Top Hotels in Winchester

Find the Top Hotels in Winchester – 20+ Quality Options from Leading Providers

Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
View map
1-23 out of 23 hotels
1Filter & Sort
View map
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
MapView on map3.1 mi from City Center
From   US$ 149 /nightSelect
  • Heated indoor pool year-round
  • Diverse gluten-free breakfast options
  • Spacious family-friendly layouts
MapView on map4.8 mi from City Center
From   US$ 85 /nightSelect
  • Indoor pool with great cleanliness
  • Diverse breakfast options with local favorites
  • Pet-friendly accommodations welcoming travelers
  • Indoor Pool
  • Fitness Center
  • Event Space
1.9 mi from City Center1100 yd from Apple Blossom Mall
From   US$ 107 /nightSelect
  • Indoor pool with year-round access
  • Peloton bikes in fitness center
  • 680 sq ft event space for meetings
  • Business Centre
  • Fitness Centre
  • Golf Course
5.0 mi from City Center
From   US$ 134 /nightSelect
  • 24-hour fitness centre available
  • Business center for guest use
  • Golf course nearby for activities
  • Air conditioning
  • Desk area
  • Free parking
2.5 mi from City Center
From   US$ 104 /nightSelect
  • Pets allowed for added convenience
  • Free parking enhances stay experience
  • Non-smoking rooms for healthier stay
  • Indoor Pool
  • Fitness Center
  • Bagel Bar
1.4 mi from City Center600 yd from Abram's Delight
From   US$ 106 /nightSelect
  • Indoor heated pool for family fun
  • Wide variety of nearby dining options
  • Pet-friendly policy with minimal odors
  • Indoor Pool
  • Full-Service Spa
  • Business Center
100 yd from City Center100 yd from Winchester Beauty School
From   US$ 109 /nightSelect
  • Heated indoor saltwater pool
  • Full-service spa and wellness center
  • Historic building with modern comforts
  • Indoor pool
  • Fitness center
  • Business center
2.0 mi from City Center700 yd from Apple Blossom Mall
From   US$ 113 /nightSelect
  • Complimentary snacks on certain nights
  • Friendly and accommodating staff during emergencies
  • Wide variety of breakfast options available
  • Indoor Pool
  • Fitness Center
  • Meeting Room
1.9 mi from City Center
From   US$ 146 /nightSelect
  • Heated indoor saltwater pool
  • Free hot breakfast every morning
  • Renovated fitness center with new equipment
  • Fitness centre
  • Bicycle rental
  • Business centre
1.7 mi from City Center1200 yd from Jammin Gym
From   US$ 117 /nightSelect
  • Bicycle rental for local exploration
  • Fitness centre for health enthusiasts
  • Kitchenette options in select rooms
  • Fitness Center
  • Indoor Pool
  • Business Center
2.0 mi from City Center1.2 mi from Glen Burnie Historic House and Gardens
From   US$ 107 /nightSelect
  • Proximity to Winchester Medical Center
  • Diverse menu at The Bistro
  • Spacious lobby with cozy fireplace
  • Business center
  • Outdoor barbecue
  • Fitness center
2.0 mi from City Center1400 yd from Apple Blossom Mall
From   US$ 108 /nightSelect
  • Fully-equipped kitchens in each suite
  • Pets allowed for a fee
  • 24-hour fitness center access
  • Indoor Pool
  • Fitness Center
  • EV Charging
2.6 mi from City Center
From   US$ 129 /nightSelect
  • Free EV charging for electric vehicles
  • Complimentary breakfast options available
  • Modern fitness center for guest use
  • Indoor pool
  • Business center
  • Fitness center
1.4 mi from City Center700 yd from Apple Blossom Mall
From   US$ 133 /nightSelect
  • High-quality dining experiences with personalized service
  • Executive Chef Marvin enhances dining quality
  • Responsive staff for large group events
Bed & Breakfast
  • Game Room
  • Outdoor Dining
  • Covered Porch
14.2 mi from City Center
From   US$ 291 /nightSelect
  • Historic family-owned bicentennial farm
  • King-size beds with claw-foot tubs
  • Scenic hiking and canoeing activities
  • Indoor Pool
  • Fitness Center
  • Pets Allowed
From   US$ 131 /nightSelect
  • Heated indoor pool year-round
  • Free breakfast and parking options
  • Fitness center for all-day access
  • Cable TV
  • Snack bar
  • Wheelchair access
3.1 mi from City Center
From   US$ 68 /nightSelect
  • Pet-friendly accommodations available
  • 24-hour front desk service
  • Air conditioning in rooms
  • Indoor Pool
  • Fitness Center
  • Business Center
2.0 mi from City Center900 yd from Apple Blossom Mall
From   US$ 80 /nightSelect
  • Engaging breakfast service from Stacy
  • Warm indoor pool for families
  • 12 PM checkout for added flexibility
  • Indoor Pool
  • Fitness Center
  • On-site Restaurant
2.1 mi from City Center900 yd from Apple Blossom Mall
From   US$ 94 /nightSelect
  • Over 2,000 square feet meeting space
  • Indoor heated pool for relaxation
  • On-site restaurant with personalized dining
5.4
Guest rating1 review
  • Outdoor pool
  • Business center
  • Guest laundry
1.7 mi from City Center600 yd from Apple Blossom Mall
From   US$ 61 /nightSelect
  • Seasonal outdoor pool for relaxation
  • Business center for work needs
  • Pet-friendly accommodations available
  • On-site Spa
  • Pet-Friendly
  • Indoor Pool
1.5 mi from City Center400 yd from Apple Blossom Mall
From   US$ 61 /nightSelect
  • On-site spa for relaxation and wellness
  • Pet-friendly accommodations available
  • Indoor swimming pool for leisure activities
  • Outdoor Pool
  • Fitness Center
  • Business Center
1.4 mi from City Center500 yd from Apple Blossom Mall
From   US$ 130 /nightSelect
  • Diverse and generous breakfast options
  • Exceptional service from friendly staff
  • Well-maintained fitness center
  • Outdoor pool
  • Fitness center
  • Sun terrace
1.2 mi from City Center300 yd from Jammin Gym
From   US$ 118 /nightSelect
  • Complimentary gourmet breakfast options
  • Jacuzzi suites for romantic getaways
  • Handy local restaurant recommendations