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Accommodations in Winchester You’ll Love

Affordable, Top-Rated Places to Stay in Winchester – For Every Budget

Looking for accommodation in Winchester (Virginia)? Discover a wide range of places to stay starting at just $65.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Winchester accommodation today!

We found 33 Accommodations in Winchester and the surrounding area (within 20 miles)

Hilton Garden Inn Winchester in Winchester, USA

Hilton Garden Inn Winchester

Hotel in Winchester, Virginia , 120 Wingate Drive
Hilton Garden Inn Winchester has a fitness center, shared lounge, a terrace and restaurant in Winchester.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Allergy-free room

Very good 109 Reviews 8.5

from $116.53 Show details »

Hampton Inn Winchester in Winchester, USA

Hampton Inn Winchester

Hotel in Winchester, Virginia , 1204 Berryville Avenue
Located in Winchester, 2.2 miles from Glen Burnie Historic House And Gardens, Hampton Inn Winchester has accommodations with a seasonal outdoor swimmi...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 309 Reviews 9.2

from $124.23 Show details »

Hampton Inn Winchester-University/ Mall in Winchester, USA

Hampton Inn Winchester-University/ Mall

Hotel in Winchester, Virginia , 1655 Apple Blossom Drive
Located in Winchester and with Glen Burnie Historic House And Gardens reachable within 2.2 miles, Hampton Inn Winchester-University/ Mall has a season...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 150 Reviews 8.6

from $103.12 Show details »

Fairfield Inn and Suites by Marriott Winchester in Winchester, USA

Fairfield Inn and Suites by Marriott Win...

Hotel in Winchester, Virginia , 250 Front Royal Pike
Located 3 miles from Glen Burnie Historic House And Gardens, Fairfield Inn and Suites by Marriott Winchester offers 3-star accommodations in Wincheste...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 168 Reviews 8.9

from $100.80 Show details »

Courtyard by Marriott Winchester Medical Center in Winchester, USA

Courtyard by Marriott Winchester Medical...

Hotel in Winchester, Virginia , 300 Marriott Drive
Located 1.6 miles from Glen Burnie Historic House And Gardens, Courtyard by Marriott Winchester Medical Center offers 3-star accommodations in Winches...
  • Parking
  • Restaurant
  • Fitness centre
  • Indoor pool
  • Swimming pool

Very good 157 Reviews 8.4

from $110.05 Show details »

TownePlace Suites Winchester in Winchester, USA

TownePlace Suites Winchester

Hotel in Winchester, Virginia , 170 Getty Lane
Located 3 miles from Glen Burnie Historic House And Gardens, TownePlace Suites Winchester offers 3-star accommodations in Winchester and features free...
  • Parking
  • Fitness centre

Superb 62 Reviews 9.3

from $119.20 Show details »

La Quinta by Wyndham Winchester in Winchester, USA

La Quinta by Wyndham Winchester

Hotel in Winchester, Virginia , 1055 Millwood Pike
Featuring an indoor splash pool and a self-service eatery, La Quinta Inn & Suites Winchester is located 1 mi from Shenandoah University.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Fabulous 1775 Reviews 8.9

from $103.58 Show details »

Travelodge by Wyndham Winchester in Winchester, USA

Travelodge by Wyndham Winchester

Hotel in Winchester, Virginia , 160 Front Royal Pike
This Winchester, Virginia hotel features an outdoor pool and guest rooms with free Wi-Fi.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 1242 Reviews 8.1

from $67.73 Show details »

Holiday Inn Express and Suites Winchester by IHG in Winchester, USA

Holiday Inn Express and Suites Wincheste...

Hotel in Winchester, Virginia , 142 Fox Ridge Lane
Located in Winchester and with Glen Burnie Historic House And Gardens reachable within 1.9 miles, Holiday Inn Express and Suites Winchester by IHG pro...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 166 Reviews 8.8

from $120.77 Show details »

Holiday Inn Winchester Southeast-Historic Gateway by IHG in Winchester, USA

Holiday Inn Winchester Southeast-Histori...

Hotel in Winchester, Virginia , 333 Front Royal Pike
Located within 3.2 miles of Glen Burnie Historic House And Gardens and 5 miles of Alamo Drafthouse Cinema – Winchester, Holiday Inn Winchester South...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Fabulous 322 Reviews 8.6

from $98.74 Show details »

Spark By Hilton Winchester in Winchester, USA

Spark By Hilton Winchester

Hotel in Winchester, Virginia , 150 Wingate Drive
We’re surrounded by dining and less than six minutes from Apple Blossom Mall, Shenandoah University¸ and Old Town Winchester.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Fabulous 305 Reviews 8.7

from $86.24 Show details »

Quality Inn in Winchester, USA

Quality Inn

Inn in Winchester, Virginia , 1601 Martinsburg Pike
Quality Inn is located in Winchester, 3.5 miles from Glen Burnie Historic House And Gardens and 8.7 miles from Alamo Drafthouse Cinema – Winchester.
  • Parking
  • Pets allowed

Fabulous 415 Reviews 8.7

from $82.31 Show details »

Red Roof Inn Winchester, VA in Winchester, USA

Red Roof Inn Winchester, VA

Motel in Winchester, Virginia , 991 Millwood Pike
Located off Interstate-81, this Winchester hotel is a 4 minutes’ drive from Shenandoah University and Apple Blossom Mall.
  • Parking
  • Pets allowed

Pleasant 299 Reviews 6.1

from $64.62 Show details »

Candlewood Suites Winchester by IHG in Winchester, USA

Candlewood Suites Winchester by IHG

Hotel in Winchester, Virginia , 1135 Millwood Pike
Featuring barbecue facilities, Candlewood Suites Winchester, an IHG Hotel offers accommodations in Winchester, 4.9 miles from Alamo Drafthouse Cinema ...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms

Very good 79 Reviews 8.5

from $99.23 Show details »

Super 8 by Wyndham Winchester VA in Winchester, USA

Super 8 by Wyndham Winchester VA

Hotel in Winchester, Virginia , 1077 Millwood Pike
Located within 2.9 miles of Glen Burnie Historic House and Gardens and 4.7 miles of Alamo Drafthouse Cinema – Winchester, Super 8 by Wyndham Winches...
  • Parking
  • Pets allowed
  • Family rooms

Disappointing 202 Reviews 4.6

from $61.69 Show details »

Sleep Inn & Suites in Winchester, USA

Sleep Inn & Suites

Hotel in Winchester, Virginia , 140 Costello Drive
The Sleep Inn & Suites hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University.
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 300 Reviews 6.7

from $68.44 Show details »

Days Inn by Wyndham Winchester in Winchester, USA

Days Inn by Wyndham Winchester

Hotel in Winchester, Virginia , 1593 Martinsburg Pike
Located in Winchester, 3.4 miles from Glen Burnie Historic House and Gardens, Days Inn by Wyndham Winchester provides accommodations with free WiFi an...
  • Parking
  • Pets allowed

Okay 174 Reviews 5.9

from $61.96 Show details »

Country Inn & Suites by Radisson, Winchester, VA in Winchester, USA

Country Inn & Suites by Radisson, Winche...

Hotel in Winchester, Virginia , 141 Kernstown Commons
Featuring an indoor pool and fitness center, this Winchester hotel offers guests a complimentary breakfast daily.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Very good 1273 Reviews 8.2

from $94.33 Show details »

Motel6 Winchester, VA in Winchester, USA

Motel6 Winchester, VA

Hotel in Winchester, Virginia , 2951 Valley Ave
Featuring free WiFi, Motel 6 Winchester offers pet-friendly accommodations in Winchester.
  • Pets allowed

Good 417 Reviews 7.4

from $64.57 Show details »

The George Washington - A Wyndham Grand Hotel in Winchester, USA

The George Washington - A Wyndham Grand...

Hotel in Winchester, Virginia , 103 East Piccadilly Street
Located in Winchester, a 17-minute walk from Glen Burnie Historic House and Gardens, The George Washington - A Wyndham Grand Hotel has accommodations ...
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Allergy-free room

Fabulous 653 Reviews 9.0

from $135.05 Show details »

APM Inn and Suites in Winchester, USA

APM Inn and Suites

Hotel in Winchester, Virginia , 1347 Berryville Avenue
Located in Winchester, within 2.3 miles of Glen Burnie Historic House and Gardens and 6.5 miles of Alamo Drafthouse Cinema – Winchester, APM Inn and...
  • Parking
  • Pets allowed
  • Indoor pool
  • Swimming Pool

Disappointing 146 Reviews 4.6

from $62.31 Show details »

ANS INN & SUITES in Winchester, USA

ANS INN & SUITES

Inn in Winchester, Virginia , 2649 Valley Avenue
Located in Winchester, within 2.6 miles of Alamo Drafthouse Cinema – Winchester and 3.2 miles of Glen Burnie Historic House and Gardens, ANS INN & S...
  • Parking
  • Pets allowed

Pleasant 76 Reviews 6.8

from $56.20 Show details »

Tru By Hilton Winchester, Va in Winchester, USA

Tru By Hilton Winchester, Va

Hotel in Winchester, Virginia , 118 Mercedes Court
Located within 3.5 miles of Glen Burnie Historic House and Gardens and 8.8 miles of Alamo Drafthouse Cinema – Winchester, Tru By Hilton Winchester, ...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Fabulous 347 Reviews 9.0

from $98.19 Show details »

SpringHill Suites Winchester in Winchester, USA

SpringHill Suites Winchester

Hotel in Winchester, Virginia , 280 Market Street
SpringHill Suites Winchester is located in Winchester, within 4.2 miles of Glen Burnie Historic House and Gardens and 9.2 miles of Alamo Drafthouse Ci...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Superb 230 Reviews 9.4

from $121.42 Show details »

Comfort Inn & Suites in Winchester, USA

Comfort Inn & Suites

Hotel in Winchester, Virginia , 195 Kernstown Commons Boulevard
Comfort Inn & Suites is located in Winchester, within a 2-minute walk of Alamo Drafthouse Cinema – Winchester and 6.8 miles of Glen Burnie Historic ...
  • Parking
  • Pets allowed
  • Fitness centre
  • Kid meals
  • Kid-friendly buffet

Fabulous 627 Reviews 8.9

from $98.77 Show details »

Number of Accommodations in Winchester 33
Number of guest ratings 10,978
Average price per night $173.00
Lowest price per night $65,00
Highest price per night $429,80

Top 10 Most Popular Accommodations in Winchester

Explore the Most Popular Accommodations in Winchester – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Winchester

Discover the Cheapest Accommodations in Winchester – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Winchester

Check out the Most Booked Accommodations in Winchester – Based on Guest Popularity.

Discover Winchester – Your Guide to the Best Places to Stay

Planning a trip to Winchester? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Winchester offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Winchester, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Winchester, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Winchester

To find the perfect place to stay in Winchester, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com