The Best Hotels with a Pool in Windmill Point from $135 in 2026

Q: What are some accommodations with pools in Windmill Point?

Best Western Kilmarnock Hotel : Features full, an outdoor pool, and free self parking. MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES! : Offers complimentary wireless internet access, a communal pool, and kitchens. Experience the Best of Mathews Riverfront Living here at Mariner's Legacy! : Features complimentary wireless internet access, a pool, and kitchens. Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront! : Features complimentary wireless internet access and a communal pool. Private, 7-acre waterfront retreat on Winter Harbor Haven : Offers a private beach, a seasonal outdoor pool, and 2 restaurants.

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Our top choices for Windmill Point hotels with a pool

Dockside Inn

Deltaville

Cynthia

$158 nightly

Jan 18 - Jan 19

Total with taxes and fees

The Farm Overlook Treehouse At Blanchard Farm

Diggs

$105 nightly

Jan 14 - Jan 15

Total with taxes and fees

Yurt Campsite @ Blanchard Farm Site 2

Diggs

Colleen C.

$115 nightly

Jan 14 - Jan 15

Total with taxes and fees

Best Western Kilmarnock Hotel

Kilmarnock

Keyandrea

$119 nightly

Jan 14 - Jan 15

Total with taxes and fees

Campsite #3 At Blanchard Farm

Diggs

$40 nightly

Jan 14 - Jan 15

Total with taxes and fees

Yurt Campsite At Blanchard Farm

Diggs

$95 nightly

Jan 14 - Jan 15

Total with taxes and fees

Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!

Reedville

holly u.

$1,018 nightly

Jan 15 - Jan 16

Total with taxes and fees

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Top Windmill Point Hotel Reviews

Best Western Kilmarnock Hotel

10/10 Excellent

"Clean room, staff very receptive."

Frequently asked questions

What are some accommodations with pools in Windmill Point?

Best Western Kilmarnock Hotel: Features full, an outdoor pool, and free self parking. MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!: Offers complimentary wireless internet access, a communal pool, and kitchens. Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!: Features complimentary wireless internet access, a pool, and kitchens. Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!: Features complimentary wireless internet access and a communal pool. Private, 7-acre waterfront retreat on Winter Harbor Haven: Offers a private beach, a seasonal outdoor pool, and 2 restaurants.

What is there to see and do in Windmill Point?

Make a point to visit attractions like White Stone Beach and Compass Entertainment Complex. Discover sights such as Deltaville Marina, Gwynn's Island Musuem, and Good Luck Cellars during your stay.

When is the best time to book a hotel with a pool in Windmill Point?

You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Windmill Point in the hottest months of July, August, or June when the average temperature is 76°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 44°F.

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