Title: Top 10 Hotels in Winchester, MD (from $58) 2026 - Competitive Prices | Expedia.com

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![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Go beyond your typical stay in Winchester

Pool

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America&regionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-03-19&d1=2026-03-19&endDate=2026-03-21&d2=2026-03-21&amenities=POOL)

Pet friendly

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America&regionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-03-19&d1=2026-03-19&endDate=2026-03-21&d2=2026-03-21&amenities=PETS)

Family friendly

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America&regionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-03-19&d1=2026-03-19&endDate=2026-03-21&d2=2026-03-21&travelerType=family_friendly)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America&regionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-03-19&d1=2026-03-19&endDate=2026-03-21&d2=2026-03-21&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America&regionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-03-19&d1=2026-03-19&endDate=2026-03-21&d2=2026-03-21&lodging=APARTMENT)

Cottage

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America&regionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-03-19&d1=2026-03-19&endDate=2026-03-21&d2=2026-03-21&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-03-05&endDate=2026-03-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 6 - Mar 7](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-03-06&endDate=2026-03-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester hotels

![Exterior](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/96caeac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/f15b0778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/75af64ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/f7bb1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express North East by IHG

[](https://www.expedia.com/North-East-Hotels-Holiday-Inn-Express-North-East.h984873.Hotel-Information)

North East

8.4/10

Very Good

(559 reviews)

"The room the food the staff were all amazing Much better than other hotels we stayed in the area reasonable priced"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregory

$89 nightly

$100 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/North-East-Hotels-Holiday-Inn-Express-North-East.h984873.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b168833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/e7f5d4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/cc699c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b20ab4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites Wilmington New Castle

[](https://www.expedia.com/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information)

New Castle

8.8/10

Excellent

(975 reviews)

"Nice, clean, staff is great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arthur

$105 nightly

$116 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/9400/9312/w1179h780x0y1-3ee66631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9400/9312/00ed810e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking | 1 bedroom, Egyptian cotton sheets, hypo-allergenic bedding](https://images.trvl-media.com/lodging/1000000/10000/9400/9312/f95811ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9400/9312/f1191985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ramada by Wyndham Newark/Wilmington

[](https://www.expedia.com/Wilmington-Hotels-Ramada-By-Wyndham-NewarkWilmington.h9312.Hotel-Information)

Newark

7.0/10

Good

(1,007 reviews)

"very friendly and helpful staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary L.

$78 nightly

$87 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Ramada-By-Wyndham-NewarkWilmington.h9312.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/c9c370cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/06ec6f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/8a6e6273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/36d1df4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Newark - Wilmington

[](https://www.expedia.com/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information)

Newark

9.0/10

Wonderful

(1,074 reviews)

"This is my go to hotel always everytime I visit I love the free breakfast "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Latisha

$89 nightly

$99 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/051e307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Impaired) | Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/dc05f623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/c563e8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/444bee4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Newark - Elkton

[](https://www.expedia.com/Elkton-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Newark-Elkton.h1283746.Hotel-Information)

Elkton

9.0/10

Wonderful

(1,005 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy

$97 nightly

$108 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Elkton-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Newark-Elkton.h1283746.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/650ea886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/3a758c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/0a422533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/a6e6b250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Havre De Grace Aberdeen Area

[](https://www.expedia.com/Havre-De-Grace-Hotels-Super-8-By-Wyndham-Havre-De-Grace-Aberdeen-Area.h49890.Hotel-Information)

Havre De Grace

6.6/10

(975 reviews)

"There were no healthy options offered, not even hard-boiled eggs. I guess they haven't seen the new food pyramid!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carleen Lyden

$51 nightly

$58 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Havre-De-Grace-Hotels-Super-8-By-Wyndham-Havre-De-Grace-Aberdeen-Area.h49890.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/4f0db378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/29c919ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/5d5dbec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Embassy Suites by Hilton Newark Wilmington South

[](https://www.expedia.com/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information)

Newark

8.2/10

Very Good

(1,010 reviews)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Malik

$110 nightly

$122 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/79ddc1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/015ae050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/22921f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/6039d933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Newark Downtown

[](https://www.expedia.com/Wilmington-Hotels-SpringHill-Suites-By-Marriott-Newark-Downtown.h23089234.Hotel-Information)

Newark

9.4/10

Exceptional

(808 reviews)

"Very clean, staff was very cordial and the breakfast buffet is great. Definitely recommend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia

$123 nightly

$137 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-SpringHill-Suites-By-Marriott-Newark-Downtown.h23089234.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8200000/8199200/8199164/00c136f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/9000000/8200000/8199200/8199164/6a61ce55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/9000000/8200000/8199200/8199164/e77d53d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8200000/8199200/8199164/5c544b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Wilmington Christiana

[](https://www.expedia.com/Wilmington-Hotels-Hampton-Inn-Suites-Wilmington-Christiana.h8199164.Hotel-Information)

Newark

8.4/10

Very Good

(1,000 reviews)

"Very clean great breakfast nice room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

lisa

$106 nightly

$117 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Hampton-Inn-Suites-Wilmington-Christiana.h8199164.Hotel-Information)

![Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/a0122816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/8072f514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/f06ff3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/9cdfab37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wingate by Wyndham North East

[](https://www.expedia.com/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information)

North East

8.0/10

Very Good

(961 reviews)

"Good stay. The room was clean, bed was super comfortable and the shower was great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DeAnda

$116 nightly

$130 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/4000000/3610000/3605700/3605636/c03bab5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/4000000/3610000/3605700/3605636/f83e4d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/4000000/3610000/3605700/3605636/91b21d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/4000000/3610000/3605700/3605636/e39bc560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Elkton - University Area by IHG

[](https://www.expedia.com/Elkton-Hotels-Holiday-Inn-Express-Suites-Elkton-University-Area.h3605636.Hotel-Information)

Elkton

9.2/10

Wonderful

(1,000 reviews)

"Clean modern room, friendly staff, breakfast was included and pretty good, convenient location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex

$110 nightly

$123 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Elkton-Hotels-Holiday-Inn-Express-Suites-Elkton-University-Area.h3605636.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/879c8a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/a0c80d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/fd2dd5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/791afcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Middletown

[](https://www.expedia.com/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information)

Middletown

9.2/10

Wonderful

(352 reviews)

"Consistently a good stay here with helpful staff and comfortable rooms. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

$99 nightly

$110 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90340000/90331200/90331160/w3837h2688x3y0-719a4656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/91000000/90340000/90331200/90331160/5fc82e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/91000000/90340000/90331200/90331160/c4d0c13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/91000000/90340000/90331200/90331160/d89a1d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Newark - Main Street

[](https://www.expedia.com/Newark-Hotels-Hyatt-Place-Newark-Main-Street.h90331160.Hotel-Information)

Newark

9.4/10

Exceptional

(443 reviews)

"Great staff , great room and location ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Flayane

$156 nightly

$173 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Newark-Hotels-Hyatt-Place-Newark-Main-Street.h90331160.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/98000000/97870000/97861600/97861549/a9d0f8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97870000/97861600/97861549/8d778bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/98000000/97870000/97861600/97861549/72dd185b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/98000000/97870000/97861600/97861549/29ca1e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard By Marriott New Castle

[](https://www.expedia.com/Courtyard-By-Marriott-New-Castle.h97861549.Hotel-Information)

New Castle

8.6/10

Excellent

(250 reviews)

"Check in was very friendly"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ermelinda

$118 nightly

$131 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Courtyard-By-Marriott-New-Castle.h97861549.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/bcc97257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/20fd1c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/442e5201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta Select Newark Christiana Mall

[](https://www.expedia.com/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information)

Newark

7.6/10

Good

(1,258 reviews)

"Loved it will definitely stay here again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Latoria

$93 nightly

$103 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/b66763a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/6cc4a825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/50463ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, blackout drapes, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/7e87d5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Middletown

[](https://www.expedia.com/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information)

Middletown

8.8/10

Excellent

(882 reviews)

"Clean room.breakfast was great.Staff.was helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan

$95 nightly

$106 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information)

![Standard Room, 2 Double Beds | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/e913b1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/077d34df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/290e1bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds | Bathroom | Towels](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/672b2ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pleasant Hill Motel

[](https://www.expedia.com/Wilmington-Hotels-Pleasant-Hill-Motel.h16630963.Hotel-Information)

Middletown

7.2/10

Good

(171 reviews)

"Front desk was great room was very clean will stay here again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wayne Mark

$82 nightly

$92 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Pleasant-Hill-Motel.h16630963.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/28f580ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/8e345a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/60ac8690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Accessible, Non Smoking | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/a1ea31cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodspring Suites Wilmington Riverfront

[](https://www.expedia.com/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

South Wilmington

8.2/10

Very Good

(125 reviews)

"clean, friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex

$79 nightly

$87 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/870000/861400/861316/2ade43db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/870000/861400/861316/8b894931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/861400/861316/7a1b8834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/870000/861400/861316/04e8b2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Mendenhall

[](https://www.expedia.com/Exton-Hotels-Inn-At-Mendenhall.h861316.Hotel-Information)

Chadds Ford

9.0/10

Wonderful

(1,001 reviews)

"great place to stay if visiting Longwood"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

barbara

$91 nightly

$101 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Exton-Hotels-Inn-At-Mendenhall.h861316.Hotel-Information)

![Vending machine](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/c358a2a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/8c4bdae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/30c34eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/01da12a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Perryville

[](https://www.expedia.com/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information)

Perryville

8.8/10

Excellent

(139 reviews)

"This is an ok place to stay for the price"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Carla

$64 nightly

$72 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information)

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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## Top Winchester Hotel Reviews

![Holiday Inn Express & Suites Wilmington-Newark by IHG ](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/0462a60c_y.jpg)

### Holiday Inn Express & Suites Wilmington-Newark by IHG 

10/10 Excellent

"excellent staff, clean rooms convenient location"

[](https://expedia.com/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information)

![DoubleTree by Hilton Downtown Wilmington - Legal District](https://images.trvl-media.com/lodging/1000000/30000/20900/20863/3de63e00_y.jpg)

### DoubleTree by Hilton Downtown Wilmington - Legal District

10/10 Excellent

"The only thing I would mention there was no microwave in the room. I don’t know if that’s a new policy change"

[](https://expedia.com/Wilmington-Hotels-DoubleTree-By-Hilton-Downtown-Wilmington-Legal-District.h20863.Hotel-Information)

![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg)

### Sonesta Select Newark Christiana Mall

10/10 Excellent

"Clean room and great front desk staff"

[](https://expedia.com/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information)

![Woodspring Suites Wilmington Riverfront](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/44b1f889_y.jpg)

### Woodspring Suites Wilmington Riverfront

10/10 Excellent

"Everything was awesome the staff the room was very clean the bed was a little hard but it helped."

[](https://expedia.com/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

![Sonesta ES Suites Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/20000/19100/19062/2517bae2_y.jpg)

### Sonesta ES Suites Wilmington - Newark

10/10 Excellent

"The room was spotless. "

[](https://expedia.com/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information)

![Extended Stay America Suites Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/120000/119100/119061/02a2e620_y.jpg)

### Extended Stay America Suites Newark Christiana Wilmington

10/10 Excellent

"Clean, friendly, good price, good location, nothing fancy. Just what I was looking for."

[](https://expedia.com/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information)

![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg)

### Quality Inn Newark - Wilmington

10/10 Excellent

"I gave them an EXCELLENT RATING as I like the hotel and the employees HOWEVER the Manager agreed to let me out of my reservation for 2/28 for one night as my business travel changed and I am not flying out of Philadelphia. She agreed and when I called Choice rewards she told them no. She then hid from my calls over multiple days so I had to dispute the charge on credit card. Again I like the hotel and have stayed MANY TIMES OVER THE YEARS but this was unprofessional by the Manager but I STILL GAV THEM AN EXCELLENT RATING ANYWAY! "

[](https://expedia.com/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information)

![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg)

### Best Western Plus Newark/Christiana Inn

10/10 Excellent

"Staff was nice and helpful "

[](https://expedia.com/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information)

![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/72a36958_y.jpg)

### Red Roof Inn & Suites Newark - University

10/10 Excellent

"Quite "

[](https://expedia.com/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information)

## More cheap stays in Winchester

![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE

$66 nightly

$73 total

Mar 13 - Mar 14

Total with taxes and fees

5.4/10 (1,011 reviews)

[](https://expedia.com/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information)

![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/72a36958_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Red Roof Inn & Suites Newark - University

1119 S College Avenue Newark DE

$69 nightly

$77 total

Mar 8 - Mar 9

Total with taxes and fees

5.4/10 (1,007 reviews)

[](https://expedia.com/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information)

![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Plus Newark/Christiana Inn

875 Pulaski Highway Bear DE

$75 nightly

$83 total

Apr 1 - Apr 2

Total with taxes and fees

8.2/10 Very Good! (187 reviews)

[](https://expedia.com/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information)

![Woodspring Suites Wilmington Riverfront](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/44b1f889_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Woodspring Suites Wilmington Riverfront

600 A Street Wilmington DE

$79 nightly

$87 total

Mar 8 - Mar 9

Total with taxes and fees

8.2/10 Very Good! (125 reviews)

[](https://expedia.com/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

![Extended Stay America Suites Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/120000/119100/119061/02a2e620_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Extended Stay America Suites Newark Christiana Wilmington

333 Continental Dr Newark DE

$83 nightly

$92 total

Apr 4 - Apr 5

Total with taxes and fees

6/10 (1,007 reviews)

[](https://expedia.com/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information)

![Holiday Inn Express & Suites Wilmington-Newark by IHG ](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/0462a60c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express & Suites Wilmington-Newark by IHG 

1201 Christiana Rd Newark DE

$99 nightly

$110 total

Mar 31 - Apr 1

Total with taxes and fees

9.4/10 Exceptional! (1,007 reviews)

[](https://expedia.com/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information)

## Hotels in Winchester with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

6 properties

[](https://expedia.com/4Star-Winchester-Hotels.s40-0-d553248635975872164.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

46 properties

[](https://expedia.com/3Star-Winchester-Hotels.s30-0-d553248635975872164.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

211 properties

[](https://expedia.com/2Star-Winchester-Hotels.s20-0-d553248635975872164.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### What is the best area to stay in Winchester?

> This area is highly walkable and characterized by its unique architecture and tree-lined streets. You'll find many local shops, restaurants, and historical markers along the Loudoun Street Walking Mall, a pedestrian-only thoroughfare. The area is also home to landmarks like the Handley Regional Library and the Old Court House Civil War Museum.
> 
>   
> Couples will find downtown Winchester particularly appealing for a relaxing getaway. The pedestrian mall provides a pleasant setting for strolls, and there are many dining options from casual eateries to upscale restaurants. The proximity to historical sites and local boutiques makes it easy to fill a day with activities without needing a car.
> 
>   
> For those interested in history, staying downtown provides direct access to Winchester's rich past.

### When is the best time to go to Winchester?

> Spring brings blooming flowers and comfortable temperatures, great for outdoor activities like walking tours of the historic downtown or visiting nearby orchards. The average daytime temperatures range from the low 60s to mid-70s Fahrenheit, making it enjoyable to spend time outside without extreme heat or cold.
> 
>   
> Fall provides crisp air, colorful foliage, and a variety of harvest-themed events. Temperatures typically range from the mid-50s to upper 60s Fahrenheit. This season is particularly appealing for couples looking for scenic drives through the Shenandoah Valley or visiting local wineries and cideries.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Winchester hotel booking with Expedia?

> \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

### How much is the nightly rate at a Winchester hotel?

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- [North East Hotels ](https://www.expedia.com/North-East-Hotels.d139151.Travel-Guide-Hotels)
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- [Flights to Elk Mills ](https://www.expedia.com/Cheap-Flights-To-Elk-Mills.d3000347868.Travel-Guide-Flights)
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- [Dallas to North East ](https://www.expedia.com/lp/flights/178253/139151/dallas-to-north-east)

- [Visit Elk Mills ](https://www.expedia.com/Elk-Mills.dx3000347868)
- [Fair Hill State Natural Resources Management Area ](https://www.expedia.com/Fair-Hill-State-Natural-Resources-Management-Area-Elkton.d6187511.Vacation-Attraction)
- [Union Hospital ](https://www.expedia.com/Union-Hospital-Elkton.d6288957.Vacation-Attraction)
- [Cow Pond ](https://www.expedia.com/Cow-Pond-Elkton.d553248621532663259.Vacation-Attraction)
- [East Meadow Park ](https://www.expedia.com/East-Meadow-Park-Elkton.d553248621532663261.Vacation-Attraction)
- [Visit Elkton ](https://www.expedia.com/Elkton.dx7834)
- [Historical Society of Cecil County ](https://www.expedia.com/Historical-Society-Of-Cecil-County-Elkton.d553248621561879715.Vacation-Attraction)
- [Elkton Vacations ](https://www.expedia.com/Elkton.d7834.Destination-Travel-Guides)
- [Milburn Stone Theater ](https://www.expedia.com/Milburn-Stone-Theater-North-East.d553248621532662925.Vacation-Attraction)
- [Elkton Golf and Batting Center ](https://www.expedia.com/Elkton-Golf-And-Batting-Center-Elkton.d553248621532663258.Vacation-Attraction)
- [West Meadow Park ](https://www.expedia.com/West-Meadow-Park-Elkton.d553248621532663260.Vacation-Attraction)
- [North East Vacations ](https://www.expedia.com/North-East.d139151.Destination-Travel-Guides)
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- [Car rentals near Childs ](https://www.expedia.com/Car-Rentals-In-Childs.d3000347838.Car-Rental-Guide)
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- [Enterprise Rental Cars in Elkton ](https://www.expedia.com/Enterprise-Car-Rentals-In-Elkton.d7834-c15.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in Elkton ](https://www.expedia.com/Van-Car-Rentals-In-Elkton.d7834-tVan.Car-Rental-Guide-Class)
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- [Hertz Rental Cars in Elkton ](https://www.expedia.com/Hertz-Car-Rentals-In-Elkton.d7834-c40.Car-Rental-Guide-Suppliers)
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- [Payless Rental Cars in Elkton ](https://www.expedia.com/Payless-Car-Rentals-In-Elkton.d7834-c38.Car-Rental-Guide-Suppliers)
- [Convertible Car Rentals in Elkton ](https://www.expedia.com/Convertible-Car-Rentals-In-Elkton.d7834-tConvertible.Car-Rental-Guide-Class)
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- [Minivan Car Rentals in Elkton ](https://www.expedia.com/Minivan-Car-Rentals-In-Elkton.d7834-tMinivan.Car-Rental-Guide-Class)
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- [Elkton Vacation Rentals ](https://www.expedia.com/Elkton-Vacation-Rentals.d7834.Travel-Guide-VacationRentals)
- [North East Vacation Rentals ](https://www.expedia.com/North-East-Vacation-Rentals.d139151.Travel-Guide-VacationRentals)