Title: Book the Best CHEAP Hotels in Winchester, KY from CA $94 - Winchester Cheap Hotels | Expedia.ca

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Photo by Nawa Aseen

# Find Cheap Hotels in Winchester, KY from CA $94

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## Check availability on Winchester Cheap Hotels

Tonight

[Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property)

Tomorrow

[Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property)

## Our top choices for Winchester cheap hotels

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/a8fad05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/fa38a8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/0c1c9483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/407ca96d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Lexington East - Winchester by IHG

[](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information)

Winchester

9.4/10

Exceptional

(527)

"The room was clean, bed was very comfortable and the staff couldn’t have been nicer!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stevy

CA $120

CA $133 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/6ff0bc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/b31a6feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/e0cd2102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/7e83f7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Winchester - Lexington East

[](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information)

Winchester

6.4/10

(587)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Walter

CA $85

CA $94 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/c13e7282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/cbda8326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/8485fa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Winchester Hotel

[](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information)

Winchester

8.4/10

Very good

(1000)

"Clean room, friendly and fast check in service and had a great nights sleep "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia

CA $99

CA $109 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/2f002c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/acf9d056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/1ed60932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/9eec7934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Winchester

[](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information)

Winchester

7.0/10

Good

(353)

"The pool had no water. There was no pool available. There wasn't any hot water in our room. Unless you run it for 15/20 min"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

teresa

CA $100

CA $111 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/ffbaf3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/f6477704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/8040bdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/f8cf164e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Winchester

[](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information)

Winchester

7.2/10

Good

(772)

"The room was all that we expected very good. Staff was very friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

LEROY

CA $111

CA $122 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information)

![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/09a180f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/b2646625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/93f7fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winchester

[](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information)

Winchester

9.2/10

Wonderful

(452)

"Would stay there again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia

CA $168

CA $186 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/60df97aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/0538137e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/33a8f318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/812dcf31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Value Stay

[](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information)

Winchester

7.8/10

Good

(126)

"Awesome rooms and service"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brandon

CA $92

CA $101 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/67000000/66970000/66967800/66967709/41b51721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/67000000/66970000/66967800/66967709/64885117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/67000000/66970000/66967800/66967709/1233198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/67000000/66970000/66967800/66967709/59ab2339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### avid hotel Lexington - Hamburg Area by IHG

[](https://www.expedia.ca/Lexington-Hotels-Avid-Hotels-Lexington-Hamburg-Area.h66967709.Hotel-Information)

Lexington

9.2/10

Wonderful

(880)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy

CA $96

CA $111 total

includes taxes & fees

Jan 23 - Jan 24, 2026

[](https://www.expedia.ca/Lexington-Hotels-Avid-Hotels-Lexington-Hamburg-Area.h66967709.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/10569f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/5c80a240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/a68d39be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

[](https://www.expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information)

Lexington

8.8/10

Excellent

(1215)

"Love love love this hotel. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kirsten

CA $124

CA $144 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/6ec64b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/04172dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/a903a375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/98302d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Lexington North

[](https://www.expedia.ca/Lexington-Hotels-Fairfield-Inn-Suites-By-Marriott-Lexington-North.h2803646.Hotel-Information)

Lexington

8.6/10

Excellent

(1010)

"Perfect for overnight stay! Great breakfast "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Lawrence

CA $97

CA $113 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Lexington-Hotels-Fairfield-Inn-Suites-By-Marriott-Lexington-North.h2803646.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-14&endDate=2026-01-15&regionId=7876&adults=2&sort=BUDGET&openPlayBack=true)

## Find out more about Winchester

### Discover cheap things to do in Winchester

Winchester, Kentucky, offers a delightful mix of attractions and activities that won't break the bank for budget-conscious travellers. Start your journey at the beautiful Red River Gorge, where you can explore stunning hiking trails and witness breathtaking rock formations—all for free! Next, visit the Clark County Museum, showcasing the local history and culture; entry is affordable, making it a great spot for families. The vibrant downtown area is perfect for leisurely strolls, where you can pop into charming shops and cafes to discover local crafts and treats. For a taste of nature, head to the scenic Jim Beam Distillery for a free tour and tasting, where you can learn about the bourbon-making process and enjoy a small sample. When it comes to dining, check out the local diners and food trucks offering hearty meals at budget-friendly prices. Consider staying near Main Street, where you can easily access these attractions while enjoying the warm hospitality of local inns and affordable hotels, ensuring a comfortable base for your adventures in this charming town.

### Find the best cheap hotels in Winchester 

Winchester offers a range of budget-friendly hotels that provide excellent value without compromising on comfort. Here are some top choices for cost-conscious travelers looking for a pleasant stay.  
  
[**Holiday Inn Express Lexington East - Winchester by IHG**](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information)  

- **Why it's great for a budget-friendly vacation:** The Holiday Inn Express Lexington East - Winchester is an ideal choice for budget travelers seeking quality and convenience. With an impressive guest review rating of 9.4, it features complimentary breakfast options every day, including a buffet on weekends, ensuring guests start their day right without extra costs. The hotel also provides free Wi-Fi and self-parking, making it perfect for those looking to save on travel expenses.
- **Other amenities:** Guests can enjoy an indoor pool and a 24-hour fitness centre for their leisure and exercise needs. The hotel also offers free toiletries, daily housekeeping, and accessible parking. For added convenience, there are microwaves in rooms, making it easy to prepare snacks or light meals during your stay.
  
[**Hampton Inn Winchester**](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information)  

- **Why it's great for a budget-friendly vacation:** The Hampton Inn Winchester is a prime choice for budget travelers, an excellent review rating of 9.2\. This hotel offers a complimentary breakfast, ensuring that guests can fuel up for their day ahead without spending extra. With amenities such as free Wi-Fi and self-parking, it caters perfectly to cost-conscious visitors.
- **Other amenities:** Guests can enjoy an indoor pool and access to fitness facilities, making it easy to maintain an active lifestyle. The hotel also provides free toiletries and daily housekeeping, ensuring comfort throughout the stay. Additional options include rollaway beds, a historical district location, and accessible parking.
- **Nearby attractions:** The Holler - 1.9 km, Lykins Park - 1.9 km, Bluegrass Heritage Museum - 2.8 km
  
[**Best Western Winchester Hotel**](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information)  

- **Why it's great for a budget-friendly vacation:** With a solid review rating of 8.4, the Best Western Winchester Hotel stands out for its affordability and range of amenities. Guests can look forward to a complimentary breakfast each day, including a full breakfast option. The hotel also offers free Wi-Fi and self-parking, making it a great pick for budget-conscious travelers who appreciate convenience and comfort.
- **Other amenities:** This hotel features an outdoor pool, kitchenette options in rooms, and air conditioning for a comfortable stay. The hotel also provides daily housekeeping and is located near golf courses for those looking to enjoy some leisure activities. Additional features include coffee and tea makers, refrigerators, and free amenities for children.
  
[**Baymont by Wyndham Winchester**](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information)  

- **Why it's great for a budget-friendly vacation:** The Baymont by Wyndham Winchester is a budget-friendly hotel with a review rating of 7.2, making it a great choice for travellers on a budget. The hotel serves free continental breakfast daily and offers free Wi-Fi, along with self-parking, ensuring guests can enjoy a straightforward experience without added costs.
- **Other amenities:** Guests will appreciate the indoor pool and fitness facilities available at the hotel. Additional conveniences include air conditioning in rooms, free toiletries, and daily housekeeping. There are also microwaves and options for pets, making it a versatile choice for various travellers.
- **Nearby attractions:** The Holler - 2 km, Lykins Park - 1.9 km, Bluegrass Heritage Museum - 3 km
  
[**Comfort Inn**](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information)  

- **Why it's great for a budget-friendly vacation:** Comfort Inn provides an affordable stay with a review rating of 7.0, perfect for those looking to minimise expenses while enjoying a comfortable experience. The hotel offers free Wi-Fi and self-parking for guests, ensuring a cost-effective trip.
- **Other amenities:** This hotel features an indoor pool and fitness facilities for leisure and exercise. Guests will find conveniences such as daily housekeeping, air conditioning, and microwaves in rooms. The hotel also offers parking for RVs, buses, and trucks, making it suitable for a diverse range of travellers.

## Top Winchester Hotel Reviews

![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f_y.jpg)

### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent

"Check in staff were terrific, very helpful with local recommendations for walking park and dinner options. Great fitness center and quiet clean rooms. Highly recommend "

[](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information)

![Baymont by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/ffbaf3eb_y.jpg)

### Baymont by Wyndham Winchester

10/10 Excellent

"Everything was perfect. "

[](https://expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information)

![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg)

### Elwood Hotel & Suites

10/10 Excellent

"Clean"

[](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information)

![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg)

### Hyatt Regency Lexington

10/10 Excellent

"Friendly staff! Great location "

[](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information)

![Spark by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg)

### Spark by Hilton Lexington Hamburg

10/10 Excellent

"Not enough menu only had cereal and bagel "

[](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information)

![Embassy Suites by Hilton Lexington Green](https://images.trvl-media.com/lodging/1000000/10000/1600/1598/1dd182aa_y.jpg)

### Embassy Suites by Hilton Lexington Green

10/10 Excellent

"The staff member was so friendly! She even gave my kids some baggies with activities in them for them to do!"

[](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-Lexington-Green.h1598.Hotel-Information)

![Motel 6 Lexington, KY - Airport](https://images.trvl-media.com/lodging/1000000/20000/18500/18423/0a65cd84_y.jpg)

### Motel 6 Lexington, KY - Airport

10/10 Excellent

"Welcoming "

[](https://expedia.ca/Lexington-Hotels-Motel-6-Lexington.h18423.Hotel-Information)

![Best Western Winchester Hotel](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1_y.jpg)

### Best Western Winchester Hotel

10/10 Excellent

"This is our 2nd time staying here. Convenient stop on our trip. Rooms are clean and well maintained. The night check in guy Jared was very friendly & helpful. "

[](https://expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information)

## Frequently asked questions

### Which are the best hotels to stay in Winchester as a budget traveler?

> The Hampton Inn Winchester, with a stellar 9.2 rating, consistently receives praise for its friendly and helpful staff, clean rooms, and convenient parking. Guests particularly appreciate the complimentary breakfast and free WiFi, ensuring a comfortable and well-connected stay.
> 
>   
> Another highly-rated option at 9.2 is the Holiday Inn Express Lexington East - Winchester by IHG. This hotel stands out for its professional staff, comfortable and clean rooms, and a great complimentary breakfast, including weekend options. Free WiFi and parking add to its appeal for budget travellers.
> 
>   
> The Best Western Winchester Hotel, rated 8.4, offers spacious and clean rooms with comfy beds. Guests frequently highlight the friendly staff and the great complimentary full breakfast.

### How much does a budget hotel in Winchester cost?

### Which area of Winchester is best to stay in for cheap hotels?

> Solo travellers will find that these locations provide practical lodging options without sacrificing accessibility. Many of these establishments are within easy reach of local eateries and shops, allowing for quick and affordable meals. Additionally, being close to major roads simplifies navigation if you're exploring the broader Bluegrass region by car, with attractions like Lexington and its horse farms just a short drive away.

### What are the top-rated cheap hotels for families in Winchester?

> The Hampton Inn Winchester boasts an impressive 9.2 rating and is frequently praised by guests for its friendly and helpful staff, clean and great rooms, and convenient parking. Families will appreciate the complimentary breakfast, free Wi-Fi, and free self-parking, all of which contribute to a great value stay.
> 
>   
> Another highly-rated choice is the Holiday Inn Express Lexington East - Winchester by IHG, also with a 9.2 rating. This hotel is known for its professional and friendly staff, comfortable and clean rooms, and a great complimentary breakfast, which is also available on weekends.

### What cheap hotels in Winchester offer complimentary breakfast?

> The Hampton Inn Winchester, with an impressive 9.2 rating, offers a free buffet breakfast daily, ensuring a great start to your day. Guests frequently praise the friendly and helpful staff, as well as the clean and great rooms. Free WiFi and convenient free self-parking are also provided.
> 
>   
> Another highly-rated option is the Holiday Inn Express Lexington East - Winchester by IHG, also boasting a 9.2 rating. This hotel provides a free breakfast, including a buffet, every day of the week. Reviewers often highlight the friendly and professional staff and the comfortable, clean rooms. Free WiFi and free self-parking add to the convenience.
> 
>   
> The Best Western Winchester Hotel, rated 8.4, includes a free full breakfast. Guests appreciate the clean and spacious rooms, the friendly staff, and the comfortable beds. Free wired internet and free self-parking are also available.
> 
>   
> Finally, the Baymont by Wyndham Winchester, with a 7.2 rating, offers a free continental breakfast. This hotel is known for its excellent and spacious rooms, good value, and wonderful staff.

### When is the most affordable time to visit Winchester?

> For solo travellers, visiting in late autumn can be particularly appealing. The vibrant fall foliage adds a special touch to the landscape, creating a pleasant atmosphere for exploring the area without the summer crowds. Accommodation options, including charming bed and breakfasts or smaller inns, often have reduced rates. You can enjoy the historic downtown without the peak season bustle, making it easier to find deals on local eateries and attractions.
> 
>   
> Late winter, from January to March, also presents good value for money. While the weather might be cooler, this period allows for a more tranquil experience, and you'll find some of the lowest prices for stays. Many local businesses still offer their services, and you can often discover special off-season promotions.

### What are the best cheap hotels in Winchester with a pool?

> The Holiday Inn Express Lexington East - Winchester by IHG, with a 9.2 rating, offers a fantastic indoor pool and complimentary Wi-Fi. Guests frequently praise the friendly and professional staff, as well as the comfortable and clean rooms. A great free breakfast, including a buffet option, is also a highlight for many visitors.
> 
>   
> Another highly-rated option is the Hampton Inn Winchester, scoring a 9.2\. This hotel provides a seasonal outdoor pool, free Wi-Fi, and complimentary self-parking. Reviewers often mention the helpful and friendly staff, along with the clean and great rooms. A free breakfast is also provided, ensuring a good start to your day.
> 
>   
> The [Best Western Winchester Hotel](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information), rated 8.4, features a seasonal outdoor pool and offers free Wi-Fi and self-parking. Guests appreciate the clean and spacious rooms, the friendly staff, and the great free full breakfast.
> 
>   
> [Baymont by Wyndham Winchester](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information), with a 7.2 rating, provides an indoor pool, free Wi-Fi, and complimentary self-parking. Reviewers frequently praise the excellent and large rooms, the good price, and the wonderful staff. A free continental breakfast is also available.

### Are there any cheap Winchester hotels near Wiseman Park?

> The Best Western Winchester Hotel has an 8.4 rating and offers excellent value with complimentary breakfast and free wired internet access, ensuring you stay connected without extra costs. Guests frequently praise the clean and spacious rooms, and the friendly staff are often highlighted in reviews.

### Is Winchester a budget-friendly destination?

> Accommodation options in Winchester tend to be more affordable than in larger Kentucky cities, with several comfortable hotels and guesthouses providing excellent value. Couples can find charming stays close to the historic downtown, while families might appreciate options with more space just a short drive from the centre.
> 
>   
> Many of Winchester's attractions are free or very low-cost. Couples can enjoy leisurely strolls through the historic downtown, admiring the beautiful architecture and browsing local shops. Families will find plenty of open spaces for picnics and play. The area also boasts scenic drives through the bluegrass countryside, offering picturesque views at no charge. For those interested in the region's heritage, visiting local distilleries often includes tours with tasting opportunities that are either free or have a nominal fee.
> 
>   
> Dining in Winchester is also very reasonable. You'll find a range of local eateries serving up delicious Southern comfort food at prices lower than in major metropolitan areas. Many cafes offer hearty breakfasts and lunches that won't strain your wallet, superb for families and couples looking to dine out affordably.

### What cheap hotels in Winchester offer cooking facilities or kitchenettes?

> The 3-star Best Western Winchester Hotel, with an 8.4 rating, offers a kitchenette in its rooms, providing excellent value for guests who prefer to prepare their own meals. Additionally, guests can enjoy a complimentary breakfast each morning and free parking, further enhancing its appeal as a practical and affordable choice.

### Which cheap hotels in Winchester have good reviews for customer service?

> Hampton Inn Winchester, with a 9.2 rating, is frequently highlighted by guests for its nice service and friendly, helpful staff. It offers excellent value with amenities such as free wired and wireless internet in public areas, free self-parking, and a complimentary buffet breakfast.
> 
>   
> Another highly-rated option is the Holiday Inn Express Lexington East - Winchester by IHG, also boasting a 9.2 rating. Customers consistently mention the great customer service and friendly, professional staff. Guests can enjoy free WiFi, free self-parking, complimentary toiletries, and a free buffet breakfast, including on weekends.
> 
>   
> The Best Western Winchester Hotel, with an 8.4 rating, is another reliable choice where the staff are often described as nice and friendly.

### Are there any cheap hotels in Winchester that allow for late check-out or early check-in?

> The [Red Roof Inn Winchester - Lexington East](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information) offers both early check-in and late check-out options, though the specific charges for these services are variable. It provides convenient amenities like free WiFi and complimentary self-parking, including space for RVs, buses, and trucks. Guests often appreciate the free coffee available.
> 
>   
> Another good option is [Value Stay](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information), which has an 8.0 rating. This hotel also offers early check-in and late check-out, with variable charges. Guests frequently mention the comfortable and clean rooms, along with the friendly and nice staff. Its excellent customer service and great location are often highlighted in reviews. Amenities include free WiFi, complimentary toiletries, and free self-parking, with ample space for larger vehicles.
> 
>   
> A good tip for any hotel is to contact them directly after booking.

### How can I save on a budget hotel in Winchester with Expedia?

### What free activities should we do in Winchester?

> For those who enjoy the outdoors, a visit to the Clark County Public Library is more than just a chance to browse books; it's also home to the Winchester-Clark County Farmers' Market on Saturdays, where you can experience the local produce and crafts even if you're just window shopping. Additionally, the nearby trails at the Lower Howard's Creek Nature and Heritage Preserve offer a chance to hike and connect with nature, providing stunning views and a tranquil escape.

### Is it cheaper to book flights and a hotel in Winchester as a package?

### Can I cancel my budget hotel reservation on Expedia?

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