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Cheap Hotels in Winchester, KY from $69

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Top Winchester Cheap Hotels

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (1001)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
$89 nightly
The price is $98
Dec 14 - Dec 15
Total with taxes and fees
Best Western Winchester Hotel

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (450)
"Would stay there again"
United States
Patricia
$111 nightly
The price is $123
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Winchester

Baymont by Wyndham Winchester

2.5 star property
Winchester
7.2 out of 10, Good, (770)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
$80 nightly
The price is $88
Dec 21 - Dec 22
Total with taxes and fees
Baymont by Wyndham Winchester

Red Roof Inn Winchester - Lexington East

2.0 star property
Winchester
6.4 out of 10, (585)
"Great stay"
United States
Walter
$62 nightly
The price is $69
Dec 11 - Dec 12
Total with taxes and fees
Red Roof Inn 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

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.

How can I get cheap hotels in Winchester?

Best tips to find a cheap hotel in Winchester

  1. If you're looking to travel to Winchester on a budget, you'll be happy to know that you can find hotels for as low as $69. Of course, that price is affected by amenities, star rating, and even the time of year you visit. At most, hotel prices can be as high as $123. Staying a short amount of time in Winchester is an effective way to reduce hotel costs.

  2. When you cut your vacation down to just a few days, you don't have to worry as much about hotel prices since you don't have that many nights to stay. For budget hotels in Winchester, 3 to 4 days should be all the nights you need. That's generally enough to enjoy the city's top attractions, though there's certainly enough to do to warrant a week-long trip.

  3. When booking cheap hotel rooms in Winchester, it's typically best to book about 3 weeks in advance. Book further in advance than that and you could be paying too much for your room, as hotels will often overestimate future demand. However, if you wait too long, you might find that the hotel has been completely booked.

  4. When you utilize search filters on Expedia, you'll be able to narrow down your results in a flash. These search filters cover a wide variety of factors you may be interested in when it comes to finding a cheap hotel in Winchester, including amenities such as Free Breakfast, 2-star rating, or proximity to local attractions. You can even set filters for price limits to ensure that all the displayed results are within your budget.

Top Winchester Hotel Reviews

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 Cassell Creek Golf Course, Bluegrass Heritage Museum, and Winchester Opera House.
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 College Park, GRCHS Baseball Field, or Community Park.
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.

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