Deep Hole Travel Guide
Chincoteague
Visit Deep Hole
Things to do
Guided Kayak Tour to see ponies, birds, dolphins and more
฿2,464
per adult
100% of travellers recommend
Chincoteague's Up The Bay Pony and Wildlife Tour by Boat
฿2,595
per adult
94% of travellers recommend
Chincoteague's Kayak Tour around the Islands
฿2,924
per adult
Top hotels in Deep Hole
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is ฿3,972 per night from 26 Jul to 27 Jul
฿3,972
฿4,461 total
26 Jul - 27 Jul
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! (1,006 reviews)
"Best staff great place"
Reviewed on 26 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! (5 reviews)
"Great place. Clean"
Reviewed on 24 Jun 2026
Blufin Bungalows & Marina
2477 Main St Chincoteague VA
The price is ฿12,286 per night from 1 Jul to 2 Jul
฿12,286
฿15,671 total
1 Jul - 2 Jul
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! (275 reviews)
"This was our 3rd stay. Convenient, quiet, clean. Hope to be back again!"
Reviewed on 24 Jun 2026
Key West Cottages
4251 Main Street Chincoteague VA
The price is ฿11,057 per night from 9 Jul to 10 Jul
฿11,057
฿12,418 total
9 Jul - 10 Jul
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! (589 reviews)
"The property was magnificent. Our cottage had a perfect layout maximizing a small footprint perfectly so it felt roomy. The pool was clean, water temp was excellent. The outdoor space is all landscaped perfectly. The beach area was set up perfectly for viewing the sunset. Would definitely recommend ..."
Reviewed on 27 Jun 2026
Waterside Inn
3761 Main St Chincoteague VA
The price is ฿6,218 per night from 28 Jun to 29 Jun
฿6,218
฿6,983 total
28 Jun - 29 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)
"Clean room, helpful staff"
Reviewed on 25 Jun 2026
Refuge Inn
7058 Maddox Blvd. Chincoteague VA
The price is ฿9,649 per night from 29 Jun to 30 Jun
฿9,649
฿10,836 total
29 Jun - 30 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! (1,000 reviews)
"Everything was so lovely! Staff was so accommodating and kind, the grounds were clean and the room was clean and comfy. My biggest complaint is that it was REALLY hard to find trash cans around the grounds, so trying to find a place to throw away food or leftovers we didn’t want in our room was challenging. ..."
Reviewed on 19 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 Museum of Chincoteague.
