Deep Hole
Chincoteague
Visit Deep Hole
Things to do
Guided Kayak Tour to see ponies, birds, dolphins and more
S$97
per adult
100% of travellers recommend
Chincoteague/Assateague Kayak, Canoe, Paddle Board Rentals
S$89
per adult
Top hotels in Deep Hole
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
The price is S$172 per night from 16 Aug to 17 Aug
S$172
16 Aug - 17 Aug
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. ...
8.6/10 Excellent! (1,002 reviews)
"Overall our stay was fine. The room air conditioning could have been more robust. Afternoon/ evening sun even with the curtain closed tightly still seemed to tax the A.C with our room facing west. Suggest a traveler request a room facing “east” instead. Our two night stay required us to vacate the ..."
Reviewed on 15 Jul, 2026
Blufin Bungalows & Marina
2477 Main St Chincoteague VA
The price is S$518 per night from 21 Jul to 22 Jul
S$518
21 Jul - 22 Jul
includes taxes & fees
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Chincoteague National Wildlife Refuge and ...
9.6/10 Exceptional! (288 reviews)
"We loved our stay at Blu-Fin! The bungalows were comfortable and modern. The site was quiet and clean and communication with the host was clear. We’ll be back!"
Reviewed on 15 Jul, 2026
Key West Cottages
4251 Main Street Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is S$444 per night from 4 Aug to 5 Aug
S$444
4 Aug - 5 Aug
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! (597 reviews)
"We paid the premium to stay at Key West Cottages as compared to other properties in Chincoteague because of the location, property amenities and all of the great reviews. With two young kids we wanted a place we could relax and enjoy without having a schedule or planning too many activities around ..."
Reviewed on 15 Jul, 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 National Wildlife Refuge and ...
9.8/10 Exceptional! (10 reviews)
"It was a great family friendly experience."
Reviewed on 11 Jul, 2026
Comfort Suites Chincoteague Island Bayfront Resort
4195 Main St Chincoteague VA
The price is S$370 per night from 16 Aug to 17 Aug
S$370
16 Aug - 17 Aug
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,001 reviews)
"Great central location to be able to walk to local restaurants and shops. Also great spot for beautiful sunset views. Staff was great. They reached out while I was off property to let me know I left my car lights ( flashers) on accidentally and they could provide a jump start should I need one ( ..."
Reviewed on 15 Jul, 2026
Waterside Inn
3761 Main St Chincoteague VA
The price is S$264 per night from 2 Aug to 3 Aug
S$264
2 Aug - 3 Aug
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! (1,004 reviews)
"Nice views and pool felt nice and warm and was open late. Staff were friendly and helpful"
Reviewed on 15 Jul, 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.
