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Our top choices for Winchester hotels

Super 8 by Wyndham Havre De Grace Aberdeen Area

Super 8 by Wyndham Havre De Grace Aberdeen Area
2.0 star property
Havre De Grace
6.6 out of 10, (974 reviews)
  • cleanliness
    Explore Havre De Grace from this well-situated hotel with free breakfast and parking.
"There were no healthy options offered, not even hard-boiled eggs. I guess they haven't seen the new food pyramid!"
United States
Carleen Lyden
The price is ¥8,222
¥9,208 total
includes taxes & fees
Feb 8 - Feb 9
Super 8 by Wyndham Havre De Grace Aberdeen Area

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (535 reviews)
  • cleanliness
    Step into old-world charm at this B&B with free breakfast and waterfront dining.
"a wonderful place to stay with super friendly staff. easy walks to downtown and restaurants. stayed here before and definitely will be back"
United States
Dieter
Vandiver Inn

Wingate by Wyndham North East

Wingate by Wyndham North East
2.5 star property
North East
8.0 out of 10, Very Good, (957 reviews)
  • cleanliness
    Enjoy waterfront comfort and fitness amenities near North East train station.
"Good stay. The room was clean, bed was super comfortable and the shower was great. "
United States
DeAnda
The price is ¥13,791
¥15,445 total
includes taxes & fees
Feb 2 - Feb 3
Wingate by Wyndham North East

Pleasant Hill Motel

Pleasant Hill Motel
2.5 star property
Middletown
7.2 out of 10, Good, (169 reviews)
  • cleanliness
    Enjoy free perks and 24-hour room service at this convenient Middletown retreat.
"Front desk was great room was very clean will stay here again"
United States
Wayne Mark
The price is ¥16,044
¥17,810 total
includes taxes & fees
Feb 2 - Feb 3
Pleasant Hill Motel

Comfort Inn & Suites North East

Comfort Inn & Suites North East
2.5 star property
North East
7.8 out of 10, Good, (657 reviews)
  • cleanliness
    Experience a quiet retreat near Milburn Stone Theater with an indoor pool.
"Great stay"
United States
Tina
The price is ¥13,093
¥14,665 total
includes taxes & fees
Feb 2 - Feb 3
Comfort Inn & Suites North East

The Bookhouse Hotel

The Bookhouse Hotel
2.0 star property
Kennett Square
9.6 out of 10, Exceptional, (44 reviews)
  • cleanliness
    Visit Kennett Square and unwind minutes from Longwood Gardens.
"Outstanding! Great Location, awesome room and extremely comfy bed!"
United States
John
The price is ¥26,146
¥31,599 total
includes taxes & fees
Feb 3 - Feb 4
The Bookhouse Hotel

Artelo

Artelo
2.0 star property
Kennett Square
9.8 out of 10, Exceptional, (100 reviews)
  • cleanliness
    Charming hotel near Longwood Gardens, offers free WiFi and serene atmosphere.
"Great place "
United States
Justin
The price is ¥19,535
¥21,684 total
includes taxes & fees
Feb 3 - Feb 4
Artelo

Holiday Inn Express North East by IHG

Holiday Inn Express North East by IHG
2.5 star property
North East
8.4 out of 10, Very Good, (551 reviews)
  • cleanliness
    Enjoy a refreshing stay in North East with a sparkling pool and fitness center nearby.
"The room was clean and the staff was friendly and helpful."
United States
Mary Jane
The price is ¥13,775
¥15,427 total
includes taxes & fees
Feb 4 - Feb 5
Holiday Inn Express North East by IHG

Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (86 reviews)
  • cleanliness
    Historic bed and breakfast in Odessa with hiking trails and complimentary full breakfast.
"The Provence room was beautiful, Heather and TJ were very warm and friendly. Everything was exceptionally clean. No complaints. "
United States
Matthew
The price is ¥36,528
¥38,172 total
includes taxes & fees
Feb 2 - Feb 3
Miller-Dunham House Bed & Breakfast

Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square
3.0 star property
Kennett Square
8.4 out of 10, Very Good, (947 reviews)
  • cleanliness
    Modern Kennett Square hotel offers fitness, dining, and free parking nearby gardens.
"Excellent accommodations "
United States
pat
The price is ¥17,642
¥19,584 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Garden Inn Kennett Square

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (340 reviews)
  • cleanliness
    Comfortable stay near Westown with indoor pool and complimentary breakfast.
"Clean room, great staff, recommended. "
United States
Tom
The price is ¥14,998
¥16,648 total
includes taxes & fees
Feb 8 - Feb 9
Fairfield Inn & Suites by Marriott Middletown

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (873 reviews)
  • cleanliness
    Enjoy a relaxing stay near Westown with free breakfast and parking at this hotel.
"Amazing stay"
United States
Katiana
The price is ¥14,723
¥16,342 total
includes taxes & fees
Feb 10 - Feb 11
Hampton Inn Middletown

Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (507 reviews)
  • cleanliness
    Explore the charm of Chesapeake City at this waterfront B&B with daily gourmet breakfast.
"Ed was very welcoming and the location is amazing."
United States
Jennifer
The price is ¥24,350
¥25,811 total
includes taxes & fees
Feb 4 - Feb 5
Inn At The Canal Bed & Breakfast

Red Carpet Inn

Red Carpet Inn
2.0 star property
Elkton
6.4 out of 10, (458 reviews)
  • cleanliness
    Classic hotel near University of Delaware with easy highway access.
"Room was clean and the price was reasonable. "
United States
Jared
The price is ¥11,608
¥13,000 total
includes taxes & fees
Feb 2 - Feb 3
Red Carpet Inn

Travelodge by Wyndham Elkton University Area

Travelodge by Wyndham Elkton University Area
2.0 star property
Elkton
5.2 out of 10, (500 reviews)
  • cleanliness
    Stay within a short drive to University of Delaware in this modern hotel.
"Love the location "
United States
Mark
The price is ¥9,612
¥10,764 total
includes taxes & fees
Feb 20 - Feb 21
Travelodge by Wyndham Elkton University Area

Residence Inn by Marriott Newark, DE

Residence Inn by Marriott Newark, DE
3.0 star property
Newark
8.8 out of 10, Excellent, (23 reviews)
  • cleanliness
    Modern Newark hotel near Christiana Mall with indoor pool.
"all aspects of this facility were wonderful from the room to staff breakfast all top of the line thank you "
United States
Bret
The price is ¥16,972
¥18,839 total
includes taxes & fees
Feb 8 - Feb 9
Residence Inn by Marriott Newark, DE

Elkton Lodge - Newark - Elkton - University Gateway

Elkton Lodge - Newark - Elkton - University Gateway
2.0 star property
Elkton
8.6 out of 10, Excellent, (26 reviews)
  • cleanliness
    Welcoming hotel near University of Delaware with free parking and WiFi.
"Affordable clean place to stay. "
United States
Christa
Elkton Lodge - Newark - Elkton - University Gateway

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, (659 reviews)
  • cleanliness
    Experience a convenient stay in Middletown with an indoor pool and 24-hour fitness center.
"Room was great the staff is so friendly every visit !!!!!"
United States
Dennis
The price is ¥13,930
¥15,462 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Middletown by IHG

Relax Inn

Relax Inn
2.0 star property
New Castle
6.6 out of 10, (16 reviews)
"clean, quiet, and low cost. Who could ask for more?"
United States
Jefferson
The price is ¥10,458
¥11,609 total
includes taxes & fees
Feb 2 - Feb 3
Relax Inn

Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
2.5 star property
Bear
8.4 out of 10, Very Good, (144 reviews)
"Great location "
United States
suzanne
The price is ¥11,709
¥12,997 total
includes taxes & fees
Feb 8 - Feb 9
Best Western Plus Newark/Christiana 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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Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

What's the best place for a stay in Winchester?
Quality Inn Newark - Wilmington, 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 Sonesta Select Newark Christiana Mall and Great Wolf Lodge Perryville. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals in Winchester?
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: Visitors like this Winchester vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 652 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 Equestrian Center, Fair Hill State Natural Resources Management Area, and University of Delaware Botanic Gardens. You'll also find Bob Carpenter Center and Fred Rust Ice Arena 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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