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Aug 23 - Aug 24
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Compare 614 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Winchester hotels

Staybridge Suites Wilmington Downtown by IHG
Park view

Staybridge Suites Wilmington Downtown by IHG

3.0 star property
9.4 out of 10, Exceptional, (823)
"Nice bed and plenty of restaurant near by"
The price is ￥19,837
￥21,821 total
includes taxes & fees
Aug 28 - Aug 29
Staybridge Suites Wilmington Downtown by IHG
Hyatt Place Wilmington Riverfront
Exterior

Hyatt Place Wilmington Riverfront

3.0 star property
9.2 out of 10, Wonderful, (935)
"The property is in a great location and parking is free and ample."
The price is ￥19,837
￥21,820 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Wilmington Riverfront
Sheraton Suites Wilmington Downtown
Lobby lounge

Sheraton Suites Wilmington Downtown

3.5 star property
8.2 out of 10, Very Good, (1000)
"Great stay"
The price is ￥18,691
￥20,560 total
includes taxes & fees
Aug 28 - Aug 29
Sheraton Suites Wilmington Downtown
Red Roof Inn Perryville
Property grounds

Red Roof Inn Perryville

2.0 star property
9.4 out of 10, Exceptional, (30)
"Amazing location, staff and cleanliness is top notch. "
The price is ￥10,330
￥11,570 total
includes taxes & fees
Sep 7 - Sep 8
Red Roof Inn Perryville
Homewood Suites by Hilton Wilmington Downtown
Terrace/patio

Homewood Suites by Hilton Wilmington Downtown

3.0 star property
8.8 out of 10, Excellent, (735)
"Overall a terrific stay."
The price is ￥21,108
￥23,219 total
includes taxes & fees
Aug 31 - Sep 1
Homewood Suites by Hilton Wilmington Downtown
DoubleTree by Hilton Downtown Wilmington - Legal District
Breakfast, lunch and dinner served

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1004)
"I love the location. Will definitely stay again."
The price is ￥12,531
￥13,784 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Downtown Wilmington - Legal District
Comfort Inn and Suites
Lobby

Comfort Inn and Suites

2.5 star property
7.8 out of 10, Good, (606)
"Girls who checked us in were super friendly and nice !!"
The price is ￥14,202
￥15,908 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn and Suites
Sonesta ES Suites Wilmington - Newark
Outdoor pool, pool umbrellas, sun loungers

Sonesta ES Suites Wilmington - Newark

3.0 star property
7.6 out of 10, Good, (977)
"Great breakfast and very comfortable beds!"
The price is ￥12,784
￥14,190 total
includes taxes & fees
Sep 3 - Sep 4
Sonesta ES Suites Wilmington - Newark
The Westin Wilmington
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

The Westin Wilmington

4.0 star property
8.8 out of 10, Excellent, (828)
"Restaurant was delicious, staff were very helpful and friendly."
The price is ￥28,962
￥31,859 total
includes taxes & fees
Aug 31 - Sep 1
The Westin Wilmington
Hilton Garden Inn Kennett Square
Exterior

Hilton Garden Inn Kennett Square

3.0 star property
8.4 out of 10, Very Good, (908)
"Beautiful hotel front desk friendly and efficient. Would stay again "
The price is ￥18,610
￥20,657 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Kennett Square
Super 8 by Wyndham Havre De Grace Aberdeen Area
Standard Room, 2 Queen Beds | In-room safe, desk, soundproofing, rollaway beds

Super 8 by Wyndham Havre De Grace Aberdeen Area

2.0 star property
6.6 out of 10, (943)
"Front desk lady was super friendly helpfull dollor general close clean room great value"
The price is ￥8,618
￥9,652 total
includes taxes & fees
Aug 31 - Sep 1
Super 8 by Wyndham Havre De Grace Aberdeen Area
Holiday Inn Express North East by IHG
Outdoor pool

Holiday Inn Express North East by IHG

2.5 star property
8.4 out of 10, Very Good, (512)
"Absolutely amazing experience! Awesome and understanding staff and incredible weekend breakfast options!! Thank you! "
The price is ￥13,665
￥15,305 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express North East by IHG
Four Points by Sheraton Newark Christiana Wilmington
Exterior

Four Points by Sheraton Newark Christiana Wilmington

3.0 star property
8.2 out of 10, Very Good, (914)
"Great stay "
The price is ￥13,754
￥15,267 total
includes taxes & fees
Aug 26 - Aug 27
Four Points by Sheraton Newark Christiana Wilmington
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (264)
"I’ve stayed here a few times now and everyone is so pleasant and helpful. "
The price is ￥15,135
￥16,800 total
includes taxes & fees
Sep 4 - Sep 5
Fairfield Inn & Suites by Marriott Middletown
Residence Inn by Marriott Wilmington Downtown
Reception

Residence Inn by Marriott Wilmington Downtown

3.0 star property
8.0 out of 10, Very Good, (310)
"It was in the heart of downtown Wilmington,DE however, without the traffic of bigger cities "
The price is ￥19,837
￥21,820 total
includes taxes & fees
Aug 28 - Aug 29
Residence Inn by Marriott Wilmington Downtown
Courtyard By Marriott New Castle
Property amenity

Courtyard By Marriott New Castle

3.0 star property
8.6 out of 10, Excellent, (210)
"Great Stay"
The price is ￥16,751
￥18,593 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard By Marriott New Castle
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Pillowtop beds, desk, iron/ironing board, free cribs/infant beds

Fairfield Inn by Marriott Kennett Square Brandywine Valley

2.5 star property
8.8 out of 10, Excellent, (1002)
"Stay here whenever in the area,never disappointed!"
The price is ￥18,661
￥20,713 total
includes taxes & fees
Sep 14 - Sep 15
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Red Roof Inn & Suites Wilmington - New Castle
Lobby lounge

Red Roof Inn & Suites Wilmington - New Castle

2.0 star property
5.8 out of 10, (999)
"Just a one night stay for us and our cat on the way to Myrtle Beach. We appreciate pet friendly hotels!"
The price is ￥9,840
￥10,922 total
includes taxes & fees
Aug 27 - Aug 28
Red Roof Inn & Suites Wilmington - New Castle
The Inn at Montchanin Village, a Historic Hotel of America
Exterior

The Inn at Montchanin Village, a Historic Hotel of America

3.5 star property
9.2 out of 10, Wonderful, (356)
"Very friendly staff and the dinner I had at the restaurant was delicious. I would suggest that the bathroom in the room I stayed in is in need of renovation. Other than that, I enjoyed my stay and the location was great."
The Inn at Montchanin Village, a Historic Hotel of America
Travel Inn
Standard Room, 2 Double Beds, Smoking | Desk, free WiFi

Travel Inn

2.5 star property
7.0 out of 10, Good, (201)
"Best place to stay "
The price is ￥9,311
￥10,335 total
includes taxes & fees
Aug 25 - Aug 26
Travel Inn
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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Learn more about Winchester

Head to Fair Hill State Natural Resources Management Area and University of Delaware Botanic Gardens—just two of the sights around Winchester.

See all hotels in Winchester

Top Winchester Hotel Reviews

Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

10/10 Excellent
"This is a well run business. The front desk is particularly impressive with client-management and response to needs. Ms. Carol is one seasoned veteran in that regard, firm but very fair. Professional yet warm enough to accommodate your needs but just come correct and be honest. Customers should just endeavor to respect the property because some dog owners are unscrupulous by not picking up after their pets with human size poops. Overall, I’d recommend Sonesta ES without any reservation and in clear conscience. "
Olubunmi 2-night trip
Posted 4 days ago
Sonesta ES Suites Wilmington - Newark

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 Extended Stay America Suites Newark Christiana Wilmington and Red Roof Inn & Suites Newark - University. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

Chesapeake Bay House with Dock & Private Beach: Visitors like this Winchester vacation home rental. It is located on the beach and has a fireplace, a patio, 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 and your friends and family can relax into your vacation with amenities like a selection of games. 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 615 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.