Windmill Point Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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    Plan, book, and manage your trip all in one place

Top hotels in Windmill Point

Holiday Inn Express Gloucester by IHG
Holiday Inn Express Gloucester by IHG
3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Fully refundable
The price is S$159 per night from 24 Jun to 25 Jun
S$159
24 Jun - 25 Jun
includes taxes & fees
7.2/10 Good! (611 reviews)
"The staff was excellent. Michael was an excellent help look as mob oh re s"

Reviewed on 10 Jun, 2025

Holiday Inn Express Gloucester by IHG
Best Western Kilmarnock Hotel
Best Western Kilmarnock Hotel
2.5 out of 5
599 N Main St, Kilmarnock, VA
Fully refundableReserve now, pay when you stay
The price is S$203 per night from 23 Jun to 24 Jun
S$203
23 Jun - 24 Jun
includes taxes & fees
7.6/10 Good! (659 reviews)
"The staff was pleasant and nice but some of the guest were rude and made st a y little fifficult."

Reviewed on 16 Jun, 2025

Best Western Kilmarnock Hotel
Hampton Inn Gloucester
Hampton Inn Gloucester
2.5 out of 5
6638 Forest Hill Ave, Gloucester, VA
Fully refundableReserve now, pay when you stay
The price is S$194 per night from 10 Jul to 11 Jul
S$194
10 Jul - 11 Jul
includes taxes & fees
9/10 Wonderful! (691 reviews)
"Clean, good breakfast,,accommodating staff. Delt mostly with Alexander & Marie. Alexander was excellent and Marie was outstanding. They gave a vibe like old friends, not just clerks. Would definitely stay again."

Reviewed on 18 Jun, 2025

Hampton Inn Gloucester
See all 369 properties in Windmill Point
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

How much does a Windmill Point holiday package cost?
You'll find cheap prices on Expedia for your Windmill Point break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Windmill Point costs.
What are the cheapest months to go to Windmill Point?
The off-season is the best time to travel to Windmill Point if you're hoping to keep costs down. Another tip for finding cheap Windmill Point holiday packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Windmill Point?
With a well-planned itinerary, you can easily visit the top Windmill Point attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Windmill Point holiday for longer.
How to find the best Windmill Point package deals?
Use Expedia's filters to help you find some unbeatable Windmill Point package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Windmill Point package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Windmill Point holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalise your Windmill Point getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Windmill Point?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Windmill Point trip.
How to plan a trip to Windmill Point?

  1. Pick your dates: The things you plan to do in Windmill Point and your favourite season can help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your accommodation will likely be the largest expense during your trip to Windmill Point.
  3. Decide how long to go for: Now that you're up to speed on Windmill Point, you can figure out the perfect length of your holiday. Pull together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Windmill Point holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.