TOP Hotels with Pool in Westover, MD for 2026

Q: What are some hotels with pools in Westover?

Blufin Bungalows & Marina : Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Wingate by Wyndham Salisbury MD Airport North : Provides a snack bar/deli, a seasonal outdoor pool and free self parking. Key West Cottages : Features a private beach, a seasonal outdoor pool and a snack bar/deli. Comfort Suites Chincoteague Island Bayfront Resort : Offers an indoor pool, an outdoor pool and a snack bar/deli. Waterside Inn : Features daily, a seasonal outdoor pool and free self parking.

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Our top choices for Westover hotels with a pool

Indoor pool, seasonal outdoor pool, pool loungers

Refuge Inn

Piney Island

Year-round splash paradise with indoor and outdoor pools next to wildlife refuge.

฿7,378 total

includes taxes & fees

4 Jun - 5 Jun

Outdoor pool, open 9 AM to 9:00 PM, pool loungers

Days Inn by Wyndham Chincoteague Island

Piney Island

Dive into sunny bliss at this Chincoteague Island pool oasis with loungers for all-day relaxation.

฿3,434 total

includes taxes & fees

4 Jun - 5 Jun

Chincoteague Inn

Downtown Chincoteague

Soak up the sun at this vibrant island motel's seasonal outdoor pool with peaceful vibes.

฿3,082 total

includes taxes & fees

7 Jun - 8 Jun

Waterside Inn

Downtown Chincoteague

Float away in Chincoteague's city centre marina hotel with a seasonal pool and nautical adventures.

฿4,904 total

includes taxes & fees

7 Jun - 8 Jun

Spark by Hilton Chincoteague Island

Piney Island

Dive into seaside bliss with a refreshing seasonal pool just minutes from wildlife adventures.

฿6,714 total

includes taxes & fees

7 Jun - 8 Jun

Key West Cottages

Downtown Chincoteague

Dive into poolside bliss with a private beach oasis and refreshing outdoor swimming awaiting you in Chincoteague.

฿11,250 total

includes taxes & fees

17 Jun - 18 Jun

Pillow-top beds, desk, blackout curtains, iron/ironing board

Maddox Inn

Downtown Chincoteague

Sunny loungers encircle a sparkling pool at this city centre Chincoteague island retreat.

฿4,062 total

includes taxes & fees

7 Jun - 8 Jun

Island Resort

Downtown Chincoteague

Poolside serenity awaits with bay views and loungers at this Chincoteague retreat.

฿5,504 total

includes taxes & fees

4 Jun - 5 Jun

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Choose what matters most at hotels with a pool in Westover

Breakfast included

4 stars

Top Westover Hotel Reviews

Courtyard by Marriott Salisbury

2/10 Terrible

"The room was clean, which I appreciated. However, the bed was extremely uncomfortable. I felt like I was almost aspirating whenever I lay down. I eventually had to turn myself around and sleep upside down just to get some rest. Honestly, I preferred sleeping on the couch to sleeping in bed. I do not understand why a hotel of this calibre invests in such terrible beds. It really made the stay unpleasant."

Hampton Inn & Suites Salisbury/Fruitland

6/10 Okay

"Our first room was a suite and it had blinds that couldn't be lifted. So, we asked for a new room so that we wouldn't be stuck in a dark room while working (we were in town for work). The second room was a single and about 1/3 the size of the room we paid for. We asked for a replacement room of equivalent size or to get a refund. The pool smelled weird and the hot tub had strange slime/was dirty."