Hotels in Winchester

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Check prices for these dates

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

Where to stay in Winchester?

Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (686 reviews)
Experience Jacksonville from this comfortable hotel with an indoor pool and fitness center. Located near Prairie Land Heritage Museum and Jacksonville Community Park, guests love the friendly staff and free breakfast, WiFi, and parking.
The price is CNY622
CNY690 total
includes taxes & fees
Jun 28 - Jun 29
Sleep Inn & Suites South 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, (470 reviews)
This quiet hotel features a 24-hour fitness center and refreshing indoor pool, perfect for unwinding after exploring nearby Prairie Land Heritage Museum. Enjoy complimentary breakfast, WiFi, and parking during your peaceful Jacksonville stay.
The price is CNY656
CNY728 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very Good, (795 reviews)
The price is CNY507
CNY578 total
includes taxes & fees
Jun 2 - Jun 3
Best Western Jacksonville Inn
Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (359 reviews)
Discover small-town hospitality at this historic hotel near Pike County Historic Museum and John Greene Shastid House. Work out in the fitness center, grab a bite at the deli, and enjoy convenient free parking and 24-hour front desk service.
The price is CNY575
CNY633 total
includes taxes & fees
Jun 2 - Jun 3
William Watson Hotel
Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (523 reviews)
Wake up to a peaceful morning and complimentary breakfast at this quiet Jacksonville haven. The helpful staff ensures a smooth stay while you explore nearby Prairie Land Heritage Museum. After sightseeing, unwind in the indoor pool or fitness center.
The price is CNY670
CNY763 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn Jacksonville
Standard Room, 2 Queen Beds | Desk, iron/ironing board, free cribs/infant beds, free WiFi

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very Good, (639 reviews)
Discover a serene stay at this Jacksonville motel, known for its peaceful atmosphere and helpful staff. Wake up to a continental breakfast, use free Wi-Fi, and enjoy complimentary parking. Close to Prairie Land Heritage Museum and Community Park.
The price is CNY403
CNY459 total
includes taxes & fees
Jun 21 - Jun 22
Super 8 by Wyndham Jacksonville
Free daily continental breakfast

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (145 reviews)
Experience tranquil comfort at this welcoming hotel near King Park and John Greene Shastid House. Start your day with a continental breakfast before exploring Pittsfield. Return to modern rooms with free WiFi and convenient parking.
The price is CNY797
CNY877 total
includes taxes & fees
Jun 7 - Jun 8
Green Acres Hotel
Desk, blackout drapes, iron/ironing board, free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
7.8 out of 10, Good, (17 reviews)
The price is CNY399
CNY443 total
includes taxes & fees
Jul 1 - Jul 2
Jacksonville Inn & Suites
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (135 reviews)
Escape to this Pittsfield hotel offering free WiFi, parking, and daily on-the-go breakfast. Explore nearby King Park and John Greene Shastid House while enjoying convenient amenities that make your stay effortless and comfortable.
The price is CNY402
CNY442 total
includes taxes & fees
Jun 7 - Jun 8
Rodeway Inn Pittsfield
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (63 reviews)
Minutes from Pittsfield's historic attractions, this welcoming hotel combines comfort with practicality. Enjoy free WiFi and parking while exploring nearby John Greene Shastid House and Pike County Historic Museum. Daily housekeeping ensures a fresh, relaxing stay.
The price is CNY661
CNY727 total
includes taxes & fees
Jun 2 - Jun 3
Monroe Street Suites
Exterior

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (168 reviews)
This budget-friendly motel offers continental breakfast starting at 5:30 AM daily and complimentary self parking. Located near the Small Eli Ferris Wheel and Jacksonville Community Park, the accommodation includes round-the-clock front desk assistance.
The price is CNY440
CNY501 total
includes taxes & fees
Jun 2 - Jun 3
Knights Inn Jacksonville East Morton Ave
Lobby

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (470 reviews)
Tucked near I-72, this welcoming hotel offers free breakfast, WiFi, and parking. Swim year-round in the indoor pool or maintain your workout in the fitness center. Just minutes from Prairie Land Heritage Museum and Jacksonville Community Park.
The price is CNY431
CNY479 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn Jacksonville near I-72
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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Check out reviews of Winchester hotels guests love

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville

10/10 Excellent
"Plenty of parking and the staff was exceptionally helpful"
Evan 1-night trip
Posted 2 days ago
Sleep Inn & Suites South Jacksonville

Frequently asked questions

How much does a hotel room cost in Winchester?
You can choose a great hotel in Winchester from CNY442 with properties to suit all budgets and needs. If you're after an affordable hotel in Winchester that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Winchester hotels?
Discover great deals on Winchester hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Winchester hotels.
Can I book Winchester hotels with free cancellation?
In order to book a refundable Winchester hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
Can I book a refundable hotel in Winchester?
If you need the flexibility to change your travel plans to Winchester, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winchester be like during my visit?
The warmest months in Winchester are usually July and August with an average temp of 73°F. January and February are the chilliest months when the average temp is 35°F. The rainiest months are May and April.
Why should I book my Winchester accommodation with Hotels.com?
There are plenty of reasons to book your Winchester travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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