Deep Hole

Chincoteague

Top hotels in Deep Hole

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,014 reviews)
"Everything was as expected."

Reviewed on 9 Oct, 2025

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Waterside Inn
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St, Chincoteague, VA
The price is S$167 per night from 26 Oct to 27 Oct
S$167
26 Oct - 27 Oct
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,003 reviews)
"We always stay at Comfort Suites as our go to property at Chincoteague. The hotel is clean and everyone is very friendly from the Front Desk and including housekeeping and the breakfast employees. They make sure everything is filled up and clean. For a hotel the breakfast is better than most and ..."

Reviewed on 7 Oct, 2025

Comfort Suites Chincoteague Island Bayfront Resort
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 out of 5
3801 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 30 Oct to 31 Oct
S$117
30 Oct - 31 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
9/10 Wonderful! (993 reviews)
"Two night stay, very comfortable and clean"

Reviewed on 10 Oct, 2025

Marina Bay Hotel & Suites, an Ascend Collection Hotel
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
Stay at this 3-star cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (464 reviews)
"I stayed for a solo getaway on the weekend of 10/03 to 10/05/25. My stay was absolutely amazing from beginning to ending."

Reviewed on 7 Oct, 2025

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Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St, Chincoteague, VA
Stay at this 3-star vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague ...
9.6/10 Exceptional! (195 reviews)
"We loved our stay at the waterfront bungalow and can't wait to come back! It was perfect for the two of us and our little dog, great views and the sound of the waves hitting the rocks right in front of our bungalow porch was relaxing. Perfect little quiet getaway. Check-in went smoothly, no ..."

Reviewed on 8 Oct, 2025

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Blufin Bungalows & Marina
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road, Chincoteague, VA
The price is S$122 per night from 2 Nov to 3 Nov
S$122
2 Nov - 3 Nov
includes taxes & fees
Stay at this motel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"I stayed at their property years ago when I first came to visit and decided to stay there again they did a remodel and I loved the update to the hotel. Everything was clean and quiet. Hopefully when I come back next time, I can stay there again."

Reviewed on 4 Oct, 2025

Chincoteague Inn
See all 746 properties in Deep Hole
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.

Other neighbourhoods around Deep Hole

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Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Piney Island
Chincoteague which includes bird life, a beach and signage

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Downtown Chincoteague
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Up the Neck

While Up the Neck isn't home to many top sights, Oyster Bay and Captain Timothy Hill House are some notable places to visit nearby.

Up the Neck
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Birch Town

Though Birch Town may not have many top sights, you can venture to the surrounding area to see attractions like Maui Jack's Waterpark and Museum of Chincoteague.

Birch Town
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Dodge City

While there might not be top attractions in Dodge City, you can explore the larger area and discover places like Assateague Lighthouse and Robert N. Reed Downtown Waterfront Park.

Dodge City
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Down the Marsh

While there might not be top attractions in Down the Marsh, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Down the Marsh

Deep Hole