Hotels in Windsor

Thu, Dec 25
Sat, Dec 27
December 2025
15
January 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Windsor?

Exterior
Dinner served, Modern European cuisine
Interior
Lounge
CA $516
CA $593 total
includes taxes & fees
Dec 17 - Dec 18
Pen-y-bryn Lodge
Exterior detail
Classic Suite | View from room
Daily cooked-to-order breakfast for a fee
Deluxe Double
  • Discover a historic stay in the heart of Oamaru, steps away from local attractions.
CA $110
CA $127 total
includes taxes & fees
Dec 16 - Dec 17
Brydone Hotel Oamaru
Staircase
Property grounds
Standard Two Bedroom Unit - 1 Queen, 3 Singles | In-room dining
Luxury Studio - 1 Queen, 1 Single
  • Cozy motel with easy town access and restaurant serving breakfast and dinner.
CA $112
CA $130 total
includes taxes & fees
Dec 21 - Dec 22
Heritage Court Lodge
Interior
Reception
Superior Suite
Reception
  • Unwind at this train station-adjacent lodge in charming Oamaru.
CA $149
CA $171 total
includes taxes & fees
Dec 19 - Dec 20
Poshtel
Exterior
Garden
Garden view
Reception
  • Elegant coastal getaway near Whitestone Cheese Factory with thoughtful amenities.
CA $405
CA $468 total
includes taxes & fees
Dec 27 - Dec 28
Casa Nova House
Exterior
Property grounds
Deluxe Triple Room
Banquet hall
CA $111
CA $127 total
includes taxes & fees
Dec 29 - Dec 30
Teschemakers Resort
Electric vehicle charging station
Fridge, microwave, coffee/tea maker, electric kettle
Superior Studio Suite
Front of property
  • Escape to New Zealand's coastal gem with a free shuttle and fitness centre at your door.
CA $116
CA $134 total
includes taxes & fees
Dec 20 - Dec 21
Oamaru Motor Lodge
Courtyard
Premium bedding, desk, laptop workspace, iron/ironing board
Premium bedding, desk, laptop workspace, iron/ironing board
Point of interest
CA $156
CA $180 total
includes taxes & fees
Dec 19 - Dec 20
The Mews Oamaru
Aerobics facility
One Bedroom Family Unit
Superior Triple Room | View from room
Property grounds
  • Cozy motel in Oamaru's entertainment district with mountains nearby for skiing.
CA $120
CA $138 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Bella Vista Motel Oamaru
Superior Studio (Plus)
Iron/ironing board, free WiFi, bed sheets
Children's play area - outdoor
View from room
CA $153
CA $176 total
includes taxes & fees
Dec 24 - Dec 25
Colonial Lodge Motel
Lobby
Executive 1 Bedroom
Executive 1 Bedroom
Executive 1 Bedroom
  • Oceanside retreat with easy access to hiking trails and Oamaru attractions.
CA $103
CA $119 total
includes taxes & fees
Dec 17 - Dec 18
Alpine Motel
Bar (on property)
Standard Twin Room
Bar (on property)
Interior
  • Discover maritime history at this boutique hotel in Oamaru's historic precinct.
CA $75
CA $86 total
includes taxes & fees
Dec 16 - Dec 17
Criterion Boutique Hotel
Exterior
Superior Apartment, 1 Bedroom | Living area
Front of property
Front of property
  • Midcentury modern motel with garden terrace in art deco Oamaru.
CA $136
CA $156 total
includes taxes & fees
Jan 11 - Jan 12, 2026
289 Midway Motel
Daily continental breakfast (NZD 13.00 per person)
Garden
Children's activities
Billiards
  • Comfortable Oamaru motel near local cheese factory with helpful staff service.
CA $141
CA $162 total
includes taxes & fees
Dec 24 - Dec 25
Ascot Oamaru Motel
Exterior
Exterior
Executive One Bedroom Suite
Laundry room
  • Relax in this cozy Oamaru motel near Whitestone Cheese Factory and local sights.
CA $122
CA $140 total
includes taxes & fees
Dec 20 - Dec 21
ASURE Ambassador Motor Lodge
Garden
Twin Cabin | View from property
Twin Cabin
Family Apartment, 2 Bedrooms, Kitchen, Garden Area | View from room
  • Riverside escape with rainfall showers and premium bedding in picturesque Glenavy.
CA $66
CA $76 total
includes taxes & fees
Dec 16 - Dec 17
Glenavys Waitaki River Motor Camp - Caravan Park
See more properties

Check out reviews of Windsor hotels guests love

Glenavys Waitaki River Motor Camp - Caravan Park

Glenavys Waitaki River Motor Camp - Caravan Park

10/10 Excellent
"Room was great. Slept well. Bathroom is a little walk from the cabin. "
Ray 1-night trip
Posted 4 days ago
Glenavys Waitaki River Motor Camp - Caravan Park
Poshtel

Poshtel

10/10 Excellent
"This beautifully themed boutique hotel was a tremendously great find. Each meticulously clean room had a unique theme. The rest of the hotel follows along with the towns steampunk theme additionally outfitted in a Christmas decor. Staff was super helpful and friendly. A great stay."
Wayne 1-night trip
Posted 6 days ago
Poshtel
Brydone Hotel Oamaru

Brydone Hotel Oamaru

10/10 Excellent
"All the above plus the building and the breakfast"
Ian 1-night trip
Posted 6 days ago
Brydone Hotel Oamaru
Bella Vista Motel Oamaru

Bella Vista Motel Oamaru

10/10 Excellent
"The rooms were newly renovated, clean and comfortable. "
Scott 1-night trip
Posted 8 days ago
Bella Vista Motel Oamaru
Oamaru Motor Lodge

Oamaru Motor Lodge

10/10 Excellent
"Great room layout. Spacious. Good size bathroom. Friendly staff. Good TV. Highlight was the double glazing. Had a great sleep and when we got up every car had left, even a mini bus full of tourists and we didn't hear a thing."
Amanda 1-night trip
Posted 10 days ago
Oamaru Motor Lodge
The Mews Oamaru

The Mews Oamaru

10/10 Excellent
"Good standard motel. Spotless. 10-15 minute walk to central Oamaru"
Alan 1-night trip
Posted 11 days ago
The Mews Oamaru
289 Midway Motel

289 Midway Motel

10/10 Excellent
"Stayed 3 nights. Spacious, warm, clean and comfortable unit. Great staff, welcoming and helpful. Very good facilities. Great breakfast from onsite restaurant. Would definitely stay again."
Dorothea 1-night trip
Posted 13 days ago
289 Midway Motel
Casa Nova House

Casa Nova House

10/10 Excellent
"Our stay at Casa Nova House in Oamaru was exceptional. Brenda was an incredible host—warm, welcoming, and attentive in a way that made us feel genuinely cared for. The room itself was beautifully designed, with thoughtful details throughout and a sense of calm that immediately put us at ease. And the bed… easily the most comfortable bed we’ve ever slept in. We left feeling rested, delighted, and so grateful for the experience. Casa Nova House is a true gem, and we can’t wait to return."
Anna 1-night trip
Posted 2 weeks ago
Casa Nova House
Heritage Court Lodge

Heritage Court Lodge

10/10 Excellent
"Room was clean staff happy to help "
Marie 1-night trip
Posted 3 weeks ago
Heritage Court Lodge

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.

Keep exploring