Hotels in Winchester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Winchester?

A lobby with a curved floor, a reception desk, and seating areas.

A hotel room with a red sofa, two beds, a desk with a computer, a TV, and a large window with curtains.

A modern lobby with a large wall map, seating areas, and a reception desk.

A Holiday Inn Express & Suites hotel with a clear blue sky and clouds.

1. Holiday Inn Express & Suites Elkton - University Area by IHG

Elkton

$109

$122 total

includes taxes & fees

Nov 23 - Nov 24

A lobby with seating, a reception desk, and a cityscape mural on the wall.

A spacious indoor area with multiple seating options including tables and booths, a bar area with a cityscape mural, and large windows providing natural light.

A hotel room with a bed, a sofa, a small table, a TV, and a framed picture on the wall.

A swimming pool with a blue interior, surrounded by lounge chairs and a changing area.

2. La Quinta Inn & Suites by Wyndham Newark - Elkton

Elkton

$106

$119 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with dark cabinetry, a large island, and a black backsplash with 'EAT' and food-related graphics.

A modern reception area with a reception desk, a welcome sign, a refrigerator with beverages, and a view through large glass doors.

A snack and beverage display area with refrigerated sections and shelves stocked with various snacks and drinks.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

3. Hampton Inn Elkton

Elkton

$105

$117 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with two beds, a desk, a chair, and a wall-mounted TV.

A modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.

A hotel room with a patterned carpet, a sofa, a chair, a small table, and a lamp.

A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.

4. Wingate by Wyndham North East

North East

$82

$92 total

includes taxes & fees

Nov 15 - Nov 16

A hotel lobby with a reception desk, a blue sofa, a staircase, and a wooden floor.

A Baymont Inn & Suites building with a stone facade, large entrance, and a clear blue sky.

A modern living room with a blue sofa, a yellow armchair, and a small round table. Adjacent to the living room is a kitchen with dark cabinets and a blue wall.

A hotel dining area with multiple tables and chairs, a flat-screen TV on the wall, and a door on the right.

5. Baymont by Wyndham Newark at University of Delaware

Newark

$81

$90 total

includes taxes & fees

Oct 26 - Oct 27

A modern bar area with a central island, bar stools, a flat-screen TV, and a decorative wall with abstract art.

An outdoor patio with tables and chairs, red umbrellas, and a brick building with multiple windows and balconies.

A hotel room with a large bed, a chair, a desk, and a vanity with a mirror.

A bar area with multiple shelves of bottles, a flat-screen TV, and bar stools.

6. Courtyard by Marriott Newark-University of Delaware

Newark

$134

$149 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a blue ceiling, a sun lounger, and a small table with chairs.

A compact hotel room with a brown sofa, a small wooden table, a kitchenette with a microwave, and a bed.

A hotel breakfast bar with coffee and water dispensers, a fruit bowl, and a bread basket.

A hotel room with two green armchairs, a desk with a laptop, a ceiling fan, and large windows offering a view of trees and a road.

7. Comfort Inn & Suites North East

North East

$82

$92 total

includes taxes & fees

Nov 15 - Nov 16

A multi-level hotel lobby with a central water feature, seating areas, and a reception desk.

A modern hotel room with a grey sofa, a small table, and a dining area with chairs.

A multi-story hotel with a central entrance, large windows, and a well-lit facade.

A spacious indoor area with multiple levels, wooden pergola structures, and a variety of seating arrangements including tables and chairs.

8. Embassy Suites by Hilton Newark Wilmington South

Newark

$118

$131 total

includes taxes & fees

Nov 8 - Nov 9

A modern bar area with a wooden ceiling, a television screen, and a bar stocked with various bottles. There are several wooden tables and chairs arranged for dining.

A reception area with a modern desk, a chair, a potted plant, and a large abstract artwork on the wall.

A clean, modern kitchenette with a refrigerator, microwave, and pantry stocked with snacks and beverages.

A hotel room with a bed, a desk, a TV mounted on the wall, and a bathroom visible through an open door.

9. SpringHill Suites by Marriott Newark Downtown

Newark

$139

$155 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel reception area with a large window, a digital display, and a Wi-Fi sign.

A reception desk with a sign stating "We'll leave the light on for you."

A hotel room with a flat-screen TV mounted on a dark wood panel, a desk with a chair, a large mirror above a sink, and a bed with patterned bedding.

A motel with a central courtyard, multiple balconies, and a clear sky.

10. Motel 6 Elkton, MD

Elkton

$70

$78 total

includes taxes & fees

Oct 26 - Oct 27

A hotel with a modern design, featuring a large entrance and multiple windows.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A breakfast bar with a variety of food options including cereal, fruit, yogurt, eggs, and milk.

A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a sink.

11. Holiday Inn Express North East by IHG

North East

$105

$118 total

includes taxes & fees

Nov 22 - Nov 23

An outdoor seating area with fire pits, umbrellas, and modern furniture.

A modern dining area with long wooden tables and leather chairs, large windows, and a brick wall.

A modern indoor pool area with a clear view through large windows, a pool with a blue tiled edge, and a seating area with chairs and a table.

A modern lobby with a wooden ceiling, a large TV, comfortable seating, and a reception desk.

12. Hyatt Place Newark - Main Street

Newark

$156

$173 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bathtub filled with water and rose petals, a sofa, a lamp, and a window with blinds.

A room with a bed, a bottle of wine, two glasses, a tray with rose petals, and a painting on the wall.

A room with a checkered floor, black and white chairs, a fountain, and a stained glass window.

A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn with trees.

13. Elk Forge B&B Inn & Day Spa

Elkton

$116

$123 total

includes taxes & fees

Oct 26 - Oct 27

A multi-story hotel with a prominent 'CANDLEWOOD SUITES' sign, a parking lot with various vehicles, and a clear sky.

A vending area with refrigerated beverage dispensers, a coffee machine, and shelves stocked with snacks and beverages.

A hotel room with a bed, a sofa, a TV, and a desk.

A snack bar with refrigerated beverage dispensers, a microwave, and shelves stocked with snacks and beverages.

14. Candlewood Suites Newark South - University Area by IHG

Newark

$91

$101 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a large bed, two bedside tables, a chair, and two wall-mounted lamps.

A motel with a two-story structure, a covered front porch, and a parking lot.

A computer desk with a monitor, keyboard, and chair in a room with beige walls and a window with blinds.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

15. Red Carpet Inn

Elkton

$79

$89 total

includes taxes & fees

Oct 26 - Oct 27

An indoor swimming pool with clear water, surrounded by glass walls and a tiled floor.

A multi-story hotel with a brick facade and a flagpole with an American flag.

A gym with treadmills, stationary bikes, and dumbbells.

A spacious lobby with a brick fireplace, wicker furniture, and a patterned rug.

16. Homewood Suites by Hilton Newark-Wilmington South Area

Newark

$105

$117 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with two beds, a desk, a chair, a TV, and a wardrobe.

A room with a wooden dresser, a black refrigerator, a television on the wall, a mirror, and a door.

A motel with a sign reading 'Deluxe Inn,' a parking lot, and a building with a beige facade.

A hotel room with two beds, a wooden headboard, a bedside table with a phone, and a wall-mounted air conditioning unit.

17. Deluxe Inn Elkton

Elkton

$76

$85 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a large bed, a desk, a television, and a mirror.

A reception area with a flat-screen TV, two blue armchairs, a coffee station, and a door.

A hotel with a blue and white exterior, a sign reading 'Baymont by Wyndham', and a parking lot with a tree and a car.

A modern bathroom with a glass shower enclosure, a white sink with a mirror, and a toilet.

18. Baymont by Wyndham Newark/Wilmington/Mall Area

Newark

$76

$84 total

includes taxes & fees

Oct 26 - Oct 27

A covered outdoor seating area with two red chairs, a table, and a potted plant.

A hotel room with two beds, a sofa, a small table, and a lamp.

A Red Roof Inn & Suites building with a clear sky in the background.

A self-service beverage station with dispensers, a Coca-Cola refrigerator stocked with various drinks, and a vending machine with snacks.

19. Red Roof Inn & Suites Newark - University

Newark

$74

$82 total

includes taxes & fees

Oct 26 - Oct 27

A Comfort Inn & Suites hotel with a prominent sign, parking lot, and surrounding trees.

A hotel room with a dining table, chairs, a sofa, a small side table, and a potted plant.

A hotel room with a large bed, a desk with a computer, a TV, a mirror, and a wardrobe.

A hotel room with a dining area, a television, and a desk.

20. Comfort Inn & Suites Newark - Wilmington

Newark

$99

$110 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Go beyond your typical stay in Winchester

Check out reviews of Winchester hotels guests love

Holiday Inn Express & Suites Elkton - University Area by IHG

Elkton

10/10 Exceptional

Paula

La Quinta Inn & Suites by Wyndham Newark - Elkton

Elkton

10/10 Exceptional

Sherry

Hampton Inn Elkton

Elkton

10/10 Exceptional

Donna

Courtyard by Marriott Newark-University of Delaware

Newark

10/10 Exceptional

Rachel

SpringHill Suites by Marriott Newark Downtown

Newark

10/10 Exceptional

Samantha

Hyatt Place Newark - Main Street

Newark

10/10 Exceptional

Sabine

Holiday Inn Express North East by IHG

North East

10/10 Exceptional

Kelvin

Comfort Inn & Suites North East

North East

10/10 Exceptional

Anonymous traveler

Elk Forge B&B Inn & Day Spa

Elkton

10/10 Exceptional

Julie

Two children in a swimming pool with water splashing around them.

A hotel room with a large window, a flat-screen TV on a cabinet, a small table, a sofa, and a chair.

A hotel room with a sofa, armchair, dining table, kitchenette, and a bed in the background.

A kitchenette with a microwave, coffee maker, and sink. There is a small table and two chairs.

Holiday Inn Express & Suites Wilmington-Newark by IHG

Newark

10/10 Exceptional

Abdulkaream

Candlewood Suites Newark South - University Area by IHG

Newark

10/10 Exceptional

Ronald

Homewood Suites by Hilton Newark-Wilmington South Area

Newark

10/10 Exceptional

Anonymous traveler

A spacious dining area with high ceilings and large windows, featuring multiple tables and bar stools.

A modern hotel lobby with a reception desk, seating area, and decorative wall art.

A modern lobby with a leather sofa, decorative lighting, and a patterned carpet.

A courtyard with a gazebo, brick buildings, and well-maintained hedges.

Hilton Wilmington/Christiana

Newark

10/10 Exceptional

Anonymous traveler

A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

A hotel room with a coffee machine, a bed, and a window with a view.

A breakfast bar with a variety of food options including cereal, fruit, and yogurt.

A hotel lobby with a sofa, armchairs, a small table, a desk with a computer, and a TV.

Holiday Inn Express & Suites Middletown by IHG

Middletown

10/10 Exceptional

Christine

Frequently Asked Questions

What accommodations do travelers recommend in Winchester?

Guests like Embassy Suites by Hilton Newark Wilmington South, Red Roof Inn & Suites Newark - University and Baymont by Wyndham Newark at University of Delaware.

Can I book a refundable accommodation in Winchester?

If you want the flexibility to change your plans to Winchester, most properties provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Winchester be like during my vacation?

The warmest months in Winchester are usually July and August with an average temp of 73°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are August and July.

Why should I book my Winchester hotel through Hotels.com?

There are plenty of reasons to book your Winchester travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.