Luxury Hotels & Resorts in Winchester

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Check availability on Winchester Luxury Hotels

Tonight
24 Mar - 25 Mar
Tomorrow
25 Mar - 26 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (510 reviews)
"The staff was great. We were worried staying at a pet-friendly hotel, but the property and our room looked and smelled fresh and clean. My only complaint is that the beds were too firm for my taste. "
United States
Ellen
The price is AU$132
includes taxes & fees
2 Apr - 3 Apr
Hampton Inn Jacksonville
Exterior

Holiday Inn Express Hotel & Suites Jacksonville by IHG

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2.5 star property
Jacksonville
7.8 out of 10, Good, (454 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is AU$139
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (653 reviews)
"Staff was friendly, rooms were clean, breakfast was good."
United States
Brett
The price is AU$125
includes taxes & fees
12 Apr - 13 Apr
Sleep Inn & Suites South Jacksonville
Free daily continental breakfast

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (143 reviews)
"Great stay"
United States
Jeramy
The price is AU$200
includes taxes & fees
26 Mar - 27 Mar
Green Acres Hotel
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (60 reviews)
"A unique luxurious find for rest and respite on a long trip home. Would stay here again, without any hesitation!"
United States
Donna
The price is AU$153
includes taxes & fees
26 Mar - 27 Mar
Monroe Street Suites
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (763 reviews)
"Inexpensive, clean friendly place to sleep."
United States
Rodney
The price is AU$122
includes taxes & fees
29 Mar - 30 Mar
Best Western Jacksonville Inn
Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is AU$124
includes taxes & fees
4 Apr - 5 Apr
William Watson Hotel
Desk, blackout curtains, iron/ironing board, free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
6.0 out of 10, (4 reviews)
"TV didn’t work properly. Bathtub dripped all night long. No hot water for shower. No complimentary breakfast served as advertised. Very dissatisfied with stay and refused refund by management. "
United States
Marvin
The price is AU$111
includes taxes & fees
26 Mar - 27 Mar
Jacksonville Inn & Suites
Standard Room, 2 Queen Beds

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (625 reviews)
"Nice clean room, nice staff and the breakfast is great..."
United States
Mickey
The price is AU$90
includes taxes & fees
9 Apr - 10 Apr
Super 8 by Wyndham Jacksonville
Exterior

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Murrayville
9.8 out of 10, Exceptional, (63 reviews)
"We had such a great experience staying here. The property was beautiful and the hosts were very welcoming and friendly. The property was very pet friendly as well. We will definitely go back for the peace and quiet!"
United States
Mandy S.
The price is AU$200
includes taxes & fees
26 Mar - 27 Mar
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
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

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winchester?
Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Winchester offers.
When can I expect good weather in Winchester?
Planning for the weather is an important factor for making your trip to Winchester a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Winchester is 1234 mm.
What's there to see and do in Winchester?
Enjoy Winchester and visit Morgan County Fairgrounds, Future Champions Sport Complex and Lake Jacksonville. If you have extra time while you're in the area, you might want to stop by Governor Duncan Mansion and Jacksonville Community Park.

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