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Top 24 Hotels In Winchester, Connecticut 06098

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington, CT

For an affordable and comfortable stay, Americas Best Value Inn Torrington CT offers inviting rooms with rates starting at $110.99, creating a clean, welcoming environment near Winchester. Enjoy a quiet rest in our quiet rooms, designed to provide a restful and undisturbed sleep environment.

From Americas Best Value Inn Torrington CT, guests can take a short drive into downtown Winchester, where they can experience the city’s best spots before returning to a quiet retreat. Experience Winchester in comfort and style without overspending—lock in your room now!

  Call (855) 234-7135 to book with an agent.
  6.7 miles from Winchester, CT 06098

Starting at

$110.99

per night

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Days Inn by Wyndham Torrington

492 East Main St Torrington, CT

For a secure stay near Winchester, Days Inn by Wyndham Torrington offers inviting accommodations with rooms starting at $86.99, creating a welcoming space perfect for relaxation. Benefit from enhanced in-room amenities, including updated décor and technology to enhance your stay.

With downtown Winchester a convenient drive away, guests at Days Inn by Wyndham Torrington can explore the city’s top spots while enjoying a more relaxed, quiet stay. Make your Winchester adventure both comfortable and affordable—book now!

  Call (855) 233-7850 to book with an agent.
  7.9 miles from Winchester, CT 06098

Starting at

$86.99

per night

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The Abner Hotel

15 West St Litchfield, CT

The Abner Hotel provides a comfortable stay for travelers to Winchester, with inviting rooms that create a relaxing environment, with room rates starting at $415.00. Find comfort and convenience in rooms that provide a variety of modern amenities, designed to make your stay enjoyable.

For those seeking tranquility, The Abner Hotel provides a serene retreat while keeping downtown Winchester within reach for sightseeing. Relax and enjoy your Winchester adventure with accommodations that make every day special—book today!

  Call (855) 235-0725 to book with an agent.
  12.8 miles from Winchester, CT 06098

Starting at

$415.00

per night

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The Litchfield Inn

432 Bantam Road Litchfield, CT

Those visiting Winchester will find tranquility at The Litchfield Inn, where enveloping accommodations offer luxury, with rates starting at an affordable $247.99. Relax in accommodations where luxury meets innovation, featuring smart technology and plush interiors for an exceptional stay.

For a restful escape, The Litchfield Inn offers serene surroundings while keeping downtown Winchester within reach for city exploration. Experience Winchester in style with a hotel that knows how to deliver on every promise—book today!

  Call (855) 233-7850 to book with an agent.
  14.0 miles from Winchester, CT 06098

Starting at

$247.99

per night

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The Old Inn on the Green

134 Hartsville NE Marlborough Rd Great Barrington, MA

Unwind in the upscale ambiance of The Old Inn on the Green as you travel to Winchester, where premium rooms create a serene retreat, with rates starting at $265.00. Stay in rooms designed for the elite, offering a blend of modern luxury and timeless elegance for a truly opulent experience.

With a scenic drive into downtown Winchester, guests at The Old Inn on the Green can balance city exploration with the peaceful surroundings of their stay. Experience a Winchester retreat that pairs elegance with exceptional service—reserve now!

  Call (855) 235-0725 to book with an agent.
  15.3 miles from Winchester, CT 06098

Starting at

$265.00

per night

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Simsbury Inn

397 Hopmeadow Street Weatogue, CT

Embrace comfort and charm at Simsbury Inn near Winchester, where relaxing accommodations create a warm ambiance, with rates starting at an accessible $199.99. Find relaxation and luxury in rooms that offer a wealth of amenities, designed to provide a superior level of comfort.

Guests at Simsbury Inn will appreciate the calm environment, while the energy of downtown Winchester remains easily accessible. Make your Winchester escape unforgettable with a hotel that knows how to pamper guests—secure now!

  Call (855) 239-5277 to book with an agent.
  15.6 miles from Winchester, CT 06098

Starting at

$199.99

per night

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Hitching Post Country Motel

45 Kent Rd. S Cornwall Bridge, CT

Guests visiting Winchester will find heartwarming comfort at Hitching Post Country Motel, where budget-friendly rooms start at $130.00, creating a warm and inviting space perfect for relaxation. Stay in rooms that are equipped with necessary amenities for a comfortable stay, ensuring cleanliness and convenience.

Unwind at Hitching Post Country Motel, where quiet surroundings offer a restful stay and downtown Winchester remains conveniently accessible. Find comfort and convenience in Winchester at a rate that fits your budget—book now!

  Call (855) 233-0132 to book with an agent.
  15.7 miles from Winchester, CT 06098

Starting at

$130.00

per night

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Residence Inn by Marriott Hartford Avon

55 Simsbury Rd Avon, CT

Choose Residence Inn by Marriott Hartford Avon for a relaxing stay near Winchester, where inviting rooms provide comfort and quality, with budget-friendly rates starting at $199.99. Explore the unique comforts of Residence Inn by Marriott, ideal for extended stays with spacious suites and home-like amenities.

Escape the hustle of downtown Winchester at Residence Inn by Marriott Hartford Avon, where guests can enjoy peaceful surroundings and easy city access. Enjoy added value and comfort during your Winchester travels—secure your hotel room now!

  Call (855) 239-4019 to book with an agent.
  15.8 miles from Winchester, CT 06098

Starting at

$199.99

per night

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Avon Old Farms Hotel

279 Avon Mountain Rd Avon, CT

With a blend of comfort and elegance, Avon Old Farms Hotel near Winchester provides harmonious rooms for a peaceful stay, with nightly rates beginning at just $139.00. Experience a refined stay in rooms that blend luxury with functionality, offering amenities designed for ultimate comfort.

For a more peaceful stay, Avon Old Farms Hotel offers a calm atmosphere, with downtown Winchester just a convenient drive away. Enjoy your Winchester adventure with accommodations that turn each moment into a pleasure—lock in today!

  Call (855) 236-8982 to book with an agent.
  16.7 miles from Winchester, CT 06098

Starting at

$139.00

per night

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PLYMOUTH MOTOR LODGE

325 Main St Terryville, CT

At PLYMOUTH MOTOR LODGE, guests bound for Winchester can enjoy inviting accommodations with rates starting at $89.99, creating a warm and welcoming environment. Find a balance of comfort and value in rooms that provide a straightforward, clean, and comfortable environment.

At PLYMOUTH MOTOR LODGE, guests can enjoy the quiet atmosphere while keeping downtown Winchester within easy reach for a day of sightseeing. Enjoy the perfect Winchester retreat with cost-effective lodging that doesn’t skimp on quality—lock in today!

  Call (855) 236-8982 to book with an agent.
  17.3 miles from Winchester, CT 06098

Starting at

$89.99

per night

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Interlaken Inn & Resort

74 Interlaken Road Lakeville, CT

Those exploring Winchester will appreciate the inviting ambiance of Interlaken Inn & Resort, where refined rooms provide relaxation, with budget-friendly rates from $213.99. Enjoy the finer aspects of comfort in rooms that provide a host of luxurious amenities designed to make your stay unforgettable.

For travelers wanting to escape the hustle of downtown Winchester, Interlaken Inn & Resort offers peaceful surroundings with convenient access to the city. Discover how refined Winchester can be with a hotel that treats you to the best—secure now!

  Call (855) 235-0725 to book with an agent.
  17.8 miles from Winchester, CT 06098

Starting at

$213.99

per night

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The Farmington Inn & Suites

827 Farmington Ave Farmington, CT

Unwind in the gentle ambiance of The Farmington Inn & Suites near Winchester, where inviting rooms provide quality and value, with nightly rates starting at $129.00. Relax in accommodations that offer a higher level of comfort and amenities, perfect for a relaxing and memorable stay.

Guests at The Farmington Inn & Suites can experience a restful escape, with the convenience of downtown Winchester still within easy reach by car. Make your Winchester travels relaxing and budget-smart with well-rounded lodging—reserve now!

  Call (855) 234-5074 to book with an agent.
  19.6 miles from Winchester, CT 06098

Starting at

$129.00

per night

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Hampton Inn & Suites Hartford / Farmington

301 Colt Hwy Farmington, CT

With budget-conscious rooms beginning at $160.99, Hampton Inn & Suites Hartford / Farmington is a practical choice for travelers to Winchester, providing a warm and inviting space ideal for rest. Relax with the tranquility of soundproofing in Hampton’s guest rooms, providing a quiet haven from the hustle and bustle of travel.

Rest in comfort at Hampton Inn & Suites Hartford / Farmington, a quiet haven nestled conveniently near Winchester for easy day trips and adventures. Step into Winchester comfort with a hotel that prioritizes both convenience and savings—book today!

  Call (855) 239-5277 to book with an agent.
  20.9 miles from Winchester, CT 06098

Starting at

$160.99

per night

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Home2 Suites by Hilton Bristol

90 CENTURY DRIVE Bristol, CT

Unwind at Home2 Suites by Hilton Bristol on your visit to Winchester, where comfortable accommodations offer warmth and relaxation, with room rates starting at an affordable $228.99. Enjoy a range of free in-house movie and cable options, perfect for relaxing evenings or rainy days.

At Home2 Suites by Hilton Bristol, you can enjoy the best of both worlds—peaceful accommodations with convenient access to Winchester. Settle into Winchester with a hotel that delivers quality and savings in every way—secure now!

  Call (855) 235-6136 to book with an agent.
  20.9 miles from Winchester, CT 06098

Starting at

$228.99

per night

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DoubleTree by Hilton Hotel Bristol Connecticut

42 Century Dr Bristol, CT

Enjoy refined relaxation at DoubleTree by Hilton Hotel Bristol Connecticut near Winchester, where premier accommodations offer an elegant respite, with nightly rates starting from just $253.99. Indulge in the exclusivity of DoubleTree by Hilton's private dining experiences, perfect for romantic dinners or special celebrations.

Relax in comfort at DoubleTree by Hilton Hotel Bristol Connecticut, a perfect spot for unwinding while Winchester remains within easy reach. Find out how Winchester can be truly exceptional with accommodations that cater to your desires—reserve now!

  Call (855) 233-7850 to book with an agent.
  21.0 miles from Winchester, CT 06098

Starting at

$253.99

per night

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Sheraton Hartford Hotel at Bradley Airport

1 Bradley International Airport Windsor Locks, CT

Designed for comfort, Sheraton Hartford Hotel at Bradley Airport near Winchester provides a welcoming ambiance, with inviting rooms available from just $309.99 per night. Experience the convenience of Sheraton’s smart rooms, equipped with the latest technology for a seamless stay.

Unwind in the peaceful surroundings of Sheraton Hartford Hotel at Bradley Airport, where you can relax in comfort and still explore Winchester at your leisure. Step into a world of refined comfort in Winchester with a hotel that leaves nothing to chance—secure now!

  Call (855) 233-7850 to book with an agent.
  21.4 miles from Winchester, CT 06098

Starting at

$309.99

per night

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Extended Stay America Suites Hartford Farmington

1 Batterson Park Rd Farmington, CT

With rates from $129.99, Extended Stay America Suites Hartford Farmington is a convenient option for travelers visiting Winchester, providing restful accommodations in a welcoming environment. Relax outdoors at Extended Stay America’s picnic and barbecue areas, perfect for a casual meal or relaxing evening.

Discover your ideal getaway at Extended Stay America Suites Hartford Farmington, where peaceful accommodations are paired with proximity to Winchester's top sights. Stay comfortably and affordably in Winchester with amenities designed for your needs—secure now!

  Call (855) 235-6136 to book with an agent.
  21.6 miles from Winchester, CT 06098

Starting at

$129.99

per night

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Delamar West Hartford

1 Memorial Road West Hartford, CT

With secure accommodations, Delamar West Hartford near Winchester provides a refined experience, where quality rooms create relaxation, with rates starting at $376.99. Relax in accommodations that provide an elevated level of luxury, featuring bespoke furnishings and comprehensive amenities.

Escape to Delamar West Hartford for a refreshing stay, where peaceful surroundings are paired with the convenience of Winchester's top spots. Step into a world of refined comfort in Winchester with a hotel that leaves nothing to chance—secure now!

  Call (855) 233-7850 to book with an agent.
  21.8 miles from Winchester, CT 06098

Starting at

$376.99

per night

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Homewood Suites by Hilton Windsor Locks Hartford

65 Ella Grasso Turnpike Windsor Locks, CT

Relax at Homewood Suites by Hilton Windsor Locks Hartford as you explore Winchester, where quiet accommodations provide warmth and relaxation, with inviting nightly rates starting at $139.99. Enjoy seasonal activities at Homewood Suites, from summer pool parties to winter holiday events, enhancing your stay year-round.

Stay at Homewood Suites by Hilton Windsor Locks Hartford to enjoy spacious comfort in a calm setting, with Winchester always close enough for a day of adventure. Enjoy your Winchester adventure with a hotel that provides exceptional comfort and service—lock in today!

  Call (855) 239-4019 to book with an agent.
  21.9 miles from Winchester, CT 06098

Starting at

$139.99

per night

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DoubleTree by Hilton Hartford Bradley Airport

16 Ella T. Grasso Turnpike Windsor Locks, CT

Experience a refined escape at DoubleTree by Hilton Hartford Bradley Airport near Winchester, where inviting accommodations meet sophistication, with nightly rates starting from $164.99. Savor the morning at DoubleTree by Hilton's breakfast buffet, featuring an array of options to suit every palate and dietary need.

Discover the quiet charm of DoubleTree by Hilton Hartford Bradley Airport, a relaxing retreat that’s never too far from the bustling streets of Winchester. Relax and rejuvenate in Winchester with accommodations that make every detail feel important—secure now!

  Call (855) 233-0132 to book with an agent.
  22.0 miles from Winchester, CT 06098

Starting at

$164.99

per night

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Fairfield Inn & Suites by Marriott Plainville

400 NE Britain Ave Plainville, CT

Guests bound for Winchester can relax at Fairfield Inn & Suites by Marriott Plainville, where inviting rooms start at $199.99, creating a warm and welcoming environment ideal for unwinding. Stay refreshed with Fairfield's tea and coffee making facilities available in each room, perfect for a morning or evening beverage.

Perfect for quiet nights and adventurous days, Fairfield Inn & Suites by Marriott Plainville is your gateway to relaxation and Winchester's lively streets. Make your Winchester journey relaxing and budget-smart with well-appointed lodging—secure today!

  Call (855) 234-7135 to book with an agent.
  22.0 miles from Winchester, CT 06098

Starting at

$199.99

per night

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Hampton Inn Hartford / Airport

2168 Poquonock Ave Windsor, CT

With rates starting at $150.99, Hampton Inn Hartford / Airport is ideal for guests bound for Winchester, providing calm accommodations in a warm, inviting setting. Enjoy a unique stay at Hampton’s boutique properties, which offer a more personalized and intimate hotel experience.

At Hampton Inn Hartford / Airport, spacious rooms and a serene setting create the perfect escape, just a short drive from Winchester. Stay comfortably and affordably in Winchester with accommodations that deliver—book now!

  Call (855) 235-0725 to book with an agent.
  22.0 miles from Winchester, CT 06098

Starting at

$150.99

per night

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Bradley Inn

5 Ella Grasso Turnpike Windsor Locks, CT

For an affordable stay, Bradley Inn offers mellifluous accommodations with rooms beginning at $71.00, creating a welcoming, comfortable space ideal for relaxation near Winchester. Enjoy a stay that focuses on providing the essentials, with rooms that are equipped for comfort and practicality.

Guests seeking a peaceful stay will love Bradley Inn, situated conveniently for easy access to Winchester's attractions. Enjoy enhanced comfort and savings on your Winchester visit—lock in today!

  Call (855) 239-4019 to book with an agent.
  22.1 miles from Winchester, CT 06098

Starting at

$71.00

per night

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La Quinta Inn & Suites by Wyndham Hartford Bradley Airport

64 Ella Grasso Turnpike Windsor Locks, CT

Guests visiting Winchester will find gentle comfort at La Quinta Inn & Suites by Wyndham Hartford Bradley Airport, with inviting rooms starting at $121.99, creating a welcoming atmosphere ideal for rest. Appreciate La Quinta's pet-friendly policy, welcoming your furry friends to join in on the travel fun without extra hassle.

Step into comfort at La Quinta Inn & Suites by Wyndham Hartford Bradley Airport, where guests can relax and still reach the cultural and entertainment hotspots of Winchester. Enjoy a worry-free Winchester adventure with budget-conscious, well-equipped lodging—book today!

  Call (855) 233-0132 to book with an agent.
  22.1 miles from Winchester, CT 06098

Starting at

$121.99

per night

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