Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Winchester Hotels with Free Wifi

See all 301 Hotels in Winchester
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester
2.0 out of 5.0
3.9 out of 5 (339 reviews)
Very accommodating staff, soft bath towels, rooms were big and comfortable.
  Jan 4, 2018

$53

$53
Clarion Inn Lee Jackson Inn & Conference Center

Clarion Inn Lee Jackson Inn & Conference Center

711 Millwood Ave, Winchester
3.0 out of 5.0
3.7 out of 5 (615 reviews)
Nice room for the price. Building looks a little outdated but the room inside was clean and had a super comfortable bed.
  Jan 9, 2018

$58

$58
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

991 Millwood Pike, Winchester
2.5 out of 5.0
3.5 out of 5 (845 reviews)
Traveling HoneThis was a good hotel for our one night stay. The breakfast was lacking.
  Jan 4, 2018

$60

$60
Sleep Inn & Suites

Sleep Inn & Suites

140 Costello Dr, Winchester
3.0 out of 5.0
4.2 out of 5 (334 reviews)
Nice hotel. Staff was nice right from the start! Clean and comfortable. Breakfast is a little lack but serves its purpose.
  Nov 4, 2016
Hotel Strasburg

Hotel Strasburg

213 S. Holliday Street, Strasburg
3.5 out of 5.0
3.9 out of 5 (547 reviews)
Nice old hotel w great history & lots of antiquesRecommendation depends on what you looking for. Nice but not for everyone. Beside history and great antiques, tv only did one program on every channel, no wash clothes and jets on tub were out of service.
  Dec 30, 2017

$79

$79
Super 8 Front Royal

Super 8 Front Royal

111 South St, Front Royal
2.5 out of 5.0
3.3 out of 5 (340 reviews)
Polite staff. I was in town for a wedding, so I didn't spend a lot of time here, but it had the essentials and was clean.
  Dec 12, 2017

$55

$55
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

150 Wingate Dr, Winchester
3.0 out of 5.0
4.4 out of 5 (719 reviews)
Safe, clean hotel close to family My room was clean with fresh linens. The hotel is older and needs a few updates, but is in a safe, convenient location. It was certainly worth the price I paid and would stay there again.
  Dec 26, 2017

$84

$84
Ramada Strasburg Va

Ramada Strasburg Va

21 Signal Knob Dr, Strasburg
3.0 out of 5.0
3.7 out of 5 (605 reviews)
no frills, all businessstopped here on my way to I-95 corridor from Tennessee Valley. great midway point to southern New England. check-in was easy, room was comfortable despite bitterly cold temp, continental breakfast was adequate (if highly processed). can't beat the price; would go out of my way to stay here.
  Jan 7, 2018

$62

$62
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester
3.5 out of 5.0
4.5 out of 5 (1,067 reviews)
Taking daughter home..We have stayed here previously and liked it. It is always comfortable.
  Jan 4, 2018

$84

$84
ANS Inn & Suites

ANS Inn & Suites

2649 Valley Ave, Winchester
2.5 out of 5.0
2.2 out of 5 (9 reviews)
Budget Inn - Strasburg

Budget Inn - Strasburg

28999 Old Valley Pike, Strasburg
2.5 out of 5.0
2.3 out of 5 (3 reviews)
stressful Got there and was no reservation in the front desk for me. Even I had the confirmation number. They said they don't used Expedia it was stressful.next time even I have a confirmation I going to call to be sure. I did got a room but with a lot of hassle :(
  Oct 20, 2015
Candlewood Suites Winchester

Candlewood Suites Winchester

1135 Millwood Pike, Winchester
2.5 out of 5.0
4.2 out of 5 (152 reviews)
Good place to sleep overEverything was good Bathroom needs updating Good location near highway.
  Sep 10, 2017

$94

$94
Comfort Inn Winchester

Comfort Inn Winchester

1601 Martinsburg Pike, Winchester
3.0 out of 5.0
4.2 out of 5 (316 reviews)
Convenient hotelThe hotel was very convenient and easy to find. It was close to the interstate. Also had good places to eat and shop within a close distance. The staff was very helpful and friendly. Room was comfortable and clean.
  Dec 8, 2017

$79

$79
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

300 Marriott Drive, Winchester
3.5 out of 5.0
4.3 out of 5 (340 reviews)
Stayed overnight, beautiful hotel would recommend to friends. Price was comparable to others less attractive hotels but no breakfast.
  Dec 2, 2017

$104

$104
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

91 Reliance Road, Middletown
2.5 out of 5.0
3.2 out of 5 (67 reviews)
Great as it is so easy to find,Breakfast room filled with students sitting chatting along with their own food lucky to find one empty table. Very slow getting breakfast items out Lovely room
  Apr 14, 2017

$58

$58
Fairfield & Suites by Marriott Winchester

Fairfield & Suites by Marriott Winchester

250 Front Royal Pike, Winchester
3.0 out of 5.0
4.2 out of 5 (134 reviews)
Travel Stopped for one night stay. Great staff, the guy at the desk at 6:30PM was really nice and helpful. Would definitely stay again if I'm in the area.
  Jan 10, 2018

$101

$101
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

33760 Old Valley Pike, Strasburg
3.0 out of 5.0
4.4 out of 5 (492 reviews)
Good hotel easy off/on the highwayNice hotel, easy check in, clean room, nice facilities, good breakfast included. Would recommend.
  Jan 4, 2018

$88

$88
Hampton Inn - Winchester N/Convention Center

Hampton Inn - Winchester N/Convention Center

1204 Berryville Avenue, Winchester
3.0 out of 5.0
4.4 out of 5 (178 reviews)
Overnight stay on our way to Gatlinburg, TNHotel - very clean. Staff extremely helpful and friendly.
  Oct 16, 2017

$98

$98
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd, Front Royal
2.5 out of 5.0
4.3 out of 5 (516 reviews)
The pool is closed for maintenance which is disappointing.
  Dec 29, 2017

$93

$93
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester
2.5 out of 5.0
4.5 out of 5 (680 reviews)
Great Hotel in a great townWe have been staying at this Hampton Inn for many years and it has always remained a pleasure. The staff is great, the rooms are clean and all the amenities are fine. We recommend this Hampton Inn to the highest degree.
  Nov 27, 2017

$101

$101
Map

Recently booked Hotels with Free Wifi in Winchester

Ramada Strasburg Va
3.0 out of 5.0
Last booking: 9 hours ago
Red Roof Inn Winchester, VA
2.5 out of 5.0
Last booking: 9 hours ago
Country Inn & Suites By Carlson, Winchester, VA
3.5 out of 5.0
Last booking: 10 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
4.0 out of 5.0
Last booking: 11 hours ago
Motel 6 Winchester, VA
2.0 out of 5.0
Last booking: 11 hours ago
Holiday Inn & Suites Front Royal Blue Ridge Shadows
3.5 out of 5.0
Last booking: 14 hours ago
La Quinta Inn & Suites Winchester
3.5 out of 5.0
Last booking: 15 hours ago
Hampton Inn Front Royal
2.5 out of 5.0
Last booking: 15 hours ago
Quality Inn Skyline Dr
3.0 out of 5.0
Last booking: 19 hours ago

All of us want a little time away from work or our daily lives, but that doesn't mean you want to disconnect completely. Whether you are a road warrior who can't miss a webinar, or you are checking out Winchester and really want to find the best places to eat, getting online is important. We've gathered all our Winchester hotels that offer free Wi-Fi here, so you can find the ideal accommodation.

Book a Hotel with Free Wi-Fi in Winchester

Maybe you priced out your trip to Winchester perfectly, but it is those micro transactions here and there that might cause your getaway to be more expensive than planned. Don't spend your time counting megabytes or counting daily Wi-Fi costs. When you stay at a Winchester hotel with free Wi-Fi, you can kiss those worries good-bye. Maybe you need to burn the midnight oil putting the finishing touches on a pitch. Maybe you have had a busy day out in Winchester, and your family wants to take it easy the rest of the evening with a game or movie. Why not post your best pool selfie or keep up with friends and family? You can be connected while remaining unplugged using free Wi-Fi.

No Wires and No Problems with Free Wi-Fi

With free Wi-Fi you can cruise the net anywhere you'd like; you won't have to wait in line for a computer or find room in the lobby. Complimentary Wi-Fi offers the chance to check-in ahead of time for your next flight, so you can be sure to board and have the overhead space for your carry-on luggage. Or use it to make an exciting itinerary for your Winchester trip. Reserve a Winchester lodging with free Wi-Fi soon, because you know anything free will go fast.