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Winchester Hotels from S$70

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Check prices for these dates

Tonight
11 Mar - 12 Mar
Tomorrow
12 Mar - 13 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

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Top 10 trending Winchester hotels

Holiday Inn Express Lexington East - Winchester by IHG
In-room safe, desk, laptop workspace, blackout curtains

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (434)
"Very friendly staff. Quick check in and clean rooms"
The price is S$154
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Express Lexington East - Winchester by IHG
Hampton Inn Winchester
Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (411)
"Close to town. "
The price is S$178
includes taxes & fees
16 Mar - 17 Mar
Hampton Inn Winchester
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (896)
"This place was very clean, quiet, and close to many businesses. The rooms were VERY well kept for the price of the stay. They are SERIOUS about their Pet Policy though, so be aware before booking the room."
The price is S$125
includes taxes & fees
19 Mar - 20 Mar
Best Western Winchester Hotel
Value Stays by OYO I-64
Exterior

Value Stays by OYO I-64

2.0 star property
8.6 out of 10, Excellent, (55)
"They don't have elevators "
The price is S$107
includes taxes & fees
19 Mar - 20 Mar
Value Stays by OYO I-64
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (649)
"The Baymont has the potential to get five stars. It's clean the staff was nice. The rooms are of the time period except the bathrooms. Very dated and not what you see in the picture. With that said the shower head sprayed everywhere but the water was hot! Beds were comfy as were the pillows. We always turn the air all the way down and stayed warm under the covers. Breakfast it's free, you can't complain about free. We didn't use the pool but it looked well maintained. The property just sits in a...
The price is S$105
includes taxes & fees
19 Mar - 20 Mar
Baymont by Wyndham Winchester
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (541)
"Friendly staff. Clean comfortable room"
The price is S$83
includes taxes & fees
19 Mar - 20 Mar
Red Roof Winchester - Lexington East
Natural Bridge State Resort Park
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1501)
"We had a great stay. The breakfast was 110% better than expected. The workers there were so friendly and helpful. I would definitely stay there again when I’m in the area."
The price is S$163
includes taxes & fees
19 Mar - 20 Mar
Natural Bridge State Resort Park
Black Bear Lodge Motel
Exterior

Black Bear Lodge Motel

2.5 star property
8.2 out of 10, Very good, (489)
"Room was great and had incredibly easy access to everything you would want to see in the area! The only unfortunate part was that the walls were very thin and not very soundproof, so we were woken up at all hours of the night from noisy neighbors. Other than that, the place was great! Rooms were clean and appeared exactly as described, would recommend to others."
The price is S$125
includes taxes & fees
19 Mar - 20 Mar
Black Bear Lodge Motel
Comfort Inn and Suites
Indoor pool

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (581)
"Room was clean close to restaurants safe area "
The price is S$114
includes taxes & fees
23 Mar - 24 Mar
Comfort Inn and Suites
Ramada Limited Mount Sterling
Lobby sitting area

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (641)
"The hot tub not working 😞"
The price is S$117
includes taxes & fees
15 Mar - 16 Mar
Ramada Limited Mount Sterling
Holiday Inn Express & Suites Mt Sterling North by IHG
Exterior

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
9.0 out of 10, Wonderful, (497)
"Close to a lot things "
The price is S$163
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express & Suites Mt Sterling North by IHG
Best Western Paris Inn
Hypo-allergenic bedding, desk, iron/ironing board, rollaway beds

Best Western Paris Inn

2.5 star property
7.8 out of 10, Good, (285)
"It was great. Very friendly staff "
The price is S$150
includes taxes & fees
19 Mar - 20 Mar
Best Western Paris Inn
Clarion Pointe Richmond North near University
Exterior

Clarion Pointe Richmond North near University

2.5 star property
8.4 out of 10, Very good, (705)
"Nice stay. Well kept. "
The price is S$112
includes taxes & fees
13 Mar - 14 Mar
Clarion Pointe Richmond North near University
Red Roof Inn Richmond, KY
Exterior

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (990)
"Heard tv from adjoining room all night "
The price is S$89
includes taxes & fees
17 Mar - 18 Mar
Red Roof Inn Richmond, KY
Super 8 by Wyndham Richmond
Exterior

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (853)
"Very accessible off of Interstate and Cracker Barrel nearby. What more could you ask for. Very pleasant front desk experience at check-in."
The price is S$82
includes taxes & fees
20 Mar - 21 Mar
Super 8 by Wyndham Richmond
Best Western Richmond Hotel
Indoor pool

Best Western Richmond Hotel

2.5 star property
7.2 out of 10, Good, (1000)
"Property is under reconstruction. Room is excellent, some small things still need doing, simple things like toilet paper holders. I am sure on back order or something. Front desk told us about some things not quite done yet. This can happen anywhere. So, we were fine with that. All in all, wonderful facility. "
The price is S$115
includes taxes & fees
26 Mar - 27 Mar
Best Western Richmond Hotel
Days Inn by Wyndham Richmond
Premium bedding, pillow-top beds, in-room safe, desk

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (276)
"So this particular hotel is one of the cheapest rates and more reasonable stay for long term renters. They actually have pretty decent weekly rates. The breakfast wasn't anything fancy but it was the thought that counts that someone does get up at 5am and brew fresh coffee , fresh fruit and milk and juice . Nice sweet simple breakfast. I love that they have a in site laundry room. I like the privacy too. It's quiet and peaceful and the maids do not bother you when your checking out even if...
The price is S$70
includes taxes & fees
13 Mar - 14 Mar
Days Inn by Wyndham Richmond
Quality Inn Richmond
Exterior

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1001)
"Excellent hotel. Just off the expressway with plenty of places to eat nearby."
The price is S$130
includes taxes & fees
2 Apr - 3 Apr
Quality Inn Richmond
Holiday Inn Express & Suites Richmond by IHG
Exterior

Holiday Inn Express & Suites Richmond by IHG

2.5 star property
9.0 out of 10, Wonderful, (840)
"We were very happy with our stay! Breakfast choices were good plentiful each day! Restaurants and fast food options within walking or short drive. Still I wish hotel or expedia would adjusted my rate charges to the lower rates I heard on check-in. "
The price is S$179
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express & Suites Richmond by IHG
Hampton Inn Richmond
Premium bedding, in-room safe, iron/ironing board, free cots/infant beds

Hampton Inn Richmond

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Very nice experience."
The price is S$148
includes taxes & fees
2 Apr - 3 Apr
Hampton Inn Richmond
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.
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Learn more about Winchester

Trip time! Discover the local cuisine, hiking and football in Winchester.

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Photo by Hyelsinta
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Frequently asked questions

What's the best place to stay in Winchester?

Holiday Inn Express Lexington East - Winchester by IHG is ranked highly by Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend Hampton Inn Winchester and Value Stays by OYO I-64 as top options for your visit. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's the best budget-friendly accommodation in Winchester?

Based on reviews, Red Roof Inn Lexington - Winchester is a popular hotel for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Winchester.

What's the best family accommodation in Winchester?

Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Also, attractions in the area such as Lexington Ice Center and Paradise Cove Aquatic Center are fun for children of all ages. Find more child-friendly accommodations in Winchester.

What is the top LGBTQ-friendly accommodation in Winchester?

Holiday Inn Express Lexington East - Winchester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Red Roof Winchester - Lexington East and Hampton Inn Winchester are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best dog-friendly accommodation option in Winchester?

Baymont by Wyndham Winchester is a top dog-friendly hotel, and offers an indoor pool and a fitness centre for its human guests. Other good options to stay with your pet include Value Stays by OYO I-64 and Red Roof Winchester - Lexington East. See more pet-friendly hotel accommodations in Winchester.

What's the best golf hotel in Winchester?

House on Belmont is a B&B featuring free breakfast and laundry facilities, and it's a top choice for golfing nearby. Visit Southwind Golf Course or Cassell Creek Golf Course to perfect your golf swing. See more golf hotels in Winchester.

What are some accommodation options with pools in Winchester?

Baymont by Wyndham Winchester is a top hotel with a pool, free breakfast and free WiFi. Other choices that offer an on-site pool include Hampton Inn Winchester and Best Western Winchester Hotel. View all hotels with pools in Winchester.

What is the best spa hotel in Winchester?

Baymont by Wyndham Winchester is a top spa hotel featuring a pool and a fitness centre. See all spa hotels in Winchester.

How is it to stay in Winchester?

Visitors to Winchester will definitely enjoy the restaurants. Tourists can also enjoy the city's coffee shops, shopping and football games. A top sight in the area is Kentucky Horse Park. In Winchester, there are 19 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Natural beauty is on display at Lykins Park, College Park and GRCHS Baseball Field. A couple of additional sights to add to your itinerary are Bluegrass Heritage Museum and Southwind Golf Course. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.