Deep Hole Travel Guide
Chincoteague
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Top hotels in Deep Hole
Key West Cottages
4251 Main Street Chincoteague VA
The price is ฿10,068 per night from 25 Jun to 26 Jun
฿10,068
฿11,306 total
25 Jun - 26 Jun
includes taxes & fees
Stay at this cottage in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
9.8/10 Exceptional! (575 reviews)
"The property was gorgeous- cottage was perfect. We booked one of the 1 bedroom cottages. It had a small cooktop, microwave, fridge, freezer, dishwasher and kitchen supplies. Comfortable living room area. Bedroom and bathroom were both comfortable and beautifully decorated. Lovely front porch to watch ..."
Reviewed on 7 Jun 2026
Blufin Bungalows & Marina
2477 Main St Chincoteague VA
The price is ฿6,938 per night from 15 Jun to 16 Jun
฿6,938
฿9,636 total
15 Jun - 16 Jun
includes taxes & fees
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (263 reviews)
"Everything was great! Easy parking, easy check in and out. Nice helpful staff."
Reviewed on 8 Jun 2026
Waterside Inn
3761 Main St Chincoteague VA
The price is ฿5,529 per night from 14 Jun to 15 Jun
฿5,529
฿6,209 total
14 Jun - 15 Jun
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9/10 Wonderful! (1,005 reviews)
"Simplicity at its best. The rooms were clean the view spectacular. The staff was very nice and helpful and friendly everyone wore a smile and seemed like they enjoyed their life! And the young lady serving breakfast in the morning. Was a sweetheart and very kind and friendly. I'm going back!"
Reviewed on 8 Jun 2026
Chincoteague Bay RV Resort & Cottages
2305 Main St Chincoteague VA
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
10/10 Exceptional! (2 reviews)
"We had an amazing stay! It was my daughters birthday she got a wonderful surprise birthday gift from the resort which just made her day a bit more special! We had a super easy check-in process the staff was super kind and helpful! The delux cottage was perfect there was plenty of room! Everything ..."
Reviewed on 8 Jun 2026
Refuge Inn
7058 Maddox Blvd. Chincoteague VA
The price is ฿7,171 per night from 14 Jun to 15 Jun
฿7,171
฿8,053 total
14 Jun - 15 Jun
includes taxes & fees
Stay at this business-friendly hotel in Chincoteague. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
9.8/10 Exceptional! (1,009 reviews)
"We love staying at this property."
Reviewed on 7 Jun 2026
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
The price is ฿3,303 per night from 10 Jun to 11 Jun
฿3,303
฿3,710 total
10 Jun - 11 Jun
includes taxes & fees
Stay at this motel in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (1,003 reviews)
"Love this little spot. No frills but clean, safe, great pool and bbq outdoor kitchen in back. Central location."
Reviewed on 7 Jun 2026
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.
Where to stay in Deep Hole
Find the best Deep Hole areas for the activities you enjoy most.
Photo by Michael Gibson
Open Photo by Michael Gibson
Downtown Chincoteague
While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.
Piney Island
While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.
Snotty Ridge
Snotty Ridge might not have many top sights, but Robert N. Reed Downtown Waterfront Park and Assateague Point are two attractions nearby that you can check out.
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.
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 Assateague Lighthouse.
