Deep Hole Travel Guide
Chincoteague
Visit Deep Hole
Things to do
The Chincoteague Island to Assateague Island Boat Tour
Rp1.155.726
per adult
100% of travellers recommend
Sunset Wildlife Cruise along Assateague & Chincoteague Island
Rp1.155.726
per adult
100% of travellers recommend
Chincoteague: Assateague Island Sunset Boat Cruise
Rp1.158.102
per adult
96% of travellers recommend
Chincoteague: Premier Pony & Wildlife Small Group Boat Tour
Rp1.383.369
per adult
100% of travellers recommend
Chincoteague's Up The Bay Pony and Wildlife Tour by Boat
Rp1.383.369
per adult
94% of travellers recommend
Chincoteague Golf Cart Tour
Rp1.208.259
per adult
100% of travellers recommend
Top hotels in Deep Hole
Waterside Inn
3761 Main St Chincoteague VA
The price is Rp1.082.995 per night from 18 Oct to 19 Oct
Rp1.082.995
per night
18 Oct - 19 Oct
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! (1,002 reviews)
"We enjoyed our stay. Had a problem when we first got there. They rectified it quickly."
Reviewed on 17 Sept 2026
Key West Cottages
4251 Main Street Chincoteague VA
The price is Rp3.569.107 per night from 18 Oct to 19 Oct
Rp3.569.107
per night
18 Oct - 19 Oct
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
Fully refundableReserve now, pay when you stay
The price is Rp1.574.766 per night from 28 Sept to 29 Sept
Rp1.574.766
per night
28 Sept - 29 Sept
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 Rp2.054.683 per night from 18 Oct to 19 Oct
Rp2.054.683
per night
18 Oct - 19 Oct
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)
"This is my third stay in this gorgeous hotel, conveniently located on main street within easy walking distance of cafés, bars and restaurants. Contemporary decor, huge rooms, well maintained grounds. I love that there is both an indoor and an outdoor pool. The views over the bay are just magical. ..."
Reviewed on 16 Sept 2026
Blufin Bungalows & Marina
2477 Main St Chincoteague VA
The price is Rp2.692.142 per night from 23 Sept to 24 Sept
Rp2.692.142
per night
23 Sept - 24 Sept
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! (324 reviews)
"Staying in a "floating" bungalow was unique. Warning to those with mobility issues: it is not very easy to get up and onto the porch. It was quite a long walk on narrow, floating piers to get to the bungalow we were staying in, then it's a large step up from the floating pier onto the porch, especially ..."
Reviewed on 14 Sept 2026
Atlantic Shores Inn and Suites
6273 Maddox Blvd Chincoteague VA
The price is Rp1.417.289 per night from 23 Sept to 24 Sept
Rp1.417.289
per night
23 Sept - 24 Sept
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 Assateague Lighthouse.
