Winchester hotels

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Sun 6/11

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Good to know

Low season

January

High season

September

Average price (weeknight)

$122

Average price (weekend night)

$155
Cheapest month to stay with an average 15% drop in price.
Most expensive month to stay with an average 14% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Best Winchester hotels

Most recommended Winchester hotels

Show all
Fairfield Inn & Suites by Marriott Winchester - Winchester - Lobby
Parking
Free Wi-Fi
Pool
La Quinta Inn & Suites by Wyndham Winchester - Winchester - Building
Parking
Free Wi-Fi
Pool
Pet friendly
Comfort Inn & Suites
8.9 Very good
$126+
$126+
Parking
Free Wi-Fi
Pet friendly
$175+
Parking
Free Wi-Fi
Pool
Pet friendly
$110+
Parking
Free Wi-Fi
Pool
Pet friendly
Quality Inn
8.6 Very good
$108+
$108+
Parking
Free Wi-Fi
Pool
Pet friendly
Tru by Hilton Winchester
8.5 Very good
$123+
$123+
Parking
Free Wi-Fi
Pool
Pet friendly

Top Winchester hotels with parking

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How much is a Winchester hotel?

Here are our most popular & best value hotels

2 stars and below

3 stars

When to book a hotel in Winchester

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Winchester hotel deals

  • If you’re looking for a cheap hotel in Winchester, you should consider visiting during the low season. You'll find cheaper hotels in Winchester in January and December.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Winchester if you stay on a Tuesday. The opposite is true for, Thursday, which is usually the most expensive day.
  • Book at least 1 day before your stay begins to get the best price for your Winchester hotel.
  • The cheapest 3-star hotel room in Winchester found on KAYAK in the last 2 weeks was $42, while the most expensive was $233.
  • How long should you stay? KAYAK users usually book their hotel in Winchester for 2 days.
  • The George Washington - A Wyndham Grand Hotel is one of the best hotels in Winchester for family travelers in the city. The hotel has interconnected rooms which allow you to watch the children and special diet menus on request. You will also benefit from the laundry services and a playground for the kids.
  • Travelers prone to experiencing allergies can make their reservations at Holiday Inn Winchester Se-Historic Gateway. Located about 2.1 miles from the city center, the hotel offers allergy-free rooms, non-feather pillows, and designated smoking areas for guests.
  • If you plan on visiting the Winchester Little Theatre, you should make a reservation at the Quality Inn Hotel. Located about 2.5 miles from the city center, the hotel offers guests access to the theater about 2.7 miles away. You can also visit the Handley Regional Library and the Patsy Cline Historic House.
  • If you travel with your pet to Winchester, you can book a room at the Tru by Hilton Winchester Hotel. The hotel allows two pets with a maximum weight of 75 lbs. You will, however, be charged an additional fee for each pet.
  • If you are a working mother traveling with a young baby, the TownePlace Suites by Marriott Winchester Hotel is best suited for you. The hotel offers cribs for the baby and babysitting or childcare services. The hotel also offers room service and complimentary breakfast.
  • Those visiting Winchester to spend some time outdoors will love lodging near Jim Barnett Park or Shawnee Springs Preserve. Hilton Garden Inn Winchester conveniently lies less than a mile from Shawnee Springs Preserve and 0.9 miles from Jim Barnett Park. The hotel offers suites with upscale décor, pull-out sofas, and custom-designed beds alongside an indoor pool and a gym.
  • Visitors that wish to hit the golf range while visiting Winchester can book accommodation near public golf courses. TownePlace Suites by Marriott Winchester offers convenient stays 1.7 miles from Winchester Country club and 4.1 miles from Rock Harbor Golf Course. It offers relaxed suites with pull-out sofas and separate living rooms alongside a seasonal outdoor pool and a gym.
  • If you are visiting Winchester for business purposes, consider booking accommodation near the city's business centers. Holiday Inn Express & Suites Winchester lies 1.1 miles from Westside Professional Center and 2.8 miles from Plaza Executive Center. The hotel offers contemporary suites with pull-out sofas alongside an indoor pool and a fitness center.
  • Bird-watching enthusiasts will love staying near Abrams Creek wetlands Preserve. Travelodge Winchester lies less than 2 miles from the area offering furnished suites. Motel 6 Winchester offers rooms with wood floors and granite countertops 1.9 miles from the creek.
  • Visitors that wish to stay in parts of the city with more character can get accommodation near Old Town Winchester. The George Washington A. Wyndham Grand hotel lies 1.3 miles from the Museum of Shenandoah Valley, offering suites with fireplaces and Whirlpool tubs alongside an indoor pool and a spa. Tru by Hilton Winchester lies 3 miles from Old Town Winchester and 5 miles from the Museum of Shenandoah Valley offers a gym and a heated indoor pool.

FAQs when booking a hotel in Winchester

Where to stay in Winchester?

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