Winchester hotels

Search hundreds of travel sites at once for hotels in Winchester

Winchester, VA, United States
Oct 29 — Oct 302
Winchester, VA, United States
Fri 29/10
Sat 30/10

Good to know

Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 12% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Low season

June

High season

March

Average price (weeknight)

R1 400

Average price (weekend night)

R1 704

Best Winchester hotels

Most recommended Winchester hotels

Show all
Travelodge by Wyndham Winchester - Winchester - Pool
Parking
Free Wi-Fi
Pool
Pet-friendly
Country Inn & Suites by Radisson, Winchester, VA - Winchester - Bar
Parking
Free Wi-Fi
Pool
Pet-friendly
Courtyard by Marriott Winchester - Winchester - Patio
Courtyard by Marriott Winchester - Winchester - Patio
R109+
Parking
Free Wi-Fi
Pool
Air conditioning
Sleep Inn & Suites - Winchester - Front desk
Sleep Inn & Suites - Winchester - Front desk
Sleep Inn & Suites
8.1 Excellent
R90+
R90+
Parking
Free Wi-Fi
Pool
Air conditioning
Super 8 by Wyndham Winchester VA - Winchester - Living room
Super 8 by Wyndham Winchester VA - Winchester - Living room
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Motel 6 Winchester, VA - Winchester - Bedroom
Motel 6 Winchester, VA - Winchester - Bedroom
R92+
Free Wi-Fi
Pet-friendly
Air conditioning
Hilton Garden Inn Winchester - Winchester - Restaurant
Hilton Garden Inn Winchester - Winchester - Restaurant
R130+
Parking
Free Wi-Fi
Pool
Air conditioning
Wingate by Wyndham Winchester - Winchester - Bedroom
Wingate by Wyndham Winchester - Winchester - Bedroom
R108+
Parking
Free Wi-Fi
Pool
Pet-friendly
Red Roof Inn Winchester, Va - Winchester - Bedroom
Red Roof Inn Winchester, Va - Winchester - Bedroom
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Candlewood Suites Winchester - Winchester - Building
Candlewood Suites Winchester - Winchester - Building
R113+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Quality Inn - Winchester - Pool
Quality Inn - Winchester - Pool
Quality Inn
8.6 Excellent
R84+
R84+
Parking
Free Wi-Fi
Pool
Pet-friendly

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 perfect 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 accommodations in Winchester in June and January.
  • 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 Wednesday. The opposite is true for, Friday, which is usually the most expensive day.
  • Book at least 66 days before your stay begins to get the best price for your Winchester accommodation.
  • 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

  • Hotels are safe environments for travellers as long as they properly implement sanitary measures in response to coronavirus (COVID-19). However, we recommend getting in touch with the local authorities regarding safety procedures for hotels in Winchester. For more advice, please view our information page on what to know about coronavirus (COVID-19) and travel.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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

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

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.