Book Cheap Hotels in Winchester

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Check prices in Winchester for tonight, Dec 24 - Dec 25
Dec 24 - Dec 25
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Check prices in Winchester for this weekend, Dec 26 - Dec 28
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Jan 2 - Jan 4

Most frequently booked Winchester hotels

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !

Winchester OH
11.75 km from city centre
Get rates
Stay at this cabin in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Adams Lake State Park is located nearby.
Kitchen
Washer
Countryside Inn & Suites

Countryside Inn & Suites

2.5 out of 5
100 Leininger Street Mount Orab OH
Free cancellation
Reserve now, pay when you stay
25.88 km from city centre
The price is CA $136 per night
CA $136
CA $154 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Stay at this hotel in Mount Orab. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Pool
Breakfast included
Beverly hills inn

Beverly hills inn

2.5 out of 5
1830 U.S. 52 Aberdeen OH
Free cancellation
Reserve now, pay when you stay
31.72 km from city centre
The price is CA $59 per night
CA $59
CA $66 total
Dec 25 - Dec 26
includes taxes & fees
Book a stay at this business-friendly hotel in Aberdeen. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Pogue Distillery and Cummins Nature Preserve are located nearby.
Pool
Pet-friendly
Brown's Motel Aberdeen

Brown's Motel Aberdeen

2 out of 5
1055 US HWY 52 Aberdeen OH
Free cancellation
Reserve now, pay when you stay
33 km from city centre
The price is CA $68 per night
CA $68
CA $76 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Stay at this motel in Aberdeen. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kentucky Gateway Museum Center and Old Pogue Distillery are located nearby.
Breakfast included
Pet-friendly
French Quarter Inn

French Quarter Inn

3 out of 5
25 East McDonald Parkway Maysville KY
Free cancellation
Reserve now, pay when you stay
34.1 km from city centre
The price is CA $151 per night
CA $151
CA $168 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Maysville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Russell Theatre and Kentucky Gateway Museum Center are located nearby.
Pool
Breakfast included
Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro

2.5 out of 5
103 Harry Sauner Rd Hillsboro OH
Free cancellation
Reserve now, pay when you stay
32.04 km from city centre
The price is CA $134 per night
CA $134
CA $147 total
Dec 27 - Dec 28
includes taxes & fees
Book a stay at this business-friendly hotel in Hillsboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hillsboro Public Library and Hillsboro Elks Country Club are located nearby.
Pool
Breakfast included
Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky

2.5 out of 5
484 Moody Dr Maysville KY
Free cancellation
Reserve now, pay when you stay
35.03 km from city centre
The price is CA $88 per night
CA $88
CA $98 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Maysville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Underground Railroad Museum and Kentucky Gateway Museum Center are located nearby.
Breakfast included
Pet-friendly
Paragon Inn Hillsboro

Paragon Inn Hillsboro

2 out of 5
883 W Main St Hillsboro OH
Free cancellation
Reserve now, pay when you stay
29.17 km from city centre
The price is CA $98 per night
CA $98
CA $109 total
Dec 26 - Dec 27
includes taxes & fees
Stay at this motel in Hillsboro. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hillsboro Public Library and Hillsboro Elks Country Club are located nearby.
Parking included
Free WiFi
Quality Inn Seaman

Quality Inn Seaman

2.5 out of 5
55 Stern Dr Seaman OH
Free cancellation
Reserve now, pay when you stay
7.33 km from city centre
The price is CA $111 per night
CA $111
CA $122 total
Dec 31 - Jan 1, 2026
includes taxes & fees
Stay at this hotel in Seaman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Pool
Breakfast included
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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.

Winchester hotels essential information

Accommodation
148 hotels
Lowest Price
CA $66
Highest Price
CA $168
Popular hotels
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !, Countryside Inn & Suites, Beverly hills inn, Brown's Motel Aberdeen, French Quarter Inn, Days Inn by Wyndham Hillsboro, Days Inn by Wyndham Maysville Kentucky, Paragon Inn Hillsboro, Quality Inn Seaman

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
Take some of the worries out of traveling with youngsters by booking a family-friendly hotel in Winchester. From well-thought-out amenities to extra services, these properties come with perks that'll make your getaway run like a dream: Budget Host Inn will help make your getaway the best one yet. It features a host of conveniences aimed at families, such as front desk services and housekeeping services. Quality Inn is another top pick. After a big day of exploring Winchester, return to your comfy room and perks like a swimming pool and complimentary breakfast.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is CA $66 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 148 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during August, September and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, February and April.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Brown's Motel Aberdeen

Brown's Motel Aberdeen

5 out of 5
Posted 6 days ago
Travelocity Verified Review
"Exceeded expectations, but in the two story area, had ground floor room but in the upstairs people were walking around half the night and it was very loud waking us numerous times,. "
A verified traveller stayed at Brown's Motel Aberdeen
Brown's Motel Aberdeen

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