Find hotels in Winchester, MD from ￥9,250

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Dec 12 - Dec 13
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Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

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Our top choices for Winchester hotels

Exterior
Hyatt Place Wilmington Riverfront

Hyatt Place Wilmington Riverfront

Hyatt Place Wilmington Riverfront
3.0 star property
Riverfront
9.2 out of 10, Wonderful, (1001)
"Staff are very friendly and helpful. Clean comfortable room, great location."
United States
janet
The price is ￥22,336
￥24,569 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt Place Wilmington Riverfront
Lobby
Hotel Du Pont

Hotel Du Pont

Hotel Du Pont
4.5 star property
Downtown Wilmington
8.8 out of 10, Excellent, (644)
"Wonderful hotel. "
United States
Nicole
The price is ￥43,319
￥47,651 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Du Pont
Exterior
Inn at Mendenhall

Inn at Mendenhall

Inn at Mendenhall
4.0 star property
Chadds Ford
9.0 out of 10, Wonderful, (1003)
"Room was spotless and updated, friendly staff, great happy hour. "
United States
Paula
The price is ￥19,281
￥21,402 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inn at Mendenhall
Garden
The Inn at Montchanin Village, a Historic Hotel of America

The Inn at Montchanin Village, a Historic Hotel of America

The Inn at Montchanin Village, a Historic Hotel of America
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (382)
"I will definitely stay again!"
United States
Joshua
The Inn at Montchanin Village, a Historic Hotel of America
Free daily buffet breakfast
Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana
2.5 star property
Newark
8.4 out of 10, Very Good, (1008)
"Great stay very accommodating!"
United States
Tamir
The price is ￥15,701
￥17,429 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn & Suites Wilmington Christiana
Restaurant
The Quoin Hotel

The Quoin Hotel

The Quoin Hotel
4.0 star property
Downtown Wilmington
9.6 out of 10, Exceptional, (121)
"We had a great overnight stay for a wedding. Wished we could have stayed longer! Unique hotel with a great vibe. "
United States
Neal
The Quoin Hotel
Terrace/patio
Homewood Suites by Hilton Wilmington Downtown

Homewood Suites by Hilton Wilmington Downtown

Homewood Suites by Hilton Wilmington Downtown
3.0 star property
Riverfront
8.8 out of 10, Excellent, (775)
"Staff was nice, room was clean - stayed for a weekend getaway and enjoyed myself. Thank you and will be back soon : ) "
United States
Jayonna
The price is ￥19,778
￥21,757 total
includes taxes & fees
Dec 21 - Dec 22
Homewood Suites by Hilton Wilmington Downtown
Terrace/patio
Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street
3.0 star property
Newark
9.4 out of 10, Exceptional, (408)
"Always Great when i stay here"
United States
David
The price is ￥16,389
￥18,192 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt Place Newark - Main Street
Interior
Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG
2.5 star property
Newark
9.4 out of 10, Exceptional, (1000)
"Clean room, reasonable pricing, free parking, great breakfast."
United States
Keith
The price is ￥15,238
￥16,914 total
includes taxes & fees
Dec 26 - Dec 27
Holiday Inn Express & Suites Wilmington-Newark by IHG
Lobby
Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley
2.5 star property
Kennett Square
8.8 out of 10, Excellent, (1002)
"Very efficient and friendly front desk"
United States
Randy
The price is ￥18,348
￥20,366 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
The Westin Wilmington

The Westin Wilmington

The Westin Wilmington
4.0 star property
Riverfront
8.8 out of 10, Excellent, (845)
"GREAT room!!"
United States
Kristin
The price is ￥25,049
￥27,555 total
includes taxes & fees
Dec 19 - Dec 20
The Westin Wilmington
Exterior
Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG
3.0 star property
Downtown Wilmington
9.4 out of 10, Exceptional, (926)
"Excellent hotel!"
United States
Dana
The price is ￥18,970
￥20,867 total
includes taxes & fees
Dec 21 - Dec 22
Staybridge Suites Wilmington Downtown by IHG
Breakfast and dinner served
Four Points by Sheraton Newark Christiana Wilmington

Four Points by Sheraton Newark Christiana Wilmington

Four Points by Sheraton Newark Christiana Wilmington
3.0 star property
Newark
8.2 out of 10, Very Good, (978)
"Nice place"
United States
Nelida
The price is ￥13,854
￥15,378 total
includes taxes & fees
Dec 21 - Dec 22
Four Points by Sheraton Newark Christiana Wilmington
Indoor pool
Hampton Inn Middletown

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (861)
"The breakfast was was very good with lots of options depending on your dietary needs."
United States
Terry
The price is ￥14,429
￥16,015 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hampton Inn Middletown
Bar (on property)
Courtyard by Marriott Wilmington Downtown

Courtyard by Marriott Wilmington Downtown

Courtyard by Marriott Wilmington Downtown
3.0 star property
Downtown Wilmington
8.4 out of 10, Very Good, (604)
"It was okay. I probably would not stay there again. "
United States
Nadirah
The price is ￥18,348
￥20,183 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Wilmington Downtown
Brandywine | Jetted tub
Elk Forge B&B Inn & Day Spa

Elk Forge B&B Inn & Day Spa

Elk Forge B&B Inn & Day Spa
2.5 star property
Elkton
8.8 out of 10, Excellent, (183)
"A beautiful little B&B, provides a snapshot of yesteryear and I appreciate that. Room was clean, and the surrounding area is absolutely beautiful, with a park nearby for walks. "
United States
Sarah
Elk Forge B&B Inn & Day Spa
Exterior
Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square
3.0 star property
Kennett Square
8.4 out of 10, Very Good, (931)
"Great place to stay!"
United States
Kimberly j
The price is ￥17,290
￥19,192 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hilton Garden Inn Kennett Square
Terrace/patio
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall
3.0 star property
Newark
7.6 out of 10, Good, (1202)
"Everything was great "
United States
Cheryl
The price is ￥14,406
￥15,990 total
includes taxes & fees
Dec 14 - Dec 15
Sonesta Select Newark Christiana Mall
Exterior
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (648)
"The room was great and the staff was even better!"
United States
STEVEN
The price is ￥14,172
￥15,731 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Holiday Inn Express & Suites Middletown by IHG
Property amenity
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (320)
"The room was spotless, courteous staff, and a wonderful breakfast to start my day "
United States
Alan
The price is ￥16,793
￥18,640 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Middletown
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

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"Easy check-in, friendly staff, clean comfortable rooms, good breakfast. "
alice 1-night trip
Posted 6 days ago
Comfort Inn & Suites Newark - Wilmington

More cheap stays in Winchester

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
The price is ￥9,236 per night from Dec 13 to Dec 14
￥9,236
￥10,252 total
Dec 13 - Dec 14
includes taxes & fees
5/10 (1,000 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
Sonesta Select Newark Christiana Mall, located 11.6 mi (18.7 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Quality Inn Newark - Wilmington and DoubleTree by Hilton Downtown Wilmington - Legal District. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals in Winchester?
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront: Visitors like this Winchester vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For additional details about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.
What is staying in Winchester like?
Visitors are sure to enjoy all that Winchester has to offer. There are 639 hotels and other accommodations in the surrounding area. Find out more about Winchester.
What should I see while I'm in Winchester?
Places to visit in the wider area include Fair Hill State Natural Resources Management Area, University of Delaware Botanic Gardens, and Bob Carpenter Center. You'll also find Fred Rust Ice Arena and Newark Shopping Center in the area. Check out what more to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 50 inches.

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