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Winchester hotels

Recommended by KAYAK
Booking Insights

Best Winchester hotels

Discover the best hotels in Winchester and compare prices, ratings, and locations to find the right stay for your trip.
These are the best prices for 7-8 Oct.
Spark by Hilton Winchester - Winchester - Lobby
Spark by Hilton Winchester - Winchester - Lobby
Spark by Hilton Winchester
Winchester, VA, United States
8.8Very Good(529)
Parking
Free Wi-Fi
Pool
Pet-friendly
£88+
Check availability
Country Inn & Suites by Radisson, Winchester, VA - Winchester - Lobby
Country Inn & Suites by Radisson, Winchester, VA - Winchester - Lobby
Country Inn & Suites by Radisson, Winchester, VA
Winchester, VA, United States
8.4Very Good(2136)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£86+
Check availability
Travelodge by Wyndham Winchester - Winchester - Lobby
Travelodge by Wyndham Winchester - Winchester - Lobby
Travelodge by Wyndham Winchester
Winchester, VA, United States
7.7Good(2205)
Parking
Pet-friendly
Air conditioning
£63+
Check availability
La Quinta by Wyndham Winchester - Winchester - Building
La Quinta by Wyndham Winchester - Winchester - Building
La Quinta by Wyndham Winchester
Winchester, VA, United States
8.6Very Good(1970)
Parking
Free Wi-Fi
Pool
Pet-friendly
£99+
Check availability
The George Washington - A Wyndham Grand Hotel - Winchester - Lounge
The George Washington - A Wyndham Grand Hotel - Winchester - Lounge
The George Washington - A Wyndham Grand Hotel
Winchester, VA, United States
9.1Wonderful(1002)
Pool
Air conditioning
£163+
Check availability
Hampton Inn Winchester N/Conference Center - Winchester - Bedroom
Hampton Inn Winchester N/Conference Center - Winchester - Bedroom
Hampton Inn Winchester N/Conference Center
Winchester, VA, United States
9.3Wonderful(501)
Parking
Free Wi-Fi
Pool
Air conditioning
£99+
Check availability
Hampton Inn Winchester-University/Mall Area - Winchester - Pool
Hampton Inn Winchester-University/Mall Area - Winchester - Pool
Hampton Inn Winchester-University/Mall Area
Winchester, VA, United States
8.9Very Good(226)
Parking
Free Wi-Fi
Pool
Pet-friendly
£105+
Check availability
TownePlace Suites by Marriott Winchester - Winchester - Lounge
TownePlace Suites by Marriott Winchester - Winchester - Lounge
TownePlace Suites by Marriott Winchester
Winchester, VA, United States
9.2Wonderful(121)
Parking
Pool
Pet-friendly
Air conditioning
£98+
Check availability
Courtyard by Marriott Winchester Medical Center - Winchester - Lounge
Courtyard by Marriott Winchester Medical Center - Winchester - Lounge
Courtyard by Marriott Winchester Medical Center
Winchester, VA, United States
8.6Very Good(336)
Parking
Pool
Air conditioning
£90+
Check availability
Sleep Inn & Suites Winchester near University - Winchester - Front desk
Sleep Inn & Suites Winchester near University - Winchester - Front desk
Sleep Inn & Suites Winchester near University
Winchester, VA, United States
7.0Good(1290)
Parking
Free Wi-Fi
Pool
Air conditioning
£78+
Check availability

Cheap hotels in Winchester

These are the cheapest hotels for 7-8 Oct.
APM Inn & Suites - Winchester - Bedroom
APM Inn & Suites
Winchester, VA, United States
6.0Okay(259)
Parking
Free Wi-Fi
Pool
Pet-friendly
£51+
Check availability
Days Inn by Wyndham Winchester - Winchester - Bedroom
Days Inn by Wyndham Winchester
Winchester, VA, United States
6.0Okay(327)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£57+
Check availability
Red Roof Inn Winchester, Va - Winchester - Building
Red Roof Inn Winchester, Va
Winchester, VA, United States
6.1Okay(774)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£58+
Check availability
Microtel Inn & Suites by Wyndham Winchester - Winchester - Lounge
Microtel Inn & Suites by Wyndham Winchester
Winchester, VA, United States
8.6Very Good(759)
Parking
Free Wi-Fi
Pool
Pet-friendly
£82+
Check availability
Tru by Hilton Winchester - Winchester - Lounge
Tru by Hilton Winchester
Winchester, VA, United States
8.9Very Good(439)
Parking
Free Wi-Fi
Pool
Pet-friendly
£89+
Check availability
Home2 Suites by Hilton Winchester - Winchester - Pool
Home2 Suites by Hilton Winchester
Winchester, VA, United States
8.8Very Good(16)
Free Wi-Fi
Pool
Air conditioning
£94+
Check availability

Hotel deals for next week

Some of our guests’ favourite hotels with availability next week 7-8 Oct.
Holiday Inn Winchester Se-Historic Gateway By IHG - Winchester - Lounge
Holiday Inn Winchester Se-Historic Gateway By IHG
Winchester, VA, United States
8.9Very Good(874)
Parking
Free Wi-Fi
Pool
Pet-friendly
£93+
Check availability
Fairfield Inn & Suites by Marriott Winchester - Winchester - Lobby
Fairfield Inn & Suites by Marriott Winchester
Winchester, VA, United States
8.8Very Good(298)
Parking
Free Wi-Fi
Pool
Air conditioning
£92+
Check availability
Candlewood Suites Winchester By IHG - Winchester - Building
Candlewood Suites Winchester By IHG
Winchester, VA, United States
8.1Very Good(248)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£83+
Check availability
Motel 6 Winchester, VA - Winchester - Bathroom
Motel 6 Winchester, VA
Winchester, VA, United States
7.0Good(874)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£62+
Check availability
Hilton Garden Inn Winchester - Winchester - Pool
Hilton Garden Inn Winchester
Winchester, VA, United States
8.6Very Good(200)
Parking
Free Wi-Fi
Pool
Pet-friendly
£125+
Check availability
Super 8 by Wyndham Winchester VA - Winchester - Living room
Super 8 by Wyndham Winchester VA
Winchester, VA, United States
4.7Mediocre(620)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£57+
Check availability

Top-rated hotels

Stay at the hotels that our users loved the most 7-8 Oct.
Hampton Inn Winchester N/Conference Center - Winchester - Bedroom
Hampton Inn Winchester N/Conference Center
Winchester, VA, United States
9.3Wonderful(501)
Parking
Free Wi-Fi
Pool
Air conditioning
£99+
Check availability
SpringHill Suites by Marriott Winchester - Winchester - Bedroom
SpringHill Suites by Marriott Winchester
Winchester, VA, United States
9.2Wonderful(245)
Parking
Free Wi-Fi
Pool
Air conditioning
£118+
Check availability
TownePlace Suites by Marriott Winchester - Winchester - Lounge
TownePlace Suites by Marriott Winchester
Winchester, VA, United States
9.2Wonderful(121)
Parking
Pool
Pet-friendly
Air conditioning
£98+
Check availability
The George Washington - A Wyndham Grand Hotel - Winchester - Lounge
The George Washington - A Wyndham Grand Hotel
Winchester, VA, United States
9.1Wonderful(1002)
Pool
Air conditioning
£163+
Check availability
Comfort Inn & Suites Winchester - Winchester - Bedroom
Comfort Inn & Suites Winchester
Winchester, VA, United States
9.1Wonderful(586)
Free Wi-Fi
Pet-friendly
£95+
Check availability
Holiday Inn Express & Suites Winchester By IHG - Winchester - Bedroom
Holiday Inn Express & Suites Winchester By IHG
Winchester, VA, United States
9.0Wonderful(383)
Parking
Free Wi-Fi
Pool
Air conditioning
£113+
Check availability

Popular filters in Winchester hotels

Hotels with parking
Spark by Hilton Winchester, Travelodge by Wyndham Winchester and others
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Hotels with free cancellation
Explore hotel deals with free cancellation in the area
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Hotels with a pool
Spark by Hilton Winchester, Country Inn & Suites by Radisson, Winchester, VA, and 11 more
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Booking Insights

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 February, with average rates of £58/night. In comparison, October is the most expensive month, with prices at £96/night.

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

Tuesday offers the lowest rates in Winchester, with an average nightly price of £59/night. The highest prices are found on Wednesday, with average rates at £86/night.

How early should you book a accommodation in Winchester?

Book at least 90 days before your stay begins to get the best price for your Winchester accommodation.

Find deals

How much is a Winchester hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
October
£86
£104
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 18% 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 May and December.
  • 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 Monday. The opposite is true for, Thursday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their accommodation in Washington, D.C. for 2 days.
  • 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 Spark by Hilton Winchester, Travelodge by Wyndham Winchester and La Quinta by Wyndham Winchester.

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.

More options for your stay in Winchester

Complete your trip to Winchester

Car hire in Winchester
Holidays in Winchester