The Best Hotels with a Pool in Westover, MD from NT$2,373 in 2026

Q: What are some hotels with pools in Westover?

Waterside Inn : Offers daily, a seasonal outdoor pool, and free self parking. Chincoteague Inn : Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Country Inn & Suites by Radisson, Salisbury, MD : Features daily, an indoor pool, and free self parking. Wingate by Wyndham Salisbury MD Airport North : Offers a snack bar/deli, a seasonal outdoor pool, and daily. Key West Cottages : Features a private beach, a seasonal outdoor pool, and a snack bar/deli.

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Our top choices for Westover hotels with a pool

An indoor swimming pool with lounge chairs and a ceiling with cloud designs.

1. Best Western Plus Pocomoke City

Pocomoke City

Rachel

NT$3,531 total

includes taxes & fees

Dec 1 - Dec 2

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

2. Econo Lodge Princess Anne

Princess Anne

Sidney R

NT$2,635 total

includes taxes & fees

Dec 6 - Dec 7

A modern indoor pool area with wooden beams, a pool, and seating arrangements.

3. Hampton Inn & Suites Salisbury/Fruitland

Fruitland

Curtia

NT$4,036 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with a clear view of the pool area, including the poolside seating and the adjacent room with a large window.

4. Home2 Suites By Hilton Salisbury Fruitland

Fruitland

JoAnn

NT$3,946 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool with a fountain, surrounded by lounge chairs and a table, with a lake and trees in the background.

5. Kingsbay Mansion & Vacation Houses

Marion Station

Tracy

NT$13,681 total

includes taxes & fees

Nov 13 - Nov 14

A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.

6. Wingate by Wyndham Salisbury MD Airport North

Salisbury

geoff

NT$3,261 total

includes taxes & fees

Dec 6 - Dec 7

A swimming pool with lounge chairs and a fenced area, surrounded by a building with multiple balconies.

7. Rodeway Inn at Somers Cove Marina

Crisfield

debbie

NT$3,472 total

includes taxes & fees

Dec 6 - Dec 7

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

8. Country Inn & Suites by Radisson, Salisbury, MD

Salisbury

AMY

NT$3,063 total

includes taxes & fees

Dec 6 - Dec 7

An indoor swimming pool with clear lanes, a lifeguard chair, and a sun lounger by the poolside.

9. Courtyard by Marriott Salisbury

Salisbury

Michael

NT$3,834 total

includes taxes & fees

Dec 5 - Dec 6

An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

10. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

Jeffrey

NT$3,588 total

includes taxes & fees

Dec 13 - Dec 14

A swimming pool with a covered area and lounge chairs, a Marriott Residence Inn building, and a 'No Diving' sign.

11. Residence Inn by Marriott Salisbury

Salisbury

Kevin

NT$4,274 total

includes taxes & fees

Dec 13 - Dec 14

A swimming pool with a 'NO DIVING' sign, surrounded by lounge chairs and umbrellas.

12. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

Rong

NT$2,153 total

includes taxes & fees

Dec 10 - Dec 11

A deck with outdoor seating and umbrellas, overlooking a pool.

13. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

Dianne

NT$4,392 total

includes taxes & fees

Nov 21 - Nov 22

An indoor swimming pool with clear blue water, surrounded by large windows and sunlit seating areas.

14. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

Jessica

NT$3,601 total

includes taxes & fees

Dec 10 - Dec 11

A swimming pool with lounge chairs and a covered seating area, surrounded by a building with multiple balconies and lighting.

15. Best Western Salisbury Plaza

Salisbury

Charleen

NT$3,139 total

includes taxes & fees

Nov 26 - Nov 27

A swimming pool with a white deck, a metal ladder, and a white picket fence.

16. Garden and Sea Inn

New Church

Douglas

NT$7,215 total

includes taxes & fees

Dec 6 - Dec 7

A swimming pool with lounge chairs and a beach ball.

17. Refuge Inn

Piney Island

Karen

NT$3,606 total

includes taxes & fees

Dec 1 - Dec 2

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a building.

18. Spark by Hilton Chincoteague Island

Piney Island

Patricia

NT$3,106 total

includes taxes & fees

Nov 19 - Nov 20

A swimming pool with lounge chairs and a view of the sunset over the water.

19. Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague

Kimberly

NT$3,117 total

includes taxes & fees

Nov 17 - Nov 18

A row of colorful cabins with a swimming pool in the foreground.

20. Key West Cottages

Downtown Chincoteague

Melissa

NT$4,455 total

includes taxes & fees

Nov 30 - Dec 1

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Choose what matters most at hotels with a pool in Westover

Breakfast included

4 stars

Top Westover Hotel Reviews

Best Western Plus Pocomoke City

Pocomoke City

10/10 Excellent

Karl

Hampton Inn & Suites Salisbury/Fruitland

Fruitland

10/10 Excellent

Anonymous traveler

Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

10/10 Excellent

Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...

Kate

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Excellent

Tatyana

Refuge Inn

Piney Island

10/10 Excellent

Stephanie

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

10/10 Excellent

I was looking for a place to stay in Chincoteague, Va. My youngest son and his wife were coming from Northern Virginia to meet me and my wife coming from Virginia Beach, Virginia. Our goal was to show my son's wife the wild ponies of Assateague Island. Also the statue of "Misty of Chincoteague" in the local park. Staying at the Fairfield Inn allowed us to get to the park area very quickly. On the last day of our stay we were able to see the ponies, take photos, and enjoy the park. We returned...

Bill

Key West Cottages

Downtown Chincoteague

10/10 Excellent

Chris

Garden and Sea Inn

New Church

10/10 Excellent

larry

Spark by Hilton Chincoteague Island

Piney Island

10/10 Excellent

Stayed 3 nights. The staff was more then willing to assist or help in anyway I needed. Starting with the woman at the desk when I checked in. Polite and friendly explained what the motel had and when they have breakfast in the morning. By the way a real hot breakfast, not just pastries and coffee. The rooms were very clean. It was a totally pleasant experience. This will be my first choice of motels when I visit again next fall.

Bob

Rodeway Inn at Somers Cove Marina

Crisfield

10/10 Excellent

Dominick

Courtyard by Marriott Salisbury

Salisbury

10/10 Excellent

Tonya

Wingate by Wyndham Salisbury MD Airport North

Salisbury

10/10 Excellent

Monica

Residence Inn by Marriott Salisbury

Salisbury

10/10 Excellent

Meghan

A pool with clear blue water, surrounded by lounge chairs and umbrellas, with a view of the ocean.

Blufin Bungalows & Marina

Down the Marsh

10/10 Excellent

Richard

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague

10/10 Excellent

Matthew

A swimming pool with a view of the water, a deck with lounge chairs, and a fence.

Waterside Inn

Downtown Chincoteague

10/10 Excellent

Matthew

Frequently Asked Questions

What are some hotels with pools in Westover?

Waterside Inn: Offers daily, a seasonal outdoor pool, and free self parking. Chincoteague Inn: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Country Inn & Suites by Radisson, Salisbury, MD: Features daily, an indoor pool, and free self parking. Wingate by Wyndham Salisbury MD Airport North: Offers a snack bar/deli, a seasonal outdoor pool, and daily. Key West Cottages: Features a private beach, a seasonal outdoor pool, and a snack bar/deli.

What is there to see and do in Westover?

Take in the natural beauty with a stop at Maddox Island. Discover sights such as Great Hope Golf Course, Coventry Parish Ruins, and Academy Grove Historic District during your stay.

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

You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Westover in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 41°F.

Find Hotels with a Pool in Westover, MD

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westover hotels with a pool

1. Best Western Plus Pocomoke City

2. Econo Lodge Princess Anne

3. Hampton Inn & Suites Salisbury/Fruitland

4. Home2 Suites By Hilton Salisbury Fruitland

5. Kingsbay Mansion & Vacation Houses

6. Wingate by Wyndham Salisbury MD Airport North

7. Rodeway Inn at Somers Cove Marina

8. Country Inn & Suites by Radisson, Salisbury, MD

9. Courtyard by Marriott Salisbury

10. Comfort Suites Chincoteague Island Bayfront Resort

11. Residence Inn by Marriott Salisbury

12. Econo Lodge Pocomoke City Hwy 13

13. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

14. Hampton Inn & Suites Chincoteague Waterfront

15. Best Western Salisbury Plaza

16. Garden and Sea Inn

17. Refuge Inn

18. Spark by Hilton Chincoteague Island

19. Marina Bay Hotel & Suites, an Ascend Collection Hotel

20. Key West Cottages

Choose what matters most at hotels with a pool in Westover

Top Westover Hotel Reviews

Best Western Plus Pocomoke City

10/10 Excellent

Frequently Asked Questions

What are some hotels with pools in Westover?

What is there to see and do in Westover?

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

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