Photo by Hyelsinta

Winchester Hotels from S$83

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Check Winchester hotel prices

Tomorrow night
This weekend
Next weekend

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 trending Winchester hotels

Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester
2.5 star property
9.4 out of 10, Exceptional, (355)
"Rooms were great and clean. The walls were thin. You could hear the neighbors talking. "
The price is S$217
per night
28 May - 29 May
Hampton Inn Winchester
Exterior
TownePlace Suites by Marriott Richmond
2.5 star property
9.4 out of 10, Exceptional, (251)
"Safe was outstanding. Very kind and helpful. "
The price is S$313
per night
19 May - 20 May
TownePlace Suites by Marriott Richmond
In-room safe, desk, laptop workspace, blackout curtains
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (332)
"Clean and easy to get to"
The price is S$177
per night
5 May - 6 May
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Blue Heron B&B and Retreat Center
3.5 star property
9.2 out of 10, Wonderful, (27)
"Very lovely place to stay"
Blue Heron B&B and Retreat Center
Exterior
Holiday Inn Express & Suites Richmond, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (750)
"Newly remodeled property! The room was beautiful and clean. Only concern neither TVs worked but when we mentioned it the staff when checking out they were very apologetic and made it right. I’d say overall it was an excellent property to stay at and already booked our rooms for family weekend! "
The price is S$165
per night
8 May - 9 May
Holiday Inn Express & Suites Richmond, an IHG Hotel
Premium bedding, in-room safe, iron/ironing board, free cots/infant beds
Hampton Inn Richmond
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Nice"
The price is S$152
per night
27 May - 28 May
Hampton Inn Richmond
Property grounds
The Bennett House Bed & Breakfast
3.0 star property
8.8 out of 10, Excellent, (90)
"Our reservations were canceled due to the corona virus. Unfortunately, we were not informed of this by expedia. Owners were very gracious and offered us a room, minus breakfast. We were delighted with the guest house and hope to return and enjoy their highly praised breakfast when life returns to normal!"
The Bennett House Bed & Breakfast
Exterior
Clarion Pointe Richmond North near University
2.5 star property
8.6 out of 10, Excellent, (557)
"The front desk attendant at check in was so nice, walking us outside to point out our room in the other building and she gave the BEST recommendation for dinner. We hope to book next week on our return "
The price is S$108
per night
7 May - 8 May
Clarion Pointe Richmond North near University
Exterior
Quality Inn Richmond
2.5 star property
8.6 out of 10, Excellent, (941)
"Recent renovations, quiet, good value overall. Staff was friendly. Would stay there again."
The price is S$155
per night
19 May - 20 May
Quality Inn Richmond
Reception
Tru by Hilton Richmond
2.5 star property
8.6 out of 10, Excellent, (253)
"This in my opinion is good for 1 night stay, breakfast was good. Coffee was really good. "
The price is S$195
per night
1 May - 2 May
Tru by Hilton Richmond
Gym
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
2.5 star property
8.4 out of 10, Very good, (1518)
"Clean , safe and very helpful staff "
The price is S$143
per night
5 May - 6 May
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Seasonal outdoor pool
Best Western Winchester Hotel
2.5 star property
8.4 out of 10, Very good, (809)
"We really enjoyed our stay. The room was clean and nice. Outside is dated but the rooms were good. Service was excellent, and the breakfast was great. Lots of choices and staff really kept everything stocked. My only issue was the beds were much too firm for me, personally, it was difficult to sleep. But otherwise I'd recommend staying here!"
The price is S$135
per night
8 May - 9 May
Best Western Winchester Hotel
Lobby sitting area
Hotel Lex
2.5 star property
7.8 out of 10, Good, (100)
"Overall the hotel was very nice... You could tell it was being renovated... I really don't have any dislikes about it "
The price is S$207
per night
1 May - 2 May
Hotel Lex
Exterior
Red Roof Inn Richmond, KY
2.5 star property
7.6 out of 10, Good, (845)
"Clean safe and quiet !!"
The price is S$109
per night
5 May - 6 May
Red Roof Inn Richmond, KY
Exterior
Super 8 by Wyndham Richmond
2.0 star property
7.6 out of 10, Good, (771)
"The staff was great! My room was clean and accommodating. "
The price is S$113
per night
7 May - 8 May
Super 8 by Wyndham Richmond
Desk, laptop workspace, iron/ironing board, free cots/infant beds
Comfort Suites Richmond
2.5 star property
7.6 out of 10, Good, (594)
"This hotel is clean. Staff is always friendly and helpful. Beds and pillows are very comfortable. Atmosphere feels safe. Never had any problems. We stay here several times per year for business purposes."
The price is S$156
per night
7 May - 8 May
Comfort Suites Richmond
Lobby
Comfort Inn Hamburg Area / I-75 Lexington
2.5 star property
7.4 out of 10, Good, (512)
"Very accommodating and very pleasant staff!"
The price is S$119
per night
5 May - 6 May
Comfort Inn Hamburg Area / I-75 Lexington
Indoor pool
Best Western Richmond Hotel
2.5 star property
7.4 out of 10, Good, (1000)
"My room was spacious, clean and the bed is comfortable. The shower was amazing! The staff was very friendly and accommodating. "
The price is S$117
per night
7 May - 8 May
Best Western Richmond Hotel
Lobby
Days Inn by Wyndham Lexington Southeast
2.0 star property
7.0 out of 10, Good, (641)
"Was very surprised and please when entering the room smelled very clean and was a good clean room and the beds were very comfy tv channel selection not best but I can definitely over look that. Price and location right off interstate great! Would stay again! "
The price is S$83
per night
12 May - 13 May
Days Inn by Wyndham Lexington Southeast
Lobby
Baymont by Wyndham Winchester
2.5 star property
7.0 out of 10, Good, (579)
"Nice hotel. Very clean. Stairs instead of elevator, so if you are unable to use stairs, be sure to request a first floor room. "
The price is S$120
per night
1 May - 2 May
Baymont by Wyndham Winchester
Don't see what you're looking for?
See all available properties in Winchester
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.

More cheap stays in Winchester

Hotels near Winchester Attractions

Winchester hotels information

Number of reviews
5,347
Accommodation
1,206 hotels
Lowest Price
S$83
Highest Price
S$313

Frequently asked questions

What's the best place to stay in Winchester?

Hampton Inn Winchester is ranked highly by Expedia customers. This hotel offers free breakfast and free parking. Reviews from our site also recommend Holiday Inn Express Lexington East - Winchester, an IHG Hotel and Best Western Winchester Hotel 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 Explorium are fun for children of all ages. Find more child-friendly accommodations in Winchester.

What is the top LGBTQ-friendly accommodation in Winchester?

Best Western Winchester Hotel is a top LGBTQ-friendly hotel that features free breakfast and free parking. Hampton Inn Winchester and Holiday Inn Express Lexington East - Winchester, an IHG Hotel 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 Best Western Winchester Hotel and Hampton Inn Winchester. 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. A couple of other options that feature an on-site pool include Best Western Winchester Hotel and Comfort Inn. 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. In Winchester, there are 17 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

The picturesque setting of Lykins Park and Community Park exemplify the area's natural beauty. 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.

Recent Reviews in Winchester
Expedia verified reviews