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Winchester Hotels from S$69

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Tonight
10 Oct - 11 Oct
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11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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Our top choices for Winchester hotels

A golf course with a pond, trees, and a clear sky.
A kitchen with a granite countertop, a stainless steel sink, wooden cabinets, a coffee maker, and a trash can.
A kitchenette with a refrigerator, coffee machine, and a microwave. There is a sign indicating a meeting room.
An indoor swimming pool with clear water, a white chair, and windows allowing natural light.

1. Randolph Inn and Suites

Randolph Inn and Suites
Winchester
United States
Courtney
S$139
includes taxes & fees
27 Oct - 28 Oct
Randolph Inn and Suites
A spacious indoor area with multiple seating arrangements, including tables and chairs, and large windows offering views of the outdoors.
A modern hotel room with a desk, chairs, a computer, and a couch.
A reception area with two reception desks, a central counter, and a sign for Holiday Inn Express & Suites.
A gym with cardio machines, a pool, and large windows offering a view of the outdoors.

2. Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG
Portland
United States
Mary
S$158
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express & Suites Portland by IHG
A hotel room with a large bed, a desk with a computer, a chair, and a TV.
A narrow hallway with a microwave and trash bin on the left, leading to a door with a sign.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a door in the background.
A reception area with a stone wall, a reception desk, and a seating area with patterned chairs.

3. Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
Richmond
United States
Gerard
S$111
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Richmond I-70
A hotel room with two beds, a desk with a TV, a dresser, and a window with curtains.
A two-story building with a brick facade, a covered entrance, and a clear sky.
A reception desk with a wooden counter, a clock, and a no-smoking sign.
Two vending machines with snack options and a drink dispenser.

4. Motel 6 Portland, IN

Motel 6 Portland, IN
Portland
United States
Tommy
S$90
includes taxes & fees
1 Nov - 2 Nov
Motel 6 Portland, IN
A modern bistro bar with a wooden counter, a refrigerated display, and a menu board.
A Courtyard by Marriott hotel with a modern facade, multiple floors, and a parking lot in front.
A modern bar area with a wooden counter, bar stools, and a menu board above.
A circular outdoor seating area with a fire pit, surrounded by wicker chairs and a brick wall.

5. Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center
Muncie
United States
Jennifer
S$157
includes taxes & fees
18 Oct - 19 Oct
Courtyard Muncie at Horizon Convention Center
A hotel room with two beds, each with a purple bedspread and white pillows. There are framed artworks on the walls and a nightstand with a lamp between the beds.
A television on a wooden dresser in a hotel room.
A compact room with a microwave on a small black appliance, a blue ironing board, a lamp, and a wall-mounted ironing board.
A motel with a brick facade, multiple balconies, and a parking lot with several vehicles.

6. Hoosier Inn

Hoosier Inn
Portland
United States
Larry E
S$116
includes taxes & fees
7 Nov - 8 Nov
Hoosier Inn
A reception desk with a blue and white color scheme, a logo for 'SureStay by BEST WESTERN', and a geometric patterned wall.
A room with multiple wooden tables and benches, a pool table, and a green arcade machine.
A covered outdoor area with a stone bench and grill, surrounded by a paved patio and a stone wall.
A hotel room with a bed, a desk, a chair, two bedside tables with lamps, and a window with curtains.

7. Surestay By Best Western Greenville

Surestay By Best Western Greenville
Greenville
United States
Jose G
S$134
includes taxes & fees
21 Oct - 22 Oct
Surestay By Best Western Greenville
A hotel room with a large bathtub, a double bed, a desk, and a chair.
A living room with a fireplace, a sofa, a chair, a coffee table, and a staircase.
A gym with multiple rows of dumbbells on racks, a blue trash bin, and a red chair.
A hotel with a red roof, beige walls, and a central entrance with a sign.

8. Quality Inn Greenville North

Quality Inn Greenville North
Greenville
United States
Kayla
S$140
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Greenville North
A hotel entrance with a stone facade, a covered entrance, and a ramp for accessibility.
A hotel room with a bed, a desk with a chair, a television, and a door.
A Red Roof Inn lobby with a stone fireplace, two leather chairs, a fire feature, and a sign indicating free Wi-Fi in all rooms.
A coffee station with a coffee machine, disposable cups, and coffee creamer bottles.

9. Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN
Richmond
United States
Jeff
S$69
includes taxes & fees
1 Nov - 2 Nov
Red Roof Inn Richmond, IN
An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.
A modern building with a blue-lit facade, a snow-covered ground, and a visible snow-clearing vehicle.
A Comfort Suites hotel with a modern design, featuring a prominent blue and white color scheme, a well-lit entrance, and a parking lot with several cars.
A modern hotel room with a bed, sofa, desk, and a round orange table.

10. Comfort Suites Richmond East

Comfort Suites Richmond East
Richmond
United States
April
S$168
includes taxes & fees
25 Oct - 26 Oct
Comfort Suites Richmond East
Interior
Interior
Interior
Interior

11. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
S$418
includes taxes & fees
11 Oct - 12 Oct
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A modern hotel lobby with green seating, a reception desk, and a dining area in the background.
A breakfast area with a counter, food display, and a sign for Express Start Breakfast.
A modern lobby with seating areas, a flat-screen TV, and a decorative wall mural.
A hotel room with a large bed, bedside tables, a chair, and a desk.

12. Holiday Inn Express Hotel & Suites Greenville by IHG

Holiday Inn Express Hotel & Suites Greenville by IHG
Greenville
United States
Ken
S$160
includes taxes & fees
31 Oct - 1 Nov
Holiday Inn Express Hotel & Suites Greenville by IHG
A hotel room with three beds, a desk, and a chair. There are paintings on the walls and a window with curtains.
A motel with a Super 8 sign, large windows, a covered parking area, and a well-maintained lawn.
A hotel room with a large mirror, a coffee machine, a clock, and a door with a curtain.
A bathroom with a white sink, green countertop, and a mirror reflecting a door and a bathtub.

13. Super 8 by Wyndham Centerville-Richmond

Super 8 by Wyndham Centerville-Richmond
Centerville
United States
Carolyn
S$77
includes taxes & fees
18 Oct - 19 Oct
Super 8 by Wyndham Centerville-Richmond
A modern kitchen with a stone accent wall, a black countertop, and a wooden dining area with chairs.
An indoor swimming pool with clear water, surrounded by yellow chairs and a tiled floor.
A vending machine area with snacks and beverages.
A Fairfield Inn Marriott hotel with a modern facade, a well-lit entrance, and a parking area with marked spaces.

14. Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie
Muncie
United States
Nicole
S$145
includes taxes & fees
18 Oct - 19 Oct
Fairfield Inn by Marriott Muncie
A hotel room with two beds, a TV, a dresser, a bench, and a mirror.
Bathroom
A hotel room with a bed, a desk, a chair, a lamp, and a painting on the wall.
A suburban street with a house, a 'No Parking' sign, and a utility pole.

15. The Golden Inn

The Golden Inn
New Paris
United States
David
S$115
includes taxes & fees
12 Oct - 13 Oct
The Golden Inn
An outdoor seating area with fire pits and modern furniture, overlooking a street with buildings and a sunset view.
An indoor swimming pool with yellow chairs and tables, a blue ceiling, and a sign reading "POOLSIDE IS MY VIBE".
A hotel reception desk with a modern design, featuring a wooden panel wall, a digital display, and a reception counter.
A modern hotel with a prominent "HOME 2" sign, multiple floors, and a well-lit entrance area.

16. Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie
Muncie
United States
George
S$180
includes taxes & fees
18 Oct - 19 Oct
Home2 Suites By Hilton Muncie
An outdoor patio with yellow chairs and tables, a wooden ceiling with lights, and a view of buildings in the background.
A hotel room with a bed, a sofa, a small ottoman, a nightstand with a lamp, and a wall-mounted picture.
A modern hotel lobby with a central seating area featuring patterned chairs, a round table, and a chandelier.
A modern hotel with a covered entrance, large windows, and a sign indicating it is a Home2 Suites location.

17. Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond
Richmond
United States
Colby
S$174
includes taxes & fees
18 Oct - 19 Oct
Home2 Suites by Hilton Richmond
A modern hotel lobby with seating areas, tables, and artwork on the walls.
A swimming pool with lounge chairs and a blue wall.
A hotel room with a kitchenette, a flat-screen TV, a sofa, and a large window.
A snack display area with various packaged snacks and a refrigerated section with frozen goods.

18. Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN
Richmond
United States
Josh
S$175
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn & Suites Richmond, IN
A reception desk with a "Welcome to Richmond" sign, a plant, and a snack bar in the background.
An outdoor patio with a fire feature, seating, and a view into the interior.
A modern dining area with a large table and chairs, large windows with a view of trees, and a neon sign on the wall.
A mural with 'Rose City' prominently displayed, surrounded by various illustrated landmarks and attractions.

19. Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70
Richmond
United States
Kevin
S$134
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Richmond Indiana I-70
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A compact kitchen with wooden cabinets, a microwave, a coffee maker, a dishwasher, and a granite countertop.
A reception area with a stone wall, a clock, and a digital kiosk.
A breakfast bar with various food items and kitchen appliances.

20. Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University
Muncie
United States
Christopher
S$137
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Muncie Near University
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Stay near popular Winchester attractions

Winchester Speedway

7.8/10 (26 reviews)
Experience heart-pounding action at the world's fastest half-mile paved track with its legendary steep, high-banked turns. Arrive early to secure prime seating for the electrifying races.
See properties

Randolph County Courthouse

9.0/10 (2 reviews)
After visiting Randolph County Courthouse, make a plan to see the other sights and activities in Winchester.
See properties

Winchester Golf Club

7.2/10 (13 reviews)
This scenic golf club features three distinct 9-hole courses with unique challenges and mature landscaping. Enjoy the welcoming clubhouse after testing your skills on the rolling Beeson, Pony, or Willow courses.
See properties

Top Winchester Hotel Reviews

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

10/10 Excellent
"We was surprised yo have a gentlrman ask if we would like fresh cook eggs to order"
Gary 1-night trip
Posted 11 hours ago
Baymont by Wyndham Richmond I-70
Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie

8/10 Good
"Room was as advertised, clean and as comfortable as expected at this price point. The breakfast was meh."
George 1-night trip
Posted 4 days ago
Home2 Suites By Hilton Muncie
Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

10/10 Excellent
"Everything was great"
Louise 1-night trip
Posted 4 days ago
Best Western Plus Richmond Indiana I-70
Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University

8/10 Good
"Blackout curtain was broken and the electrical outlet in the bathroom kept shutting off."
Stephanie 2-night trip
Posted 5 days ago
Comfort Inn & Suites Muncie Near University
Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

10/10 Excellent
"The automatic shades were confusing, even though the instructions were clear. Loved the large number of electrical outlets. Staff was excellent. The room was clean, comfortable and a good value."
William 2-night trip
Posted 7 days ago
Hampton Inn & Suites Richmond, IN
Randolph Inn and Suites

Randolph Inn and Suites

10/10 Excellent
"Wonderful small town hotel with friendly staff updated rooms and a great breakfast!"
Kelly 1-night trip
Posted 10 days ago
Randolph Inn and Suites

More cheap stays in Winchester

Motel 6 Richmond, IN

Motel 6 Richmond, IN

6030 National Road East Richmond IN
S$76
29 Oct - 30 Oct
includes taxes & fees
Motel 6 Richmond, IN
Quality Inn and Conference Center

Quality Inn and Conference Center

5501 National Rd E Richmond IN
S$82
2 Nov - 3 Nov
includes taxes & fees
Quality Inn and Conference Center
Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University

3509 N Everbrook Ln Muncie IN
S$84
13 Oct - 14 Oct
includes taxes & fees
6.8/10 (978 reviews)
Days Inn by Wyndham Muncie -Ball State University
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

912 Mendleson Dr Richmond IN
S$111
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Baymont by Wyndham Richmond I-70
Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

533 W Eaton Pike Richmond IN
S$134
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Best Western Plus Richmond Indiana I-70
Comfort Suites Richmond East

Comfort Suites Richmond East

421 Commerce Road Richmond IN
S$168
25 Oct - 26 Oct
includes taxes & fees
Comfort Suites Richmond East

Frequently asked questions

What's the best place for a stay in Winchester?
Based on our traveller data, Randolph Inn and Suites is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Two other choices for your visit to the area are Days Inn by Wyndham Muncie -Ball State University and Motel 6 Richmond, IN. 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 most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's it like staying in Winchester?
Visitors can enjoy all that Winchester has to offer, including its golf courses. In Winchester, there are 2 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
A couple of favourite places to visit are Winchester Speedway and Winchester Golf Club. You'll also find Levi Coffin House and Prairie Creek Reservoir and Campground in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather in Winchester?
The hottest months are usually July and August, with an average temperature of 21ยฐC, while the coldest months are January and February, with an average of 0ยฐC. Average annual precipitation for Winchester is 1190 mm.

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