Deep Hole, VA

Chincoteague

Deep Hole Hotel Deals

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
The price is NT$2,011 per night from Nov 17 to Nov 18
NT$2,011
per night
Nov 17 - Nov 18
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Waterside Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is NT$3,966 per night from Nov 30 to Dec 1
NT$3,966
per night
Nov 30 - Dec 1
Stay at this cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (674 reviews)
"Wer went in the fall. It was peaceful with plenty of local food,,"

Reviewed on 2026/11/8

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
The price is NT$3,172 per night from Dec 13 to Dec 14
NT$3,172
per night
Dec 13 - Dec 14
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in ...
Comfort Suites Chincoteague Island Bayfront Resort
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd Pocomoke City MD
The price is NT$3,152 per night from Dec 6 to Dec 7
NT$3,152
per night
Dec 6 - Dec 7
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Best Western Plus Pocomoke City
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 out of 5
3801 Main St Chincoteague VA
The price is NT$2,336 per night from Nov 19 to Nov 20
NT$2,336
per night
Nov 19 - Nov 20
Book a stay at this business-friendly hotel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2 out of 5
7020 Maddox Blvd Chincoteague VA
The price is NT$2,346 per night from Nov 22 to Nov 23
NT$2,346
per night
Nov 22 - Nov 23
Book a stay at this business-friendly hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.8/10 (1,001 reviews)
"Todo bien. 👍"

Reviewed on 2026/11/11

Days Inn by Wyndham Chincoteague Island
See all 733 properties in Deep Hole
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 and neighborhoods for the activities you enjoy most.
A group of horses grazing in a lush green field with a river in the foreground.
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.

A coastal landscape with a clear blue sky, a calm sea, and a marshy area with water reflecting the sky.

Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Snotty Ridge

While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point.

Down the Marsh

If you're looking for some top things to see and do in Down the Marsh and surrounding area, you can visit Robert N. Reed Downtown Waterfront Park and Assateague Point.

Birch Town

While Birch Town isn't home to many top sights, Maui Jack's Waterpark and Museum of Chincoteague are some notable places to visit nearby.

Deep Hole, VA