Book Hotels in Windsor

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Windsor hotels

Poshtel

Poshtel

5 out of 5
126 Thames Street Oamaru Otago
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Jun 23 to Jun 24
$108 total
Jun 23 - Jun 24
Total with taxes and fees
This lodge features free WiFi in public areas, laundry facilities, and self parking. Dry cleaning and luggage storage are also provided.
"We had a huge room in this lovely, quirky hotel. Staff were really helpful and the breakfast was great. Loved the little steam punk details. Would definitely stay again. To note that parking is on the street but it’s perfectly safe."

Reviewed on May 30, 2026

Opens in a new windowPoshtel
The Mews Oamaru

The Mews Oamaru

4.5 out of 5
26 Exe Street Oamaru
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Jun 2 to Jun 3
$108 total
Jun 2 - Jun 3
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and luggage storage are also on ...
"Clean room."

Reviewed on May 10, 2026

Opens in a new windowThe Mews Oamaru
Oamaru Motor Lodge

Oamaru Motor Lodge

4 out of 5
391 Thames Highway Oamaru
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $91 total per night from Jun 15 to Jun 16
$91 total
Jun 15 - Jun 16
Total with taxes and fees
This motel doesn't skimp on freebies - guests have free WiFi and a free airport shuttle. Business travelers can take advantage of the business center. There's ...
"Stayed two nights at the property. Property was clean and great to have a kitchen. Location was close to town but not really walking distance. There is a supermarket and Warehouse close by which was handy. Couple of things could be improved - couches were so hard, really uncomfortable to sit on. ..."

Reviewed on May 24, 2026

Opens in a new windowOamaru Motor Lodge
ASURE Ambassador Motor Lodge

ASURE Ambassador Motor Lodge

3 out of 5
296 Thames Hwy Oamaru
$85 nightly
The price is $98 total per night from Jun 3 to Jun 4
$98 total
Jun 3 - Jun 4
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
"Nice place to stay."

Reviewed on May 24, 2026

Opens in a new windowASURE Ambassador Motor Lodge
Brydone Hotel Oamaru

Brydone Hotel Oamaru

3.5 out of 5
115 Thames Street Oamaru
$78 nightly
The price is $90 total per night from Jun 16 to Jun 17
$90 total
Jun 16 - Jun 17
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a ...
"Our room, a junior suite was huge. Really good bed. Warm and and excellent bathroom etc. Handy location. Good parking. Excellent breakfast. Huge dinner"

Reviewed on May 29, 2026

Opens in a new windowBrydone Hotel Oamaru
Colonial Lodge Motel

Colonial Lodge Motel

3.5 out of 5
509 Thames Highway Oamaru
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $101 total per night from Jun 5 to Jun 6
$101 total
Jun 5 - Jun 6
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a garden, and a picnic area are also on offer.
"Easy parking and all cooking facilities"

Reviewed on May 2, 2026

Opens in a new windowColonial Lodge Motel
Alpine Motel

Alpine Motel

2.5 out of 5
285 Thames Street Oamaru
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $79 total per night from Jun 7 to Jun 8
$79 total
Jun 7 - Jun 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.
"Very comfortable"

Reviewed on Jun 1, 2026

Opens in a new windowAlpine Motel
289 Midway Motel

289 Midway Motel

3 out of 5
289 Thames Street Oamaru
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $96 total per night from Jun 5 to Jun 6
$96 total
Jun 5 - Jun 6
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
"There were Ants in the kitchen area"

Reviewed on May 8, 2026

Opens in a new window289 Midway Motel
Criterion Boutique Hotel

Criterion Boutique Hotel

2 out of 5
3 Tyne St Oamaru Otago Region
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $64 total per night from Jun 16 to Jun 17
$64 total
Jun 16 - Jun 17
Total with taxes and fees
Stay at this hotel in Oamaru. Enjoy free WiFi and daily housekeeping. Popular attractions Auto Museum and Woolstore Complex are located nearby.
"No parking and no idea that I had already paid for the room. Showed him my bank statement that had the amount withdrawn from my bank account. Will never use Expedia again."

Reviewed on May 19, 2026

Opens in a new windowCriterion Boutique Hotel
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Windsor?
Take some of the stress out of traveling with young ones by choosing a family-friendly Windsor hotel. From useful amenities to services that bring a smile, these properties come with perks that'll help make your trip smooth sailing: The Little Red School House Bed and Breakfast - Five Forks, Oamaru will help make your break the best one yet. It features a variety of conveniences aimed at families, such as complimentary breakfast and a playground. Otherwise, spend your nights in Windsor at Highlands on Homestead -Tranquil rural property only minutes from town. Take advantage of complimentary breakfast, animal viewing activities and more here.
Where can I find cheap hotels in Windsor?
At Travelocity you'll find really nice hotels in Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windsor rather than in Windsor. We may find you even better rates, too.
How do I find the best Windsor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Windsor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windsor?
The cheapest hotel in Windsor is $64. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windsor?
There are 73 hotels in Windsor on Travelocity.
What are the best hotels in Windsor?
Windsor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windsor for you!
When is the best time to visit Windsor?
If you want the joy of a fun-filled trip in peak season, visit Windsor during August, September and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, November and December.
When is the cheapest time to stay in Windsor?
Based on historic data is usually the cheapest month to visit Windsor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windsor?
There are multiple hotels in Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windsor. We have plenty of kid-friendly hotels in Windsor to choose from on Travelocity!
Why book a hotel in Windsor through Travelocity?
Because we have the top hotels in Windsor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windsor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windsor hotel reviews by fellow wanderers

Alpine Motel

Alpine Motel

4 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Very comfortable"
A verified traveler stayed at Alpine Motel
Alpine Motel

Explore More Ways to Travel with Travelocity