Windward Side Hotels

Find the best Windward Side hotel for your dates, by price or preference

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Look out for Windward Side hotels with free cancellation or excellent ratings

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Hotels in Windward Side rated best by other travellers

Rated by travellers as the best in the city, these stays are all full marks for cleanliness, customer service and location.
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Find a Windward Side hotel in the heart of the action

Beat the queues at the top Windward Side attractions by staying close to them.

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelSaba Arawak Hotel – 2.4

How to find the best hotel deals in Windward Side

Want to use the same magic that powers our award-winning flight search to find the best room rates on the internet? Here are a few tips to help you search and save in seconds.

How to find the best hotel deal in Windward Side

  • You already use our search engine to find awesome flight deals. Now you can use the same magic to uncover amazing rates on Windward Side hotels. These simple tips can lead to real savings on your next trip.

  • The earlier you book, the better off you are. You're more likely to find a lower rate on a Windward Side hotel and have more options when you plan in advance.

  • Still, be ready to pounce on any last-minute deals. Some places drop their rates shortly before check-in to fill empty beds. This is more likely to happen during off-peak season or on quieter days, though.

  • Another secret to finding cheaper hotels? Stay flexible. If your plans aren't locked in, change up your travel dates to find out how much you can save.

  • Find accommodation options with free cancellation and have more control over your booking. You can adjust or cancel your stay without penalty if your schedule changes or a better offer shows up.

Where to stay in Windward Side

Central Windward Side

  • To make the most of central Windward Side, you'll want to be near the attractions you came all this way to see. Here are a few accommodation options close to the highlights.

  • If you're searching for hotels near Mount Scenery Trailhead, you're going to love Scout''s Place. This 2-star Windward Side hotel is around 0.32 kms (0.20 miles) from this top sight.

  • Browsing for hotels near Mount Scenery? About 2 kms (1 mile) away, Selera Dunia Boutique Hotel will have you sleeping close to this must-see. With a 3-star rating, this hotel in Windward Side is especially appealing to families.

  • Hotels near Mt. Scenery Scenic View 1 are also worth keeping in mind. Saba Arawak Hotel is 0.97 kms (0.60 miles) or so from this sight. It's a great base for discovering the city at large.

When to go to Windward Side

  • Don't forget to factor in the weather when picking your dates. September offers the warmest conditions, with temperatures reaching a high of 29ºC.

  • The weather is at its coolest in February. Expect lows of 23ºC.

  • To enjoy mostly clear skies, search for Windward Side hotels in January. With an average of one day of rain, this is the driest month.

  • You can expect more rain in October, which gets around ten days of wet weather.

Best hotels in Windward Side

Best budget hotels

  • Why pay extra? Budget Windward Side hotels come with the basics so you can spend on what really matters: adventures and impulse-buying souvenirs. They often include amenities designed to save you money, such as laundry rooms and luggage lockers.

  • The Cottage Club Hotel offers comfort that doesn't cost a fortune. Make use of a microwave, luggage storage and more at this 3-star option.

Best hotels with a pool

  • A pool brings a new layer of fun to your trip. Book a resort and you'll likely find multiple swimming areas and maybe even water slides and lazy rivers. At city hotels, rooftop and indoor pools are the norm. Explore the range of pool hotels in Windward Side and jump right in.

  • El Momo Cottages offers an outdoor swimming pool, a room with a sea view and Wi-Fi. You'll have the right setup for a memorable stay at this Windward Side hotel.

  • Saba Arawak Hotel also promises you a good time. Choose this popular option and make the most of an outdoor swimming pool, Wi-Fi and snorkeling.

Finding cheap hotels in Windward Side: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Windward Side with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is £90 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for £90 per night.
The average price of a hotel during the week is £117 per night, and the average price on weekends is £117. Overall, it looks like the cheapest day to stay in Windward Side could be Thursday.
We crunched some numbers on our calendar and found that Thursday is the cheapest day to stay in Windward Side. And the most expensive day seems to be Tuesday
The cheapest month to stay in a hotel in Windward Side is October, with an average price of £82 per night. The most expensive month is March, when the average room rate can rise to £120 per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.
The average price of a hotel in March is £120 per night, which is around 12% higher than the rest of the year.
Get your morning laps in at Saba Arawak Hotel.