Windward Side Holidays 2026

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Top hotels in Windward Side

Saba Arawak Hotel

The peak Windward Side Saba

£113

27 Sept - 28 Sept

includes taxes & fees

8.4/10 Very good! (101 reviews)

"Hotel room was dark and dated but clean. Air conditioner unit was efficient and quiet. There is a fridge, and basic kitchen appliances but no kitchen sink. Bathroom sink is very shallow so doing dishes there would be a challenge. Pool was clean. Breakfast was very good. Dinner options the night we ..."

Reviewed on 22 Sept 2026

The Cottage Club Hotel

17a Grey Bush Street Windward Side Saba

10/10 Exceptional! (1 review)

"Beautiful views. Very centrally located and quiet."

Reviewed on 24 Nov 2021

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El Momo Cottages

Booby Hill Windward Side Saba

8.6/10 Excellent! (62 reviews)

"mosquitos you had to climb 80 slippery steps to climb to reach to tiny room they call cottage one night strange voices of man and woman when i was told that only one or two people lived in mosquitoes bites whole body criquet sounds all night /cant sleep to reach toilet at night walk down 4 to 5 slippery ..."

Reviewed on 15 Sept 2026

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See all 30 properties in Windward Side

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.

Stay near popular Windward Side attractions

Dutch Museum of Saba

8.4/10 (5 reviews)

You can spend time studying the exhibits at Dutch Museum of Saba during your travels in Windward Side. While you're in the area, wander around the gardens.

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Harry L Johnson Museum

8.8/10 (3 reviews)

You can spend an afternoon exploring the galleries in Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens.

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Saba Heritage Center

You can spend an afternoon browsing the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area.

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Jo Bean Glass Art Studio

9.8/10 (8 reviews)

You can spend an afternoon browsing the exhibits at Jo Bean Glass Art Studio during your trip to Windward Side. While you're in the area, wander around the gardens.

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