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Top hotels and accommodation in Winchester

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1010)
"Great stay for a great price!"
The price is NZ$179
includes taxes & fees
27 July - 28 July
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1014)
"Perfect stay for our family while on the road"
The price is NZ$174
includes taxes & fees
27 July - 28 July
Comfort Inn & Suites Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1015)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is NZ$131
includes taxes & fees
31 July - 1 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Great place , great front desk staff, super clean & very quiet"
The price is NZ$151
includes taxes & fees
31 July - 1 Aug
Quality Inn Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (741)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is NZ$174
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Winchester

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great stay!"
The price is NZ$202
includes taxes & fees
14 Aug - 15 Aug
Hampton Inn Front Royal

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1005)
"I was able to check in early without issue which was very much appreciated given the hot humid weather! Friendly staff through out the visit."
The price is NZ$182
includes taxes & fees
27 July - 28 July
Clarion Inn Harpers Ferry - Charles Town

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1004)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is NZ$116
includes taxes & fees
27 July - 28 July
Super 8 by Wyndham Front Royal

Quality Inn Shepherdstown

2.5 star property
7.6 out of 10, Good, (150)
"Clean basic hotel room at a good price. Front desk staff friendly."
The price is NZ$180
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Shepherdstown

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (1012)
"Great staff, good rates, breakfast included!"
The price is NZ$164
includes taxes & fees
17 Aug - 18 Aug
Quality Inn

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2090)
"Clean room, comfortable bed and friendly staff."
The price is NZ$187
includes taxes & fees
27 July - 28 July
La Quinta Inn & Suites by Wyndham Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (662)
"Great clean and modern rooms and nice service, would recommend to anyone looking for a stay in the area."
The price is NZ$201
includes taxes & fees
27 July - 28 July
SpringHill Suites by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1318)
"Clean comfortable room, friendly staff. "
The price is NZ$149
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Clean, comfortable, quiet, safe, but complimentary breakfast was lackluster."
The price is NZ$176
includes taxes & fees
24 Aug - 25 Aug
Spark by Hilton Winchester

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (685)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is NZ$170
includes taxes & fees
13 Aug - 14 Aug
TRU By Hilton Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (759)
"Always great!"
The price is NZ$167
includes taxes & fees
27 July - 28 July
Holiday Inn Express Winchester South-Stephens City by IHG

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (845)
"Great location, great amenities "
The price is NZ$193
includes taxes & fees
31 July - 1 Aug
Courtyard by Marriott Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (446)
"Staff was amazing! "
The price is NZ$193
includes taxes & fees
26 July - 27 July
TownePlace Suites by Marriott Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1020)
"Staff was super nice when checking in!"
The price is NZ$165
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1097)
"Hotel was right off highway, very inexpensive, unexpectedly provided light breakfast (waffles, cereal, toast, coffee, juice). Would stay there again."
The price is NZ$124
includes taxes & fees
27 July - 28 July
Travelodge by Wyndham Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our guide on where to stay in Winchester

Find the best Winchester areas for the activities you enjoy most.
Old Town Winchester map

Old Town Winchester

2 out of top 10 points of interest in this area

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Winchester Historic District map

Winchester Historic District

1 out of top 10 points of interest in this area

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Stay near top Winchester attractions

Shenandoah University

Shenandoah University

Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.

Patsy Cline Historic House

Patsy Cline Historic House

You can find out about the history of Winchester with a stop at Patsy Cline Historic House. While in this walkable area, you can savour the top-notch restaurants.

Bright Box Theater

Bright Box Theater

Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.

Winchester and related destinations

Come to Winchester and enjoy its history, dining and entertainment.

Best guest reviews of Winchester

Top Winchester Hotel Reviews

Frequently asked questions

Where is the best place to stay in Winchester?

Comfort Inn & Suites is a favourite property for Expedia customers. This hotel offers free breakfast and free parking. Other top choices based on reviews include SpringHill Suites by Marriott Winchester and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This holiday home rental outside of Winchester is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's the best budget-friendly accommodation in Winchester?

Based on reviews, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free buffet breakfast and free Wi-Fi. Other options to stay on the cheap include Travelodge by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester. View all budget hotels in Winchester.

What's the best family accommodation in Winchester?

Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Country Inn & Suites by Radisson, Winchester, VA and Quality Inn. Also, attractions such as Shenandoah Valley Discovery Museum and Nalls Farm Market are fun for children of all ages. Find more child-friendly accommodations in Winchester.

What's the best hotel for a couple visiting Winchester?

Secret Gardens Carriage House is a favourite guest house for couples, and features a garden and laundry facilities. Another good option for a stay with your sweetheart is Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. See all romantic hotels in Winchester.

What's the best LGBTQ-friendly place to stay in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Holiday Inn Winchester Se-Historic Gateway by IHG and Fairfield Inn & Suites by Marriott Winchester are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best dog-friendly accommodation option in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good choices for you and your pet include Comfort Inn & Suites and Country Inn & Suites by Radisson, Winchester, VA. See more pet-friendly hotel accommodations in Winchester.

What's the best luxury hotel in Winchester?

Celebration Retreat is a 5-star holiday home with spa services and in-room kitchens, and it's a popular choice for Expedia travellers looking for an elegant place to stay.

What's the best boutique-style hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a favourite 3.5-star hotel with our travellers looking for stylish accommodation, and features 90 guestrooms, 2 restaurants and a bar. If you'd prefer to stay at a boutique hotel, also consider La Quinta Inn & Suites by Wyndham Winchester.

What's the best hotel for a golf holiday in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a hotel featuring free breakfast and free WiFi, and it's a top choice for golfing nearby. Other good options to stay near a golf course include Fairfield Inn & Suites by Marriott Winchester and Quality Inn. You can tee off at Rock Harbor Golf Course during your trip. See more golf hotels in Winchester.

What's the best accommodation in Winchester to learn about local history?

Based on our travel expertise, Secret Gardens Carriage House is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. If you're interested in local history, another choice for your stay is Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. Also, notable landmarks to visit include Patsy Cline Historic House, Stonewall Jackson's Headquarters and The Kernstown Battlefield. See more options for historical stays in Winchester.

What are some hotels with pools in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free buffet breakfast and free WiFi. Other choices that offer an on-site pool include TownePlace Suites by Marriott Winchester and Microtel Inn & Suites by Wyndham Winchester. View all hotels with pools in Winchester.

What is the best spa hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a top spa hotel featuring a 24-hour fitness centre, a bar and an indoor pool. Spend an afternoon at the spa where you’ll find massage treatments. In-room massages are also available. See all spa hotels in Winchester.

How is it to stay in Winchester?

Families will find child-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and urban, this city attracts tourists with its theatres and entertainment. In Winchester, there are 73 hotels and other accommodation options to choose from. Find out more about Winchester.

What is there to see in Winchester?

Cultural venues include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. Families come for attractions such as Shenandoah Valley Discovery Museum, Nalls Farm Market and Rocking S Ranch. Notable for its historic sites, landmarks like Patsy Cline Historic House, Mt Hebron Cemetery and Stonewall Jackson's Headquarters are not to be missed. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.