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Top Hotels in Winchester - Book from 7 Winchester Hotels available at best prices starting from @ CAD 68. Avail best offers on Winchester Hotel booking, we provide wide range of Cheap to Luxury Hotels in Winchester. Get up to 20% Off* on hotel booking in Winchester with MakeMyTrip using coupon code : “SUPERSAVER” valid on 100,000+ Hotels. View More
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7 Properties in Winchester

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Hampton Inn Winchester-University/ Mall

 | 4.5 km drive to Winchester Airport, VA (WGO-Winchester Regional)
Swimming PoolSwimming Pool
GymGym
Free Cancellation
Breakfast Included
Excellent4.5

Based on 990 Ratings

Location4.7

Cleanliness4.6

Room4.5

Hospitality4.6

Value For Money4.5

(990 Ratings)

CAD 147

+ CAD 17 taxes & fees

Per Night

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APM Inn & Suites

Winchester | 7.6 km drive to Winchester Airport, VA (WGO-Winchester Regional)
Elevator/LiftElevator/Lift
Hurry! only last few rooms left at this price
Good3.2

Based on 274 Ratings

Cleanliness3.2

Room3

Hospitality3.6

(274 Ratings)

CAD 76

+ CAD 10 taxes & fees

Per Night

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The George Washington Hotel, A Wyndham Grand Hotel

Old Town | 6.6 km drive to Winchester Airport, VA (WGO-Winchester Regional)
SpaSpa
Swimming PoolSwimming Pool
GymGym
Excellent4.6

Based on 954 Ratings

Cleanliness4.7

Room4.6

Hospitality4.6

(954 Ratings)

CAD 178

+ CAD 24 taxes & fees

Per Night

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Hilton Garden Inn Winchester

 | 4.8 km drive to Winchester Airport, VA (WGO-Winchester Regional)
Swimming PoolSwimming Pool
GymGym
Hurry! only 1 room left at this price
Excellent4.4

Based on 456 Ratings

Location4.7

Cleanliness4.5

Room4.5

Hospitality4.5

Value For Money4.4

(456 Ratings)

CAD 141

+ CAD 17 taxes & fees

Per Night

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Spark by Hilton Winchester

Winchester | 4.7 km drive to Winchester Airport, VA (WGO-Winchester Regional)
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Excellent4.4

Based on 951 Ratings

Cleanliness4.5

Room4.4

Hospitality4.5

(951 Ratings)

CAD 127

+ CAD 15 taxes & fees

Per Night

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Motel 6 Winchester, VA

 | 5.5 km drive to Winchester Airport, VA (WGO-Winchester Regional)
Free Cancellation till 24 hrs before check in
Hurry! only last few rooms left at this price
Very Good4.0

Based on 978 Ratings

Cleanliness4.2

Room4

Hospitality4.3

(978 Ratings)

CAD 95

+ CAD 13 taxes & fees

Per Night

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ANS Inn & Suites

 | 4.9 km drive to Winchester Airport, VA (WGO-Winchester Regional)
Free Cancellation till 24 hrs before check in
Hurry! only 1 room left at this price
Very Good3.7

Based on 63 Ratings

Cleanliness3.8

Room3.6

Hospitality4

(63 Ratings)

CAD 94

+ CAD 13 taxes & fees

Per Night

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Red Roof Inn Winchester, VA

 | 1.9 km from Winchester
2.1 km drive to Winchester Airport, VA (WGO-Winchester Regional),
Free Cancellation till 24 hrs before check in
Very Good3.7

Based on 968 Ratings

Location4.3

Cleanliness3.6

Room3.5

Hospitality3.9

(968 Ratings)

CAD 112

CAD 100

+ CAD 9 taxes & fees

Per Night

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Country Inn & Suites by Radisson, Winchester, VA

Frederick | 5.7 km from Winchester
10.6 km drive to Winchester Airport, VA (WGO-Winchester Regional),
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.3

Based on 947 Ratings

Cleanliness4.3

Room4.2

Hospitality4.5

(947 Ratings)

CAD 136

+ CAD 12 taxes & fees

Per Night

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Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg | 24.1 km from Winchester
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Very Good4.0

Based on 963 Ratings

Cleanliness3.9

Room3.7

Hospitality4.1

(963 Ratings)

CAD 105

+ CAD 12 taxes & fees

Per Night

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Candlewood Suites Winchester, an IHG Hotel

 | 2.3 km from Winchester
4.1 km drive to Winchester Airport, VA (WGO-Winchester Regional),
GymGym
Free Cancellation
Excellent4.3

Based on 445 Ratings

Location4.4

Cleanliness4.4

Room4.3

Value For Money4.5

Hospitality4.4

(445 Ratings)

CAD 115

+ CAD 10 taxes & fees

Per Night

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Microtel Inn & Suites by Wyndham Winchester

Frederick | 5.9 km from Winchester
GymGym
Breakfast Included
Excellent4.5

Based on 1125 Ratings

Cleanliness4.7

Room4.6

Hospitality4.6

(1125 Ratings)

CAD 108

+ CAD 9 taxes & fees

Per Night

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Quality Inn Stephens City - Winchester South

Stephens City | 10.7 km from Winchester
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Very Good3.9

Based on 548 Ratings

Location4.4

Cleanliness4

Room3.8

Value For Money3.7

Hospitality4.2

(548 Ratings)

CAD 109

+ CAD 10 taxes & fees

Per Night

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Quality Inn Winchester

Frederick | 6.1 km from Winchester
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.5

Based on 955 Ratings

Location4

Cleanliness4.5

Room4.4

Hospitality4.7

(955 Ratings)

CAD 109

+ CAD 10 taxes & fees

Per Night

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SpringHill Suites by Marriott Winchester

 | 7.0 km from Winchester
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.7

Based on 543 Ratings

Cleanliness4.8

Room4.8

Hospitality4.7

(543 Ratings)

CAD 163

+ CAD 14 taxes & fees

Per Night

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TownePlace Suites by Marriott Winchester

Frederick | 4.1 km from Winchester
8.6 km drive to Winchester Airport, VA (WGO-Winchester Regional),
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.3

Based on 420 Ratings

Location4.5

Cleanliness4.5

Room4.4

Hospitality4.5

Value For Money4.6

(420 Ratings)

CAD 150

+ CAD 13 taxes & fees

Per Night

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Entire Villa

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Warren | 25.3 km from Winchester
Entire Villa
| 3 Bedrooms | Sleeps 8 guests
Entire Villa

Entire Villa

Entire Property

Get complete access to all bedrooms, bathrooms, living room, kitchen and more!

Please refer to Property Layout section on the Details page for access information for All spaces

Free Wi-FiFree Wi-Fi
Free Cancellation
Hurry! only 1 room left at this price

CAD 1,493

+ CAD 217 taxes & fees

Per Night

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L'Auberge Provencale Inn & Restaurant

 | 12.9 km from Winchester
SpaSpa
Swimming PoolSwimming Pool
Free Cancellation
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.7

Based on 162 Ratings

Hospitality4.8

Room4.7

Cleanliness4.8

(162 Ratings)

CAD 419

+ CAD 43 taxes & fees

Per Night

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Hampton Inn by Hilton Martinsburg South-Inwood

Inwood | 24.2 km from Winchester
6.7 km drive to Martinsburg Airport, WV (MRB-Eastern West Virginia Regional),
Swimming PoolSwimming Pool
GymGym
Free Cancellation
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.5

Based on 553 Ratings

Location4.6

Cleanliness4.7

Room4.6

Hospitality4.7

Value For Money4.3

(553 Ratings)

CAD 135

+ CAD 14 taxes & fees

Per Night

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Comfort Inn & Suites Winchester

Frederick | 6.0 km from Winchester
10.7 km drive to Winchester Airport, VA (WGO-Winchester Regional),
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.6

Based on 940 Ratings

Cleanliness4.8

Room4.7

Hospitality4.7

(940 Ratings)

CAD 145

+ CAD 13 taxes & fees

Per Night

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FAQs - Things to Know before Booking Hotel in Winchester

Q: ✅ I have booked a stay at a resort recently in Winchester for the coming month. Is there any way to get a free room upgrade?

A: Getting a free room upgrade in Winchester totally depends on the season and the hotel (property). It’s quite usual for MakeMyTrip users to get room upgrades for free, during the off-season in Winchester. You can also get an upgrade if a large number of rooms are vacant in the hotel or resort. Also, at the time of check-in, one can enquire about a room upgrade at the hotel reception.
Visit Here for room upgrade!!

Q: ✅ Suggest some popular hotels & properties in Winchester to enjoy holidays with family. What are the payment options available?

A: If you are planning a trip to Winchester with your family, there are a large number of hotels and resorts, available at decent prices. The hotels listed with MakeMyTrip offer a wide range of services to make your trip hassle-free, and you can make your booking before you reach the venue.
You can pick from these handpicked accommodations in Winchester on the basis of our user reviews
. Also, you can try delicious local cuisine, at food joints located nearby these hotels.
The different kind of payment options available if you book a hotel in Winchester with MakeMyTrip are: Pay@Hotel, No Cost EMI, Credit Card & Debit Card.

Q: ✅ What are the budget properties featuring all required facilities to stay in Winchester?

A: The best hotels are available near , Old Town, Winchester, , , &
Here’s a list of the top five budget accommodations rated by our customers, near these areas :

Q: ✅Which are the most reviewed hotels of Winchester?

A: These are most reviewed hotels in Winchester. You can book your stay after going through the reviews. Here is a list of top reviewed hotels in Winchester.

Q: ✅ What are the 5 best luxury hotels in Winchester offering excellent hospitality in 2025?

A: Here is a list of the top 5 best hotels offering excellent hospitality services in Winchester

Q: ✅ How to pick the best hotels & properties for Winchester accommodation?

A: You can pick properties on the basis of top reviews from our travellers, their location vis-a-vis famous landmarks, budget and availability of facilities

Top Rated/Reviewed Hotels Top 4 Star hotels Top Budget hotels for Stay
  1. The George Washington Hotel, A Wyndham Grand Hotel
  2. Hampton Inn Winchester-University/ Mall
  3. Hilton Garden Inn Winchester
  4. Spark by Hilton Winchester
  5. Motel 6 Winchester, VA


Q: What do we mean by ‘Book Now Pay Later’?

A: Reserve your hotel at AED 1 and pay the remaining amount during or after the stay. So #BreakTheBookingRoutine now and book your stay hassle-free.

Q: ✅ How many guests can one room accommodate, in the hotels located in Winchester?

A: Most hotels in Winchester permit additional guests to stay or share the room, at additional charges. Guest capacity also depends on the hotel’s policy, as every hotel has a different policy. Many hotels in Winchester feature family rooms, which are large in size or have adjacent rooms sharing a common door. If you have any further doubts, you can contact the hotel’s helpline number or Check Here!!

Q: ✅ What are the best localities in Winchester to stay with family in a hotel?

A: There are five-star, four-star, 5 three-star, 0 resorts & 0 budget hotels in Winchester. You can book hotels under different sets of budgets.
The best area in Winchester is Old Town, Winchester & the main attractions here are &
Grab the Deals Here!!

Q: ✅ Why do the hotel fares change so frequently in Winchester?

A: The hotel room fares change frequently, depending on the inventory of a particular hotel. Season & flight fares also directly impact the hotel fares in Winchester. To check out current offers Click Here!!

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About Hotels Booking in Winchester


Check out best Winchester hotel deals and offers on more than 7 hotels in Winchester only on MakeMyTrip!

Wondering where to book your stay in Winchester? We understand your desire for comfort and hence have listed out the best Winchester hotels for you, based on expert advice and the services they offer. Above once are the most popular hotels in Winchester. Select from best 7 hotels in Winchester.

All Above properties for Winchester are updated on Tuesday, November 18, 2025- 09.24.

Book affordable hotels in Winchester at discounted prices with MakeMyTrip. Check out your Preferred stay from popular area in Winchester, Stay in Winchester's best hotels! Winchester Hotels Price Starts from Minimum CAD 68 for Budget hotel. If you’re looking for a cheap hotel in Winchester, you should consider visiting during the low season. Book at least 90 days before your stay begins to get the best price for your Winchester accommodation. Check Price Now!


Hotels in Nearby Cities

Hotels By Category in Winchester

Get the best deals on different type of Hotel categories in Winchester with MakeMyTrip.com. Choose from 7 hotels in Winchester. Just CAD 68 onwards ✔ Use coupon code & Get Upto 70% OFF instantly. Make your stay special and comfortable with MakeMyTrip Hotels. Spacious rooms and impeccable service within your budget.

Winchester Hotels by Location

Hotels By Star Category in Winchester

Most Booked Hotels in Winchester

Motel 6 Winchester, VA, Winchester

Motel 6 Winchester, VA

 0 1 2 0 1 2 3 4

CAD 84

Per Night

APM Inn & Suites, Winchester

APM Inn & Suites

 0 1 0 1 2 3 4

CAD 68

Per Night

Winchester

Hilton Garden Inn Winchester, Winchester

Hilton Garden Inn Winchester

 0 1 2 0 1 2 3 4

CAD 146

Per Night

The George Washington Hotel, A Wyndham Grand Hotel, Winchester

The George Washington Hotel, A Wyndham Grand Hotel

 0 1 2 0 1 2 3 4

CAD 176

Per Night

Old Town

Hampton Inn Winchester-University/ Mall, Winchester

Hampton Inn Winchester-University/ Mall

 0 1 2 0 1 2 3 4

CAD 168

Per Night

ANS Inn & Suites, Winchester

ANS Inn & Suites

 0 1 0 1 2 3 4

CAD 86

Per Night

Spark by Hilton Winchester, Winchester

Spark by Hilton Winchester

 0 1 2 0 1 2 3 4

CAD 115

Per Night

Winchester

Global Presence

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Premium Hotels in Nearby Cities

Salamander Resort And Spa, Winchester

Salamander Resort And Spa

 0 1 2 3 4 0 1 2 3 4

CAD 815

Per Night

Loudoun

The Rose Gaming Resort, Winchester

The Rose Gaming Resort

 0 1 2 3 0 1 2 3 4

CAD 187

Per Night

Dumfries

Hotel Laurance, Winchester

Hotel Laurance

 0 1 2 3 4 0 1 2 3 4

CAD 223

Per Night

Luray

Hyatt Regency Dulles, Winchester

Hyatt Regency Dulles

 0 1 2 3 0 1 2 3 4

CAD 265

Per Night

Dulles

Lansdowne Resort and Spa, Winchester

Lansdowne Resort and Spa

 0 1 2 3 0 1 2 3 4

CAD 284

Per Night

Lansdowne

Washington Dulles Airport Marriott, Winchester

Washington Dulles Airport Marriott

 0 1 2 3 0 1 2 3 4

CAD 294

Per Night

Loudoun

The Westin Washington Dulles Airport, Winchester

The Westin Washington Dulles Airport

 0 1 2 3 0 1 2 3 4

CAD 256

Per Night

Dulles

DoubleTree by Hilton Sterling - Dulles Airport, Winchester

DoubleTree by Hilton Sterling - Dulles Airport

 0 1 2 3 0 1 2 3 4

CAD 148

Per Night

Hotel Burg, Winchester

Hotel Burg

 0 1 2 3 0 1 2 3 4

CAD 460

Per Night

Leesburg

L'Auberge Provencale Inn & Restaurant, Winchester

L'Auberge Provencale Inn & Restaurant

 0 1 2 3 0 1 2 3 4

CAD 446

Per Night