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Our top choices for Winchester hotels

A living room with a fireplace, leather sofa, patterned armchair, and a blue shelving unit.
A gym with treadmills, an elliptical, and a stationary bike.
A hotel entrance with a covered walkway, a parking lot, and a tree in the foreground.
A swimming pool with a tiled deck, a lounge area with chairs, and large windows offering a view of the outdoors.

1. Parkview Inn & Suites Lancaster

Parkview Inn & Suites Lancaster
Dutch Countryside
United States
Nina
$120 nightly
$133 total
Oct 4 - Oct 5
Total with taxes and fees
Parkview Inn & Suites Lancaster
A swimming pool with a water slide and a lifeguard stand.
A modern interior with a fireplace, a balcony, and a wall-mounted picture.
A spacious indoor area with a central staircase, a flat-screen TV, and a wall with framed pictures.
A restaurant with long tables, a TV screen, and a market area.

2. Dutch Wonderland Inn

Dutch Wonderland Inn
Dutch Countryside
United States
Frank
$90 nightly
$100 total
Oct 4 - Oct 5
Total with taxes and fees
Dutch Wonderland Inn
A multi-level hotel lobby with a central water feature, seating areas, and a reception desk.
A spacious indoor area with multiple levels, wooden pergola structures, and a variety of seating arrangements including tables and chairs.
A modern hotel room with a grey sofa, a small table, and a dining area with chairs.
A multi-level hotel atrium with balconies, seating areas, and a central water feature.

3. Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South
Newark
United States
Shante
$114 nightly
$127 total
Sep 20 - Sep 21
Total with taxes and fees
Embassy Suites by Hilton Newark Wilmington South
An indoor water park with multiple slides, a water fountain, and seating areas.
A spacious lobby with a large stone fireplace, modern seating, and large windows with forest views.
An indoor play area with climbing structures, artificial trees, and a sign reading "Howlin' One."
An indoor adventure park with rope bridges, climbing structures, and artificial trees.

4. Great Wolf Lodge Perryville

Great Wolf Lodge Perryville
Perryville
United States
john
$207 nightly
$232 total
Sep 10 - Sep 11
Total with taxes and fees
Great Wolf Lodge Perryville
A lobby with seating, a reception desk, and a cityscape mural on the wall.
A swimming pool with a blue interior, surrounded by lounge chairs and a changing area.
A hotel room with a bed, a sofa, a small table, a TV, and a framed picture 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.

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

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
United States
Christina
$104 nightly
$117 total
Oct 4 - Oct 5
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Newark - Elkton
A spacious lobby with a central seating area, a reception desk, and a chandelier.
A hotel room with a large bed, a desk, a chair, and a sofa.
A spacious living area with a sofa, armchairs, a coffee table, and a patterned rug.
A terrace with white plastic chairs and tables, a red umbrella, and a white picket fence.

6. La Quinta Inn & Suites by Wyndham Lancaster

La Quinta Inn & Suites by Wyndham Lancaster
Dutch Countryside
United States
Kellie
$92 nightly
$102 total
Sep 20 - Sep 21
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lancaster
A breakfast buffet area with a refrigerated display case, various food stations, and wall-mounted light fixtures.
A hotel room with two beds, each with white linens and a red throw blanket. There are wall-mounted lamps and a window with a view.
A reception desk with a computer, a chair, and a window with a view of a silo.
A modern living room with a sofa, ottoman, fireplace, and a TV mounted on the wall.

7. Comfort Inn Lancaster at Rockvale

Comfort Inn Lancaster at Rockvale
Dutch Countryside
United States
John
$101 nightly
$112 total
Sep 20 - Sep 21
Total with taxes and fees
Comfort Inn Lancaster at Rockvale
A serene pond with ducks, surrounded by lush greenery and a gazebo.
A pool area with lounge chairs and tables, surrounded by large windows and potted plants.
A hotel room with a large bed, a nightstand with a lamp, a floral armchair, and a window with curtains.
A playground with a slide, climbing structures, and a small building with a roof.

8. Fulton Steamboat Inn

Fulton Steamboat Inn
Dutch Countryside
United States
Sari
$145 nightly
$161 total
Sep 13 - Sep 14
Total with taxes and fees
Fulton Steamboat Inn
A hotel lobby with a reception desk, a blue sofa, a staircase, and a wooden floor.
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 Baymont Inn & Suites building with a stone facade, large entrance, and a clear blue sky.
A hotel dining area with multiple tables and chairs, a flat-screen TV on the wall, and a door on the right.

9. Baymont by Wyndham Newark at University of Delaware

Baymont by Wyndham Newark at University of Delaware
Newark
United States
Cynthia
$80 nightly
$89 total
Sep 20 - Sep 21
Total with taxes and fees
Baymont by Wyndham Newark at University of Delaware
Casey Jones' Restaurant with a long, narrow dining area featuring rows of tables and chairs.
A restaurant with a long, curved ceiling lined with hanging lights, tables and chairs arranged in rows, and a central aisle leading to a door.
A bedroom with a bed, a desk, two chairs, a round table, and a window with blinds.
A compact living space with a sofa, a small table, a lamp, a ceiling fan, a kitchenette, and a door leading to another room.

10. Red Caboose Motel

Red Caboose Motel
Ronks
United States
Ann Rosette
$78 nightly
$87 total
Sep 28 - Sep 29
Total with taxes and fees
Red Caboose Motel
A row of houses with stone facades, white railings, and outdoor seating areas.
A fireplace with a TV mounted above it displaying a welcome message. A Christmas tree is visible in the background.
A hot tub with a tiled edge and a view of the outdoors through large windows.
A buffet with various food items and serving utensils.

11. Bird in Hand Family Inn

Bird in Hand Family Inn
Bird In Hand
United States
Andrew
$123 nightly
$136 total
Oct 4 - Oct 5
Total with taxes and fees
Bird in Hand Family Inn
A modern kitchen with dark cabinetry, a large island, and a black backsplash with 'EAT' and food-related graphics.
An indoor swimming pool with clear blue water, a sunroof, and lounge chairs.
A modern reception area with a reception desk, a welcome sign, a refrigerator with beverages, and a view through large glass doors.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

12. Hampton Inn Elkton

Hampton Inn Elkton
Elkton
United States
Kristofer
$103 nightly
$115 total
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn Elkton
A DoubleTree by Hilton hotel with a brick facade, large windows, and a covered entrance area.
A conference room with a long table, chairs, and a projector screen.
A hotel corridor with a patterned carpet, a long reception desk, and a row of windows with sheer curtains.
A banquet hall with round tables set for dining, featuring black tablecloths and silver sashes.

13. DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington
Wilmington
United States
Tamra
$106 nightly
$117 total
Sep 20 - Sep 21
Total with taxes and fees
DoubleTree by Hilton Hotel Wilmington
A circular stone fire pit surrounded by wicker furniture and a sofa, with a building in the background.
A modern living room with a fireplace, sofas, armchairs, and a flat-screen TV.
A hotel bathroom with a large mirror, a microwave, and a coffee maker on the countertop.
A hotel room with a bed, a desk, a chair, a sofa, and a TV.

14. Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall
Newark
United States
James
$91 nightly
$101 total
Sep 23 - Sep 24
Total with taxes and fees
Sonesta Select Newark Christiana Mall
An outdoor seating area with fire pits, umbrellas, and modern furniture.
A modern bar area with multiple seating options, including bar stools and cushioned chairs, and a television mounted on the wall.
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.

15. Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street
Newark
United States
Thomas
$156 nightly
$173 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Place Newark - Main Street
A lobby with a curved floor, a reception desk, and seating areas.
A coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.
A buffet with various food items, including omelets and baked goods, displayed in metal trays.
A hotel room with a red sofa, two beds, a desk with a computer, a TV, and a large window with curtains.

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

Holiday Inn Express & Suites Elkton - University Area by IHG
Elkton
United States
Tina
$115 nightly
$129 total
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Express & Suites Elkton - University Area by IHG
An indoor swimming pool with clear water, surrounded by glass walls and a tiled floor.
A spacious lobby with a brick fireplace, wicker furniture, and a patterned rug.
A gym with treadmills, stationary bikes, and dumbbells.
A multi-story hotel with a brick facade and a flagpole with an American flag.

17. Homewood Suites by Hilton Newark-Wilmington South Area

Homewood Suites by Hilton Newark-Wilmington South Area
Newark
United States
Tayonna
$104 nightly
$116 total
Sep 16 - Sep 17
Total with taxes and fees
Homewood Suites by Hilton Newark-Wilmington South Area
A modern kitchen with a large island, wine bottles, and glasses on shelves.
A Staybridge Suites hotel with a modern facade, large windows, and a prominent entrance.
A modern hotel lobby with a sectional sofa, a coffee table, and a TV mounted on the wall.
A hotel room with two beds, a sofa, a small table, and large windows with curtains.

18. Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG
Downtown Wilmington
United States
Peter
$144 nightly
$158 total
Sep 13 - Sep 14
Total with taxes and fees
Staybridge Suites Wilmington Downtown by IHG
A modern kitchen area with a counter, seating, and a coffee machine.
A hotel room with two beds, a desk, and a chair. There are framed artworks on the wall and a window with curtains.
A modern hotel lobby with a central seating area, a flat-screen TV mounted on the wall, and large windows with curtains.
A small, well-organized kitchenette with a microwave, a refrigerator, and shelves stocked with snacks and beverages.

19. Spark by Hilton Exton

Spark by Hilton Exton
Exton
United States
Robert
$73 nightly
$81 total
Oct 4 - Oct 5
Total with taxes and fees
Spark by Hilton Exton
An indoor pool with wooden beams, tiled walls, and sunlit windows.
A hotel lobby with a reception desk, seating area, and a kitchenette.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A hotel room with a desk, office chair, sofa, and two lamps.

20. Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
Bear
United States
Susan
$89 nightly
$99 total
Oct 4 - Oct 5
Total with taxes and fees
Best Western Plus Newark/Christiana Inn
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Top Winchester Hotel Reviews

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"The rooms were very clean and comfortable bed! Bathroom had everything you needed for your stay. The lobby and dining area small but comfortable. Fireplace near. Breakfast was ok,everyone seemed to be enjoy and the staff was ever so pleasant. Check in easy breezy no issues whatsoever! Would definitely stay here again on my next visit to Delaware."
michelle 1-night trip
Posted 14 hours ago
Comfort Inn & Suites Newark - Wilmington
Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

10/10 Excellent
"All was well!"
Clyburn 2-night trip
Posted 1 day ago
Sheraton Suites Wilmington Downtown
Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley

10/10 Excellent
"We always stay here when visiting Longwood gardens staff friendly,rooms are clean."
diane 1-night trip
Posted 1 day ago
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

10/10 Excellent
"Very good I’m so happy"
Ever 2-night trip
Posted 2 days ago
Great Wolf Lodge Perryville
Red Roof Inn & Suites Wilmington - New Castle

Red Roof Inn & Suites Wilmington - New Castle

10/10 Excellent
"Good"
Chileshe 1-night trip
Posted 9 days ago
Red Roof Inn & Suites Wilmington - New Castle

More cheap stays in Winchester

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
$66 nightly
$73 total
Sep 30 - Oct 1
Total with taxes and fees
Quality Inn Newark - Wilmington
Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

1119 S College Avenue Newark DE
$69 nightly
$77 total
Sep 10 - Sep 11
Total with taxes and fees
Red Roof Inn & Suites Newark - University
Red Roof Inn & Suites Wilmington - New Castle

Red Roof Inn & Suites Wilmington - New Castle

1612 North DuPont Highway New Castle DE
$70 nightly
$78 total
Sep 10 - Sep 11
Total with taxes and fees
5.8/10 (999 reviews)
Red Roof Inn & Suites Wilmington - New Castle
Extended Stay America Suites Newark Christiana Wilmington

Extended Stay America Suites Newark Christiana Wilmington

333 Continental Dr Newark DE
$81 nightly
$90 total
Sep 16 - Sep 17
Total with taxes and fees
6/10 (1,000 reviews)
Extended Stay America Suites Newark Christiana Wilmington
Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

600 A Street Wilmington DE
$89 nightly
$98 total
Sep 10 - Sep 11
Total with taxes and fees
Woodspring Suites Wilmington Riverfront
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

875 Pulaski Highway Bear DE
$89 nightly
$99 total
Oct 4 - Oct 5
Total with taxes and fees
Best Western Plus Newark/Christiana Inn

Hotels in Winchester with star-rating

Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is the historic downtown, which is the heart of the city and offers a blend of history and convenience.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?
The best time to visit Winchester, Maryland, is during the spring and fall months, specifically from April to May and September to October. These periods offer pleasant weather conditions that are ideal for exploring the area's attractions.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?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from $73 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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