Winchester hotels

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Best Winchester hotels

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Most recommended Winchester hotels

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Fairfield Inn & Suites by Marriott Winchester - Winchester - Lobby
Fairfield Inn & Suites by Marriott Winchester
Winchester, VA, United States
8.8Very good(241)
Parking
Free Wi-Fi
Pool
C$ 161+
Check availability
Motel 6 Winchester - Winchester - Bedroom
Motel 6 Winchester
Winchester, VA, United States
7.5Good(805)
Free Wi-Fi
Pet friendly
C$ 102+
Check availability
La Quinta Inn & Suites by Wyndham Winchester - Winchester - Building
La Quinta Inn & Suites by Wyndham Winchester
Winchester, VA, United States
8.8Very good(1576)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 163+
Check availability
Courtyard by Marriott Winchester Medical Center - Winchester - Lounge
Courtyard by Marriott Winchester Medical Center
Winchester, VA, United States
8.3Very good(287)
Parking
Free Wi-Fi
Pool
C$ 166+
Check availability
Holiday Inn Winchester Se-Historic Gateway - Winchester - Lounge
Holiday Inn Winchester Se-Historic Gateway
Winchester, VA, United States
8.7Very good(801)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 156+
Check availability
TownePlace Suites by Marriott Winchester - Winchester - Lounge
TownePlace Suites by Marriott Winchester
Winchester, VA, United States
8.7Very good(114)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 165+
Check availability
Sleep Inn & Suites - Winchester - Front desk
Sleep Inn & Suites
Winchester, VA, United States
7.3Good(1141)
Parking
Free Wi-Fi
Pool
C$ 125+
Check availability
Holiday Inn Express & Suites Winchester - Winchester - Patio
Holiday Inn Express & Suites Winchester
Winchester, VA, United States
8.6Very good(342)
Parking
Free Wi-Fi
Pool
C$ 197+
Check availability
Hampton Inn Winchester-University/Mall Area - Winchester - Pool
Hampton Inn Winchester-University/Mall Area
Winchester, VA, United States
8.5Very good(194)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 197+
Check availability
Hilton Garden Inn Winchester - Winchester - Pool
Hilton Garden Inn Winchester
Winchester, VA, United States
8.7Very good(180)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 229+
Check availability
Spark by Hilton Winchester - Winchester - Lobby
Spark by Hilton Winchester
Winchester, VA, United States
8.7Very good(425)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 174+
Check availability
Super 8 by Wyndham Winchester VA - Winchester - Living room
Super 8 by Wyndham Winchester VA
Winchester, VA, United States
4.7Mediocre(571)
Parking
Free Wi-Fi
Pet friendly
C$ 97+
Check availability
The George Washington - A Wyndham Grand Hotel - Winchester - Lounge
The George Washington - A Wyndham Grand Hotel
Winchester, VA, United States
9.0Wonderful(864)
Free Wi-Fi
Pool
Spa
C$ 218+
Check availability
Country Inn & Suites by Radisson, Winchester, VA - Winchester - Building
Country Inn & Suites by Radisson, Winchester, VA
Winchester, VA, United States
8.2Very good(1886)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 176+
Check availability
Travelodge by Wyndham Winchester - Winchester - Pool
Travelodge by Wyndham Winchester
Winchester, VA, United States
7.8Good(1844)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 102+
Check availability
Candlewood Suites Winchester - Winchester - Building
Candlewood Suites Winchester
Winchester, VA, United States
8.7Very good(218)
Parking
Free Wi-Fi
Pet friendly
C$ 193+
Check availability

Popular filters in Winchester hotels

Hotels with parking
Fairfield Inn & Suites by Marriott Winchester, La Quinta Inn & Suites by Wyndham Winchester, and others
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KAYAK’s insights for hotels in Winchester

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Winchester with confidence.

Which month has the cheapest hotel rates in Winchester?

Hotels are cheapest in Winchester in April, with average rates of C$ 132. In comparison, May is the most expensive month, with prices at C$ 355.

What is the cheapest day of the week to book a hotel in Winchester?

Friday offers the lowest rates in Winchester, with an average nightly price of C$ 146. The highest prices are found on Wednesday, with average rates at C$ 219.

How early should you book a hotel in Winchester?

Book at least 38 days before your stay begins to get the best price for your Winchester hotel.
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How much is a Winchester hotel?

Here are our most popular & best value hotels

Good to know

Low season

January

High season

August

Average price (weeknight)

C$ 146

Average price (weekend night)

C$ 165
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 10% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Winchester hotel deals

  • If you’re looking for a cheap hotel in Washington, D.C., you should consider visiting during the low season. You'll find cheaper accommodations in Washington, D.C. in April and February.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Washington, D.C. if you stay on a Friday. The opposite is true for, Saturday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their accommodation in Washington, D.C. for 1 day.
  • 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

  • What are my options in scenic parts of Winchester?

    Regions of Winchester, known for having particularly stunning sceneries are near Winchester City Mill and Wolvesey Castle. Winchester Royal Hotel conveniently lies 0.4 miles from Wolvesey Castle and Winchester City Mill. The hotel offers suites with traditional décor and four-poster beds alongside free parking and a walled garden.

  • What are the best airport hotels in Winchester?

    Winchester Regional Airport serves the city. Sleep Inn & Suites lies 1.1 miles from the airport, offering suites with Whirlpool tubs, and pull-out sofas alongside a heated indoor pool. Super 8 by Wyndham Winchester lies 1.1 miles from the airport.

  • What are my options within walking distance of dining options?

    If you wish to avoid walking too far for dining options, consider getting accommodation near downtown, which hosts various local eateries. Candlewood Suites lies off I-81, offering casual suites alongside a fitness room near the city’s local eateries. SpringHill Suites by Marriott Winchester offers easy access to local restaurants, and it features an indoor pool and a gym.

  • What are the best options for families?

    Wingate by Wyndham Winchester and Quality Inn offer connecting rooms for visitors traveling with children. Country Inn & Suites by Radisson, Winchester offers activities for children with housekeeping services and extra cribs for toddlers.

  • How do I find a hotel in central Winchester?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Winchester districts. You can also do a search using the city map to choose a specific location, like Winchester city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Winchester hotels with free parking?

    There are many hotels in Winchester that offer both parking and free parking. Popular choices among KAYAK users include Fairfield Inn & Suites by Marriott Winchester, La Quinta Inn & Suites by Wyndham Winchester and Courtyard by Marriott Winchester Medical Center.

Where to stay in Winchester?

Our map will help you find the perfect place to stay in Winchester by showing you the exact location of each hotel.

Everything you need to know for your stay in Winchester

All hotels in Winchester

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