Hotels in Winchester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Where to stay in Winchester?

Exterior
Sleep Inn & Suites South Jacksonville
Sleep Inn & Suites South Jacksonville
Sleep Inn & Suites South Jacksonville
2.5 star property
Jacksonville
9.4 out of 10, Exceptional, (624 reviews)
The price is CNY559
CNY621 total
includes taxes & fees
Jan 18 - Jan 19
Sleep Inn & Suites South Jacksonville
Indoor pool
Best Western Jacksonville Inn
Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very Good, (753 reviews)
The price is CNY523
CNY596 total
includes taxes & fees
Feb 9 - Feb 10
Best Western Jacksonville Inn
Free daily on-the-go breakfast
Rodeway Inn Pittsfield
Rodeway Inn Pittsfield
Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (127 reviews)
The price is CNY415
CNY456 total
includes taxes & fees
Feb 10 - Feb 11
Rodeway Inn Pittsfield
Breakfast meal
William Watson Hotel
William Watson Hotel
William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348 reviews)
The price is CNY594
CNY653 total
includes taxes & fees
Jan 11 - Jan 12
William Watson Hotel
Hallway
Monroe Street Suites
Monroe Street Suites
Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (57 reviews)
The price is CNY683
CNY751 total
includes taxes & fees
Jan 11 - Jan 12
Monroe Street Suites
Restaurant
Hampton Inn Jacksonville
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (501 reviews)
The price is CNY567
CNY646 total
includes taxes & fees
Jan 16 - Jan 17
Hampton Inn Jacksonville
Front of property
Villa DeWolf
Villa DeWolf
Villa DeWolf
4.0 star property
Jacksonville
10.0 out of 10, Exceptional, (11 reviews)
Villa DeWolf
Free daily continental breakfast
Green Acres Hotel
Green Acres Hotel
Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141 reviews)
The price is CNY748
CNY823 total
includes taxes & fees
Jan 12 - Jan 13
Green Acres Hotel
Exterior
Holiday Inn Express Hotel & Suites Jacksonville by IHG
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, (443 reviews)
The price is CNY580
CNY643 total
includes taxes & fees
Jan 13 - Jan 14
Holiday Inn Express Hotel & Suites Jacksonville by IHG
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
Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very Good, (619 reviews)
The price is CNY386
CNY440 total
includes taxes & fees
Jan 25 - Jan 26
Super 8 by Wyndham Jacksonville
Exterior
Knights Inn Jacksonville East Morton Ave
Knights Inn Jacksonville East Morton Ave
Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (165 reviews)
The price is CNY454
CNY517 total
includes taxes & fees
Jan 11 - Jan 12
Knights Inn Jacksonville East Morton Ave
Lobby
Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (439 reviews)
The price is CNY409
CNY453 total
includes taxes & fees
Jan 16 - Jan 17
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.
View all properties

Budget hotels in Winchester and vicinity

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

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very Good, (619)
The price is CNY386
CNY440 total
includes taxes & fees
Jan 25 - Jan 26
Super 8 by Wyndham Jacksonville
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.
View all budget hotels

Check out reviews of Winchester hotels guests love

Best Western Jacksonville Inn

Best Western Jacksonville Inn

10/10 Excellent
"Check-in was easy! No hassles! Room is clean and the TV works😊"
Jennifer 1-night trip
Posted 3 days ago
Best Western Jacksonville Inn

Frequently asked questions

How much does a hotel room cost in Winchester?
You can choose a great hotel in Winchester from CNY440 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.

Keep exploring