Windward Side accommodation from AU$228

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Check hotel availability in Windward Side

Tonight
Check prices in Windward Side for tonight, 29 May - 30 May
29 May - 30 May
Tomorrow night
Check prices in Windward Side for tomorrow night, 30 May - 31 May
30 May - 31 May
This weekend
Check prices in Windward Side for this weekend, 31 May - 2 Jun
31 May - 2 Jun
Next weekend
Check prices in Windward Side for next weekend, 7 Jun - 9 Jun
7 Jun - 9 Jun

Windward Side stays as unique as you are

Private Holiday Rentals

Bed & Breakfast

Top hotel deals in Windward Side

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak, Windward Side, Saba
The price is AU$228 per night
AU$228
per night
5 Jun - 6 Jun
0.17 km from city centre
Saba Arawak Hotel: Business-friendly hotel with free WiFi and free parking. Located near the airport.
Pool
Breakfast available
Free cancellation
Reserve now, pay when you stay
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill, Windward Side, Saba
0.53 km from city centre
El Momo Cottages: Pet-friendly guesthouse with free WiFi and an outdoor pool.
Pet-friendly
Pool
Beautiful Gingerbread Cottage - Spectacular View & Pool

Beautiful Gingerbread Cottage - Spectacular View & Pool

0.76 km from city centre
Beautiful Gingerbread Cottage - Spectacular View & Pool: Cottage with free WiFi and an outdoor pool. Located by the sea.
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

0.08 km from city centre
Spyglass is a Private Villa With 360 View Near Windwardside.: Villa with free WiFi and 1 hot tub. Located near whale watching.
Hot tub
Kitchen
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

0.17 km from city centre
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!: Cottage with free WiFi and 1 hot tub. Located in the mountains.
Hot tub
Kitchen
Poets and Painters Cottage

Poets and Painters Cottage

The price is AU$623 per night
AU$623
per night
30 May - 31 May
0.13 km from city centre
Poets and Painters Cottage: Holiday home with private pools and WiFi.
Pool
Kitchen
Beautiful Traditional Saba Cottage With all the Modern Amenities

Beautiful Traditional Saba Cottage With all the Modern Amenities

0.1 km from city centre
Beautiful Traditional Saba Cottage With all the Modern Amenities: Holiday home with WiFi and barbecues.
Barbecue grill
Washer
Home a way from home in the Unspoiled queen of the Caribbean.

Home a way from home in the Unspoiled queen of the Caribbean.

0.8 km from city centre
Home a way from home in the Unspoiled queen of the Caribbean.: Holiday home with free WiFi and an outdoor pool. Located in the city centre.
Selera Dunia Boutique Hotel

Selera Dunia Boutique Hotel

3 out of 5
Wall Street, Windward Side, Saba
0.01 km from city centre
Selera Dunia Boutique Hotel: Business-friendly bed & breakfast with free breakfast and free WiFi. Located by the ocean.
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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.

Accommodation in Windward Side

If you're heading to Windward Side and searching for somewhere to stay, you'll have a neat little selection of hotels to choose from. Book any of the 4 within 5 kilometres of the town centre.

Wotif suggests taking a squiz at the Queen’s Garden Resort & Spa and Scout's Place Hotel if you'd like to stay close to the main streets.

Wotif also suggests the El Momo Cottages, 0.4 kilometres away, and the Selera Dunia Boutique Hotel (0.6 kilometres). And don't forget about the Old Gin House, 30 kilometres away.

Thanks for taking the time to check out our Windward Side accommodations. When you're ready to hit the road to adventure, Wotif is ready to take off with you.

Windward Side hotels essential information

Accommodation
28 hotels
Lowest Price
AU$228
Highest Price
AU$623
Popular hotels
Saba Arawak Hotel, El Momo Cottages, Beautiful Gingerbread Cottage - Spectacular View & Pool, Spyglass is a Private Villa With 360 View Near Windwardside., Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!, Poets and Painters Cottage, Beautiful Traditional Saba Cottage With all the Modern Amenities, Home a way from home in the Unspoiled queen of the Caribbean., Selera Dunia Boutique Hotel

Frequently asked questions

What are the best hotels in Windward Side?
If Windward Side is your holiday base, drop your bags and slide into chillax mode at The Cottage Club Hotel. An outdoor pool and a garden are just two of the reasons guests love staying here. Want quick access to Wells Bay Beach and Cove Bay Beach? Then say hi to Saba Arawak Hotel, another one of our top hotels in Windward Side. When you’re ready to book, Wotif is your not-so-secret weapon to getting incredible deals on Windward Side accommodation.
How many days should I spend in Windward Side?
Stay a few days, a few weeks or a lot longer — you do you. Start by considering the activities and attractions you’re interested in as well as your preferred travel pace. Your budget? That’ll also come into play. When it’s time to book your Windward Side hotel and flight, Wotif is here to make it happen.
Where should a first-time tourist stay in Windward Side?
Do yourself a favour and choose a hotel in Windward Side somewhere central. You’ll be close to things like big attractions and public transport options. Naturally, the best place to stay for you depends on factors like your budget and plans, so make sure you do your homework.
How much does a Windward Side hotel cost?
Windward Side hotel prices differ according to when you travel and just how swanky you like your digs. To score AU$228 cheap accommodation in Windward Side, enter your details, click search, then filter your results by property class, budget, amenities and more. Want another cost-saving tip? Avoid travelling during the high season months of January, April and November, when rates are typically higher. Because the only thing better than going on holiday is getting it for a bargain!
How do I get a cheap hotel in Windward Side?
Easy-peasy. To land cheap hotels in Windward Side, consider these tips:

  • Choose midweek stays: Prices are usually cheaper from Monday to Thursday.
  • Become our mate: Sign up for a Wotif account to get access to exclusive Mates Rates.
  • Go outside of peak season: May, June and September are Windward Side’s least busy months which means there’ll be lower prices.
  • Narrow your search with our handy filter tool: Then, just sort by the lowest price to score an amazing deal.

What is the best area to stay in Windward Side?
Think about locking in your Windward Side hotel in the Upper Zions Hill neighbourhood. Select “View map” at the top of the page to explore the different locations of our Windward Side accommodation and find a spot that calls out to you.

New reviews! Best hotels in Windward Side

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Diving vacation in Saba.
5 / 5
Three of us came to Saba for the first time, for a diving vacation. We had a great time and Althea's Cottage worked out perfectly for us. The 2 bedrooms with bath were at opposite ends of the house, we had a kitchen with dining, a large living room sitting area and back yard patio area. We were able to use an outdoor clothesline daily for drying our diving attire. The cottage is located with convenient walking access several restaurants, 2 grocery stores, a delicious bakery. and the Swinging Door Bar. We went on 2 hikes which were also within walking distance. The weather was favorable to keeping the doors and winds open which allowed the tropical breeze to flow through the rooms. Jeff our host, was very accommodating and help us with any needs or questions. We all agree it would be nice to return.
A verified traveller stayed at Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Posted 12 days ago
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

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