Deep Hole Travel Guide
Chincoteague
Visit Deep Hole
Things to do
Chincoteague's Up The Bay Pony and Wildlife Tour by Boat
Rp1.411.019
per adult
94% of travellers recommend
Chincoteague Golf Cart Tour
Rp1.232.409
per adult
100% of travellers recommend
Boat Tours of Chincoteague & Assateague - Wild Ponies
Rp1.368.666
per adult
Chincoteague & Assateague Small-Group Sunset Boat Tour
Rp1.589.629
per adult
Kayak Tour along Assateague & Chincoteague Island, Virginia
Rp1.339.575
per adult
Wildlife Boat Tour with Wild Ponies and Dolphins in Chincoteague
Rp1.571.768
per adult
100% of travellers recommend
Top hotels in Deep Hole
Waterside Inn
3761 Main St Chincoteague VA
The price is Rp1.086.484 per night from 18 Oct to 19 Oct
Rp1.086.484
Rp1.220.120 total
18 Oct - 19 Oct
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! (1,003 reviews)
"The view from the windows was magnificent. To sit on the balcony and to see the beautiful sunset was incredible. The pool was clean and the last day was really warm probably because was heated. To be at the pool and see the bay was very calming and relaxing. Definitely will come back to this place ..."
Reviewed on 18 Sept 2026
Key West Cottages
4251 Main Street Chincoteague VA
The price is Rp3.580.602 per night from 18 Oct to 19 Oct
Rp3.580.602
Rp4.021.016 total
18 Oct - 19 Oct
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. ...
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
The price is Rp1.574.944 per night from 27 Sept to 28 Sept
Rp1.574.944
Rp1.768.715 total
27 Sept - 28 Sept
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)
"My second time staying here and it’s great! The staff are very helpful. Clean room and a great stay."
Reviewed on 16 Sept 2026
Comfort Suites Chincoteague Island Bayfront Resort
4195 Main St Chincoteague VA
The price is Rp2.108.169 per night from 18 Oct to 19 Oct
Rp2.108.169
Rp2.386.115 total
18 Oct - 19 Oct
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 ...
Blufin Bungalows & Marina
2477 Main St Chincoteague VA
The price is Rp2.692.446 per night from 23 Sept to 24 Sept
Rp2.692.446
Rp4.017.247 total
23 Sept - 24 Sept
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! (325 reviews)
"This is a floating tiny house that faces other floating tiny houses (close neighbors), not the bay. If your desire is to face the bay, rent the “Waterfront Bungalows”, not the “Floating Bungalows”. It’s long, narrow, and sparsely (but basically adequately) furnished and includes 4 plates, 4 knives, ..."
Reviewed on 17 Sept 2026
Atlantic Shores Inn and Suites
6273 Maddox Blvd Chincoteague VA
The price is Rp1.417.450 per night from 20 Sept to 21 Sept
Rp1.417.450
Rp1.591.755 total
20 Sept - 21 Sept
includes taxes & fees
Stay at this business-friendly motel in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
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.
