Top 10 Hotels in Windsor in 2026 (from $46)

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A building facade with ornate architectural details, including a central decorative panel and two symmetrical sculptures.

A bar area with a beer tap and a wine & beverage list sign.

A dining area with wooden tables and chairs, a vase with purple flowers, and a framed artwork on the wall.

A hallway with a staircase, a clock, and framed pictures on the walls.

1. Brydone Hotel Oamaru

Oamaru

$77

$88 total

includes taxes & fees

Oct 19 - Oct 20

A building entrance with a covered porch, large potted plants, and a sign indicating a Sky lounge.

A living room with a sofa and a dining table with chairs. There is a kitchen area with cabinets and a microwave. A flat-screen TV is mounted on the wall.

A neatly made bed with a white comforter, a rolled white blanket, and a dark blue throw blanket.

A compact kitchen with white cabinets, a dining table with chairs, and a refrigerator.

2. Alpine Motel

Oamaru

$70

$81 total

includes taxes & fees

Oct 15 - Oct 16

A hotel room with a bed, a blue sofa, a desk with a chair, a large window with a view of the city, and a painting on the wall.

A modern building with a car parked in front.

3. Joy 40 Apartments Oamaru

Oamaru

$117

$135 total

includes taxes & fees

Oct 15 - Oct 16

A set of outdoor metal stairs with a handrail, leading up to a building entrance.

A compact kitchen with a stainless steel sink, a microwave, and a kettle on the countertop.

A modern bedroom with a red bed, a sliding glass door, and a small patio area with a table and chairs.

A hotel room with two beds, a desk, a chair, and a TV.

4. Heritage Court Lodge

Oamaru North

$79

$91 total

includes taxes & fees

Oct 15 - Oct 16

A bed with a grey quilt and red pillows, a red and white striped throw, and a white headboard.

A modern kitchen with a built-in stove, a sink, and a compact refrigerator. There is a window above the sink with a view of greenery outside.

A well-maintained garden with a palm tree, flowering plants, and a wooden fence.

A room with a TV, a desk, two chairs, a bed, a small kitchen area, and a window.

5. Colonial Lodge Motel

Oamaru North

$85

$98 total

includes taxes & fees

Oct 15 - Oct 16

A spacious lobby with a wooden floor, leather sofas, a red chair, and multiple hanging lights.

A modern hotel room with a large bed, a unique X-shaped headboard, two bedside lamps, and a view through a window.

A wall of whisky labels in a room with wooden flooring and a staircase leading to another area.

A spacious lobby with a wooden reception desk, red chairs, hanging pendant lights, and a bar area in the background.

6. Poshtel

Oamaru

$104

$120 total

includes taxes & fees

Oct 19 - Oct 20

A multi-story hotel with a brick driveway and a landscaped garden.

A coastal landscape with a beach, rocky cliffs, and a distant view of mountains.

A multi-story building with balconies, outdoor seating, and large windows.

A hotel room with a desk, chair, bed, and kitchenette.

7. The Mews Oamaru

Oamaru

$99

$114 total

includes taxes & fees

Oct 15 - Oct 16

A black car parked in front of a building with a white exterior and a black roof.

A kitchen with a countertop, a sink, and a window with blinds.

A multi-story hotel with a parking lot, outdoor seating, and a staircase leading to the entrance.

A hotel with a double-story structure, large windows, and a parking lot.

8. Oamaru Motor Lodge

Oamaru North

$83

$95 total

includes taxes & fees

Oct 16 - Oct 17

A bar with a row of beer taps labeled with various brands and types.

A formal dining room with a wooden table, chairs, a cabinet, and two flags.

A historic building with a sign reading "HOTEL CRITERION."

A living room with a brown leather sofa, two armchairs, a small round table, and a window with a view of a building.

9. Criterion Boutique Hotel

South Hill

$89

$102 total

includes taxes & fees

Oct 15 - Oct 16

A gym with multiple treadmills, red chairs, and a table.

A motel with a red roof, a signboard, and a parking lot with cars.

A hotel room with two beds, a sink, a chair, and a view of the outdoors.

A compact kitchen with a stainless steel sink, a microwave, and a stove.

10. Bella Vista Motel Oamaru

Oamaru

$93

$107 total

includes taxes & fees

Oct 22 - Oct 23

A room with two beds, a wooden table, and a television.

A motel with a covered patio, sliding glass doors to the rooms, and outdoor seating.

A compact kitchen with white cabinets, a stainless steel sink, and a window above the countertop.

A bedroom with a bed, a dresser, a desk, and a couch.

11. AAA Thames Court Motel

Oamaru

$68

$120 total

includes taxes & fees

Oct 15 - Oct 16

A restaurant with wooden beams, tables, chairs, and menu boards.

A pool table, arcade machines, and a billiards table in a recreational area.

A landscaped garden with a gravel path, rocks, and flowering bushes.

A two-story building with a sign reading "Ascot Reception" above the entrance.

12. Ascot Oamaru Motel

Oamaru North

$94

$108 total

includes taxes & fees

Nov 12 - Nov 13

A stone building with a balcony, large windows, and well-maintained hedges.

A dining area with a table set for four, a window with curtains, and a view of trees and a building.

A bedroom with a window overlooking palm trees, a bed with white and yellow bedding, and patterned wallpaper.

A well-maintained lawn with neatly trimmed hedges and a stone building with a green roof.

13. Casa Nova House

Oamaru North

$284

$327 total

includes taxes & fees

Oct 15 - Oct 16

A house with a large porch and a view of the Milky Way.

A dining room with a round table surrounded by chairs, large windows with stained glass, and a chandelier.

A room with a large window, two patterned armchairs, a wooden cabinet, and a vase with branches.

A spacious living room with a red carpet, a wooden coffee table, a sofa, and a chair. There are windows with curtains, a chandelier, and a fireplace.

14. Pen-y-bryn Lodge

Holmes Hill

$437

$502 total

includes taxes & fees

Oct 27 - Oct 28

A well-maintained garden with a flowering tree, a stone border, and a lawn.

A neatly made bed with a white quilt, two striped pillows, and a black headboard. There are two bedside tables with lamps and a remote control on one.

A hotel with a two-story structure, a staircase leading to the upper level, and outdoor seating area with chairs and tables.

A motel with a two-story structure, a covered parking area, and a staircase leading to the upper level.

15. 289 Midway Motel

Oamaru

$72

$83 total

includes taxes & fees

Oct 18 - Oct 19

A commercial laundry area with two stacked washers and a dryer, a safety warning sign, and a potted plant.

A street view of a hotel with a row of rooms on either side, a car parked in the middle, and a hill with houses in the background.

A patio with a table and chairs, surrounded by potted plants and a brick wall.

A gym with weightlifting equipment, treadmills, and exercise balls.

16. ASURE Ambassador Motor Lodge

Oamaru North

$80

$92 total

includes taxes & fees

Oct 18 - Oct 19

A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

A dining table with food and a building with a red roof in the background.

An interior of a church with wooden pews arranged in rows, a central altar, and stained glass windows.

A grassy park area with trees and a building in the background.

17. Teschemakers Resort

Teschemakers

$130

$149 total

includes taxes & fees

Oct 29 - Oct 30

A modern building with a glass facade overlooking a body of water.

A modern house with large windows and a covered outdoor area.

A home theater room with a large screen, reclining seats, and a mural of autumn leaves.

A modern bedroom with a large bed, a view of the sea, and a mounted TV.

18. Tirohanga Nui

South Hill

$328

$377 total

includes taxes & fees

Oct 15 - Oct 16

A garden with various flowers and a wooden fence.

A modern kitchen with a bar area, a black leather sofa, and a dining table.

A view through a sliding glass door into a backyard with a wooden deck, a metal fence, and various shrubs and trees.

A small, single-story building with a red roof and large windows, surrounded by a gravel driveway and potted plants.

19. Glenavys Waitaki River Motor Camp - Caravan Park

Glenavy

$46

$53 total

includes taxes & fees

Oct 16 - Oct 17

View all properties

Go beyond your typical stay in Windsor

Check out reviews of Windsor hotels guests love

Pen-y-bryn Lodge

Holmes Hill

10/10 Exceptional

Ana

Oamaru Motor Lodge

Oamaru North

10/10 Exceptional

Ascot Oamaru Motel

Oamaru North

10/10 Exceptional

DEANNA

Frequently Asked Questions

Can I book a refundable accommodation in Windsor?

If you want the flexibility to change your plans to Windsor, most properties provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Windsor be like during my visit?

February and January are typically the warmest months in Windsor when the average temp is 57°F. July and August are the coldest months when the average temperature is 46°F. December and January are the months with the most rain.

Why should I book my Windsor accommodation with Hotels.com?

There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.