Photo by Meghan Watters

Find Romantic Hotels in Windward Side

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Romantic Hotels in Windward Side

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Searching for romantic hotels in Windward Side?
If you and your partner need some romantic time away, we’d like to help you plan for it. You might consider checking out some of the nearby sights and attractions such as Saba Heritage Center, Jo Bean Glass Art Studio or Dutch Museum of Saba. If you’re interested in staying near a certain attraction, you can sort by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic holiday in Windward Side?
El Momo Cottages is a favourite guest house for couples, and features free WiFi and a garden.
When is the best time of year for a romantic getaway to Windward Side?
If you’re hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Windward Side: The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.
What is there to do in Windward Side?
There’s nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Windward Side has to offer. You might consider a visit to Saba Heritage Center, Jo Bean Glass Art Studio or Dutch Museum of Saba.
What's the best way to get to Windward Side and around town during my romantic getaway?
This information about transportation options in Windward Side might help your romantic trip get off to a smooth start: If you’re looking to fly to Windward Side, the closest major airport is in Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city centre. If you’d like to venture out around the area, you may want to rent a car for your trip.