Photo by Hyelsinta

Find Cheap Hotels in Winchester, KY

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Cheap Hotels

This weekend
Next weekend

Top Winchester Cheap Hotels

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (979)
"Firm bed, clean room, friendly staff and adequate breakfast. "
The price is NT$2,455
NT$2,707 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Winchester Hotel

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (441)
"Breakfast was really good! "
The price is NT$3,800
NT$4,189 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Winchester

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (756)
"The room was comfortable. The staff was helpful and accommodating. "
The price is NT$2,646
NT$2,917 total
includes taxes & fees
Nov 3 - Nov 4
Baymont by Wyndham Winchester

Red Roof Winchester - Lexington East

2.0 star property
6.6 out of 10, (571)
"Easy to get to, quiet"
The price is NT$1,895
NT$2,089 total
includes taxes & fees
Oct 7 - Oct 8
Red Roof Winchester - Lexington East
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.

Find out more about Winchester

Find out more about Winchester

Discover cheap things to do in Winchester

Winchester, Kentucky, is a hidden gem for budget-conscious travelers seeking memorable experiences without breaking the bank. Start your adventure at the beautiful Fort Boonesborough State Park, where you can explore the historic fort and enjoy a picnic by the river—entry is affordable, and the scenery is breathtaking. Next, visit the Bluegrass Heritage Museum to delve into the rich history of the region; it's a low-cost way to engage with local culture. For a taste of nature, the nearby Lower Howard's Creek Nature Preserve offers free hiking trails and the chance to spot wildlife in a serene environment. If you're looking for family-friendly fun, the Winchester-Clark County Farmers Market is a great spot to sample local produce and crafts, often at bargain prices. For accommodations, check out hotels near the downtown area, where you can enjoy easy access to these attractions while benefiting from competitive rates and attentive service that cater to your needs. This vibrant area allows for leisurely strolls to local eateries where you can savor hearty meals at reasonable prices, making it an ideal base for your Winchester adventure.

Find the best cheap hotels in Winchester

Travelers seeking budget-friendly accommodations in Winchester, Kentucky will find excellent options that provide comfort and essentials without breaking the bank. Here are some top picks that offer great value for money.

Holiday Inn Express Lexington East - Winchester by IHG

  • Why it's great for a budget-friendly vacation: The Holiday Inn Express Lexington East - Winchester is an ideal choice for budget-conscious travelers, an impressive guest review rating of 9.4. Guests can enjoy complimentary breakfast options every day, including a buffet-style selection on weekends, ensuring a hearty start to the day without any extra cost. Additionally, the hotel features free self-parking and an indoor pool, perfect for relaxation after a day of exploring the area.
  • Other amenities: This hotel also offers free Wi-Fi and essential toiletries to enhance guests' comfort. Fitness enthusiasts can take advantage of the 24-hour fitness center, and families will appreciate the availability of cribs and daily housekeeping services. The hotel is committed to providing a seamless stay with accessible features and a welcoming atmosphere that suits every budget traveler.

Hampton Inn Winchester

  • Why it's great for a budget-friendly vacation: The Hampton Inn Winchester is a fantastic option for budget travelers, featuring an impressive review rating of 9.2. Guests can indulge in complimentary breakfast options each morning, including a buffet that caters to various tastes. With free self-parking and a welcoming atmosphere, this hotel provides a great blend of value and comfort for all who stay here.
  • Other amenities: In addition to free Wi-Fi and toiletries, the hotel offers an indoor pool for relaxation and fitness facilities for those looking to stay active. Room amenities include microwaves and air conditioning, while families can utilize free cribs and rollaway beds. The hotel's location in a historical district adds an extra charm to the budget-friendly stay.
  • Nearby attractions: The Holler - 1.17 miles, Lykins Park - 1.18 miles, Bluegrass Heritage Museum - 1.76 miles

Best Western Winchester Hotel

  • Why it's great for a budget-friendly vacation: Budget travelers will feel right at home at the Best Western Winchester Hotel, with a solid review rating of 8.4. The hotel offers complimentary breakfast daily, allowing guests to fuel up for their adventures without any additional expense. With free self-parking, this hotel is convenient for those traveling by car, making it a great base for exploring Winchester and the surrounding areas.
  • Other amenities: Guests can enjoy additional amenities such as free Wi-Fi and air conditioning in their rooms. The hotel features a pool for leisurely afternoons and nearby golfing for those looking to unwind outdoors. In-room conveniences include coffee makers, kitchenettes, and microwaves, ensuring that guests have all the tools they need for a comfortable stay.

Baymont by Wyndham Winchester

  • Why it's great for a budget-friendly vacation: With a review rating of 7.2, the Baymont by Wyndham Winchester provides budget travelers with comfortable accommodations at an affordable price. Guests can enjoy a complimentary continental breakfast daily, making it easy to start the day right. The hotel also offers free self-parking, which is a great perk for those traveling by car or with family.
  • Other amenities: This hotel features free Wi-Fi and essential toiletries for guest convenience. The indoor pool provides a refreshing escape, while additional features include air conditioning and a microwave in guest rooms. With daily housekeeping services and a welcoming atmosphere, guests can feel at ease during their stay.
  • Nearby attractions: The Holler - 1.27 miles, Lykins Park - 1.17 miles, Bluegrass Heritage Museum - 1.87 miles

Comfort Inn

  • Why it's great for a budget-friendly vacation: The Comfort Inn is a solid choice for budget-conscious travelers, holding a review rating of 7.0. This hotel offers free Wi-Fi and self-parking, ensuring guests can stay connected and keep their vehicles secure without any added costs. With a focus on affordability, this hotel provides travelers with a comfortable base to explore Winchester and beyond.
  • Other amenities: Guests can take advantage of indoor pool facilities and fitness center access for unwinding after a day of travel. In-room features such as microwaves and refrigerators add to the convenience of a stay, while daily housekeeping ensures a clean and pleasant environment. Families will appreciate the availability of free amenities for children, making it a great option for all types of budget travelers.

Top Winchester Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What is Winchester like for travelers on a budget?
Winchester has cheap accommodation options and a variety of places to visit, making it a budget-friendly vacation choice. You can find ways to save money while getting to know this destination, which is home to attractions like Bluegrass Heritage Museum, Lykins Park, and Southwind Golf Course.
When is the best time for a budget trip to Winchester?
Weather will likely play an important role when you plan your trip to Winchester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What is there to see and do in Winchester?
Winchester is known for its dining options and offers things to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then plan some activities that cost little or nothing at all. If you're eager to get outdoors, you can enjoy the natural setting at Lykins Park, College Park, or GRCHS Baseball Field.
How can I get to Winchester and get around on a budget?
Scoping out the transportation options in Winchester is a smart way to keep your trip affordable. The closest airport is Blue Grass Airport (LEX), 23 mi (37.1 km) away. Winchester might not have many public transit options so renting a car could be an economical alternative to explore more of the area.