Deep Hole Travel Guide
Chincoteague
Visit Deep Hole
Things to do
Chincoteague's Up The Bay Pony and Wildlife Tour by Boat
Rp1.419.314
per adult
94% of travellers recommend
Boat Tours of Chincoteague & Assateague - Wild Ponies
Rp1.401.348
per adult
Chincoteague Golf Cart Tour
Rp1.239.654
per adult
100% of travellers recommend
Wild Pony Watching Boat Tour from Chincoteague to Assateague
Rp1.185.756
per adult
100% of travellers recommend
Chincoteague: Guided Sunset Kayak Tour with Wildlife Views
Rp1.347.450
per adult
Kayak Tour along Assateague & Chincoteague Island, Virginia
Rp1.342.425
per adult
Top hotels in Deep Hole
Waterside Inn
3761 Main St Chincoteague VA
The price is Rp1.110.596 per night from 6 Nov to 7 Nov
Rp1.110.596
Rp1.247.199 total
6 Nov - 7 Nov
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 ...
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
The price is Rp1.524.348 per night from 2 Nov to 3 Nov
Rp1.524.348
Rp1.711.807 total
2 Nov - 3 Nov
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. ...
Key West Cottages
4251 Main Street Chincoteague VA
The price is Rp2.190.162 per night from 30 Nov to 1 Dec
Rp2.190.162
Rp2.459.552 total
30 Nov - 1 Dec
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. ...
Comfort Suites Chincoteague Island Bayfront Resort
4195 Main St Chincoteague VA
The price is Rp1.800.182 per night from 29 Nov to 30 Nov
Rp1.800.182
Rp2.040.659 total
29 Nov - 30 Nov
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! (1,000 reviews)
"There’s nothing like the bayfront balcony views!"
Reviewed on 27 Oct 2026
Best Western Plus Pocomoke City
125 Newtowne Blvd Pocomoke City MD
The price is Rp1.740.660 per night from 1 Dec to 2 Dec
Rp1.740.660
Rp1.949.538 total
1 Dec - 2 Dec
includes taxes & fees
Stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Blufin Bungalows & Marina
2477 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 ...
9.6/10 Exceptional! (342 reviews)
"The overall stay was decent. There were a few concerns. 1. When we arrived it was about 8pm there are no clear directions to the specific cabinucily I decided to go to the Front desk and they have a map. 2nd there are no lights along the path it was very windy because of a storm and the doc was very ..."
Reviewed on 19 Oct 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 Assateague Point.
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.
