Windmill Point Holidays

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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.

Top hotels in Windmill Point

Holiday Inn Express Gloucester, an IHG Hotel
Holiday Inn Express Gloucester, an IHG Hotel
3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Fully refundable
The price is S$173 per night from 1 Dec to 2 Dec
S$173
includes taxes & fees
1 Dec - 2 Dec
7.2/10 Good! (551 reviews)
"It was a nice place to stay, quiet and clean."

Reviewed on 10 Nov,2024

Holiday Inn Express Gloucester, an IHG Hotel
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$197 per night from 27 Nov to 28 Nov
S$197
includes taxes & fees
27 Nov - 28 Nov
7.8/10 Good! (618 reviews)
"I never give reviews but the girl who chcked us in last night at 10:40 Pm was so sweet. Pleasant.and kind with my two small. Sleepy children. I was in a rush and dont remenber her name but she really left an impression on me and my children. I also loved having a pizza hut classic nearby. We do not ..."

Reviewed on 3 Nov,2024

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$177 per night from 1 Dec to 2 Dec
S$177
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (660 reviews)
"Was relaxing and convenient!!"

Reviewed on 16 Nov,2024

Hampton Inn Gloucester
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?
Starting from only , a package is your passport to inexpensive travel. Custom make your Windmill Point trip by picking from our extensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Windmill Point?
If you love landing a bargain, bundle your bookings into a Windmill Point holiday package. Whether you’re chasing hotels, flights, tours or rental cars, you can book everything in one place. You’ll have loads of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 properties across the globe to choose from. Fly with who you want, stay where you like and save precious dollars — now that’s the perfect holiday!
What are the top hotels in Windmill Point?
Reserve a room at Swim, Fish, Boat Or Just Relax And Enjoy The “rivah Life” At Little Oyster. It’s one of the area’s most in-demand hotels. Another well-known option in Windmill Point is Private Beach And Beautiful Views.
How far in advance should I book my Windmill Point holiday?
It can be difficult to know when the best time is to book your Windmill Point holiday. But typically the earlier you book, the better the prices. In some cases, you can book your flights and hotels nearly a year before departure. If you’re hoping for a last-minute getaway, no need to worry! There are incredible bargains posted on Expedia every single day.
What does an Expedia Windmill Point travel package include?
It comes down to what you’re after. If you’re travelling solo, you might decide to combine flights and hotels. Bringing the whole crew to Windmill Point? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Windmill Point travel package?
Find deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we’ve got everything you need to plan your getaway. You’ll save big bucks just by bundling your bookings. Whether you’re going on a ski adventure or sunning yourself on a warm beach, your dream holiday is only a few clicks away.
Can I choose my airline with a Windmill Point Expedia holiday package?
With a holiday package, you’re the one in charge. Whether you’re looking to fly to Windmill Point in economy or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Windmill Point holiday package?
Don’t stress if you’re rethinking your Windmill Point holiday package — it’s possible to change or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that happens. When you’re ready to make changes, we’re here to help.

* 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.