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$1,954 per night from Oct 19 to Oct 20
NT$1,954
NT$2,194 total
Oct 19 - Oct 20
includes taxes & fees
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
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
The price is NT$2,522 per night from Oct 18 to Oct 19
NT$2,522
NT$2,832 total
Oct 18 - Oct 19
includes taxes & fees
Stay at this motel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"The room we stayed in was clean and recently updated"

Reviewed on 2026/10/11

Chincoteague Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is NT$6,181 per night from Oct 13 to Oct 14
NT$6,181
NT$6,941 total
Oct 13 - Oct 14
includes taxes & fees
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! (656 reviews)
"Clean, quiet, and convenient."

Reviewed on 2026/10/9

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$3,649 per night from Nov 11 to Nov 12
NT$3,649
NT$4,131 total
Nov 11 - Nov 12
includes taxes & fees
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 ...
9.6/10 Exceptional! (1,003 reviews)
"Best room on the island"

Reviewed on 2026/10/11

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$3,624 per night from Nov 1 to Nov 2
NT$3,624
NT$4,059 total
Nov 1 - Nov 2
includes taxes & fees
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
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is NT$5,526 per night from Oct 13 to Oct 14
NT$5,526
NT$7,999 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
Blufin Bungalows & Marina
See all 745 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.

A tall red and white lighthouse with a small red building at its base, surrounded by trees and a gravel path.

Up the Neck

If you're looking for some top things to see and do in Up the Neck and surrounding area, you can visit Oyster Bay and Captain Timothy Hill House.

Deep Hole, VA