bikes to discover the area's vineyards and performing arts venues.
Immerse yourself in the historic charm of this restored inn, offering a peaceful atmosphere with an indoor pool and fitness center. Enjoy free breakfast, then explore nearby attractions or rent bikes to discover the area's vineyards and performing arts venues.
"Friendly, welcoming, and helpful staff. The room was beautiful and clean. The bar and restaurant were cozy; drinks and food delicious. "
"Friendly, welcoming, and helpful staff. The room was beautiful and clean. The bar and restaurant were cozy; drinks and food delicious. "
Located in the heart of Cornwall Bridge, this inviting lodge offers a seasonal outdoor pool and complimentary continental breakfast. Explore nearby Kent Falls State Park or hike the Appalachian Trail, just 30 minutes away.
Located in the heart of Cornwall Bridge, this inviting lodge offers a seasonal outdoor pool and complimentary continental breakfast. Explore nearby Kent Falls State Park or hike the Appalachian Trail, just 30 minutes away.
"This inn was very quaint and welcoming. It was a nice inn for the value. "
"This inn was very quaint and welcoming. It was a nice inn for the value. "
This quiet retreat offers complimentary WiFi and on-the-go breakfast daily. Located near Batterson Park Pond and Hill-Stead Museum, with helpful staff praised by guests. Only 13 minutes from Hartford Union Station for convenient travel connections.
This quiet retreat offers complimentary WiFi and on-the-go breakfast daily. Located near Batterson Park Pond and Hill-Stead Museum, with helpful staff praised by guests. Only 13 minutes from Hartford Union Station for convenient travel connections.
Experience tranquility at this Plainville hotel with an indoor swimming pool and 24-hour gym. Enjoy free breakfast, WiFi, and parking while being close to Crescent Lake and Relic Brewing Company. The exceptionally helpful staff ensures a peaceful, comfortable stay.
Experience tranquility at this Plainville hotel with an indoor swimming pool and 24-hour gym. Enjoy free breakfast, WiFi, and parking while being close to Crescent Lake and Relic Brewing Company. The exceptionally helpful staff ensures a peaceful, comfortable stay.
"The room was very clean, and the check-in staff was very courteous."
"The room was very clean, and the check-in staff was very courteous."
This modern hotel offers a 24-hour fitness center and spacious suites with refrigerators and microwaves. Enjoy the terrace, grab a drink at the bar, or visit the coffee shop. Pine Lake Park and Casey Field are located nearby with free parking for guests.
This modern hotel offers a 24-hour fitness center and spacious suites with refrigerators and microwaves. Enjoy the terrace, grab a drink at the bar, or visit the coffee shop. Pine Lake Park and Casey Field are located nearby with free parking for guests.
"Place is immaculate and staff super friendly and helpful "
"Place is immaculate and staff super friendly and helpful "
Enjoy American cuisine by candlelight at the fine dining restaurant of this historic inn. A terrace and garden enhance the countryside charm, while the seasonal pool offers refreshing relaxation near Questing and New Marlborough Town Library.
Enjoy American cuisine by candlelight at the fine dining restaurant of this historic inn. A terrace and garden enhance the countryside charm, while the seasonal pool offers refreshing relaxation near Questing and New Marlborough Town Library.
Set on the greens in Lakeville, this inn provides a tranquil retreat with spa services, deep-tissue massages, and fitness options. Guests can enjoy meals at the restaurant, drinks at the bar, and easy access to local museums and tea rooms.
Set on the greens in Lakeville, this inn provides a tranquil retreat with spa services, deep-tissue massages, and fitness options. Guests can enjoy meals at the restaurant, drinks at the bar, and easy access to local museums and tea rooms.
"It is so pretty and the views around the hotel were amazing. "
"It is so pretty and the views around the hotel were amazing. "
Embrace country charm at this Great Barrington hotel with a garden terrace and full-service restaurant. Unwind at the bar after exploring nearby Questing trails, then enjoy free breakfast before heading to New Marlborough Town Library.
Embrace country charm at this Great Barrington hotel with a garden terrace and full-service restaurant. Unwind at the bar after exploring nearby Questing trails, then enjoy free breakfast before heading to New Marlborough Town Library.
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
This charming 4-star retreat offers complimentary self-parking and WiFi in a serene setting. Explore nearby Mount Frissell and Scoville Memorial Library, or enjoy seasonal outdoor adventures like snowboarding and canoeing.
This charming 4-star retreat offers complimentary self-parking and WiFi in a serene setting. Explore nearby Mount Frissell and Scoville Memorial Library, or enjoy seasonal outdoor adventures like snowboarding and canoeing.
Discover this welcoming hotel in Terryville with free WiFi and parking. Nearby Witch's Dungeon Classic Movie Museum offers quirky entertainment, while Rockwell Park provides outdoor adventures. The 24-hour front desk ensures seamless service.
Discover this welcoming hotel in Terryville with free WiFi and parking. Nearby Witch's Dungeon Classic Movie Museum offers quirky entertainment, while Rockwell Park provides outdoor adventures. The 24-hour front desk ensures seamless service.
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
Set in Salisbury near Mount Frissell, this historic hotel welcomes you with free breakfast and WiFi. After exploring nearby Hanging Rock Park, relax in the garden or enjoy a drink at the bar while savoring the terrace views.
Set in Salisbury near Mount Frissell, this historic hotel welcomes you with free breakfast and WiFi. After exploring nearby Hanging Rock Park, relax in the garden or enjoy a drink at the bar while savoring the terrace views.
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
Discover cozy comfort at this Granby B&B offering complimentary full breakfast, WiFi, and parking. Nearby hiking trails provide outdoor adventure while McLean Game Refuge and Old New-Gate Prison & Copper Mine offer fascinating day trips. Bradley International Airport is just 14 minutes away.
Discover cozy comfort at this Granby B&B offering complimentary full breakfast, WiFi, and parking. Nearby hiking trails provide outdoor adventure while McLean Game Refuge and Old New-Gate Prison & Copper Mine offer fascinating day trips. Bradley International Airport is just 14 minutes away.
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
Stylish rooms await at this wellness-focused hotel with an upscale restaurant and bar. Relax with rejuvenating treatments at the full-service spa after exploring Blue Back Square. Free WiFi and parking complement the 24-hour fitness center.
Stylish rooms await at this wellness-focused hotel with an upscale restaurant and bar. Relax with rejuvenating treatments at the full-service spa after exploring Blue Back Square. Free WiFi and parking complement the 24-hour fitness center.
"Clean room, great staff and overall warm atmosphere."
"Clean room, great staff and overall warm atmosphere."
Retreat to this quiet hotel featuring a refreshing indoor pool and fitness center. Located just 15 minutes from Connecticut Convention Center, enjoy free breakfast, WiFi and parking while exploring local attractions like Hill-Stead Museum.
Retreat to this quiet hotel featuring a refreshing indoor pool and fitness center. Located just 15 minutes from Connecticut Convention Center, enjoy free breakfast, WiFi and parking while exploring local attractions like Hill-Stead Museum.
"Everything from reservation to check-in. Room cleanliness and dining room selections were excellent."
"Everything from reservation to check-in. Room cleanliness and dining room selections were excellent."
Wake to fresh breakfast at Victoria's Cafe before exploring nearby Miss Porter's School and Hill-Stead Museum. The helpful staff ensures comfort in clean rooms, while the health club offers post-sightseeing relaxation, all just 30 minutes from Bradley Airport.
Wake to fresh breakfast at Victoria's Cafe before exploring nearby Miss Porter's School and Hill-Stead Museum. The helpful staff ensures comfort in clean rooms, while the health club offers post-sightseeing relaxation, all just 30 minutes from Bradley Airport.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.
Visitors to Winchester are sure to find plenty to explore and enjoy. In Winchester, there are 17 hotels and other accommodations to choose from. Find out more about Winchester.
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
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