Find hotels in Deep Hole, Chincoteague

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Mar 12 - Mar 13
Tomorrow
Mar 13 - Mar 14
This weekend
Mar 13 - Mar 15
Next weekend
Mar 20 - Mar 22

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Deep Hole hotels

Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh, 5.4 km from Deep Hole
9.6 out of 10, Exceptional, (211 reviews)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (519 reviews)
"Great place to stay very clean great location "
United States
Philip
Key West Cottages
View from room

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,000 reviews)
"Comfortable room, pleasant staff, great indoor pool, and easy access to Assateague Island bike paths."
United States
Paul
The price is NT$3,104
NT$3,486 total
includes taxes & fees
Mar 19 - Mar 20
Refuge Inn
Property entrance

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.4 out of 10, Exceptional, (755 reviews)
"The balcony has a nice view "
United States
Kira
The price is NT$2,683
NT$3,014 total
includes taxes & fees
Mar 23 - Mar 24
Spark by Hilton Chincoteague Island
Indoor spa tub

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,000 reviews)
" Quiet, clean, and amenities are good with indoor jacuzzi and outdoor pool. Rooms are very clean and staff is very friendly."
United States
Catherine
Waterside Inn
House (4 Bedrooms) | Interior

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
8 km from Deep Hole
The price is NT$5,814
NT$16,595 total
includes taxes & fees
Mar 19 - Mar 20
1 Mi to Resort Marina! Greenbackville Retreat
Lobby

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.8 out of 10, Good, (62 reviews)
"Parking was right next to my room, especially important after a long day on the road. Perfect for a quick stop. "
United States
Jennifer
The price is NT$2,383
NT$2,669 total
includes taxes & fees
Mar 14 - Mar 15
Studio 6 Suites Pocomoke City, MD
Exterior

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.6 out of 10, Exceptional, (1,001 reviews)
"Very clean and pleasant staff. "
United States
Brennan
The price is NT$3,403
NT$3,855 total
includes taxes & fees
Mar 22 - Mar 23
Comfort Suites Chincoteague Island Bayfront Resort
Beach

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (777 reviews)
"Staff was extremely friendly "
United States
meghann
The price is NT$2,351
NT$2,640 total
includes taxes & fees
Mar 14 - Mar 15
Maddox Inn
Restaurant

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
23.6 km from Deep Hole
8.6 out of 10, Excellent, (902 reviews)
"Clean room, friendly staff"
United States
Brittany
The price is NT$3,079
NT$3,449 total
includes taxes & fees
Mar 19 - Mar 20
Best Western Plus Pocomoke City
Front of property

Garden and Sea Inn

Garden and Sea Inn
3.5 star property
16.4 km from Deep Hole
9.4 out of 10, Exceptional, (29 reviews)
"We loved our stay at the Garden and Sea Inn. Location was perfect to surrounding activities. Inn was charming and comfortable, and the breakfasts were fabulous. Thank you for allowing us to be your guests."
United States
Angela
The price is NT$6,005
NT$6,624 total
includes taxes & fees
Apr 6 - Apr 7
Garden and Sea Inn
Balcony

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (451 reviews)
"Beautiful place, very well kept, great breakfast, great location, super clean."
United States
Anna
The price is NT$4,448
NT$4,995 total
includes taxes & fees
Mar 14 - Mar 15
Island Resort
Seasonal outdoor pool

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (389 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is NT$1,859
NT$2,246 total
includes taxes & fees
Mar 14 - Mar 15
Birchwood Inn
View from property

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague, 2.5 km from Deep Hole
9.2 out of 10, Wonderful, (591 reviews)
"Curran and well maintained hotel. The breakfast was decent but the hot figs were not kept hot and the pastry selection was poor at best. "
United States
Brenda
The price is NT$3,686
NT$4,139 total
includes taxes & fees
Mar 22 - Mar 23
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Lobby

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island, 1.4 km from Deep Hole
6.8 out of 10, (1,000 reviews)
"Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location "
United States
Elizabeth
The price is NT$2,025
NT$2,275 total
includes taxes & fees
Mar 20 - Mar 21
Days Inn by Wyndham Chincoteague Island
Seasonal outdoor pool

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.4 out of 10, Good, (1,000 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is NT$2,545
NT$2,858 total
includes taxes & fees
Mar 15 - Mar 16
Atlantic Shores Inn and Suites
Exterior

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague, 2 km from Deep Hole
9.8 out of 10, Exceptional, (764 reviews)
"Well run family, very clean"
United States
John
The price is NT$3,361
NT$3,774 total
includes taxes & fees
Mar 25 - Mar 26
Hampton Inn & Suites Chincoteague Waterfront
Lobby

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague, 2.8 km from Deep Hole
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean and nice staff"
United States
Katherine
The price is NT$2,545
NT$3,335 total
includes taxes & fees
Mar 18 - Mar 19
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Front of property

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (570 reviews)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveler
The price is NT$2,262
NT$2,540 total
includes taxes & fees
Mar 15 - Mar 16
Anchor Inn
Front of property

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.4 out of 10, Very Good, (1,000 reviews)
"Me and my brother enjoyed our stay "
United States
Korey E
The price is NT$2,669
NT$2,997 total
includes taxes & fees
Apr 12 - Apr 13
Chincoteague Inn
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.
View all properties

Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.
Chincoteague Island, Va trip...
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

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 Chincoteague Channel.

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.

Top Deep Hole Hotel Reviews

Key West Cottages

Key West Cottages

10/10 Excellent
"Very clean room, wonderful staff and great location in general."
Christian 2-night trip
Posted 3 hours ago
Key West Cottages

Frequently asked questions

What is Deep Hole like?
Travelers to the Deep Hole neighborhood in Chincoteague will be sure to enjoy their stay. Consider a visit to Oyster Bay as part of your Deep Hole travel plans.
How many hotels are there in the Deep Hole area?
Expedia has 78 hotels and other accommodations in Deep Hole to choose from, making this an ideal home base for exploring the greater Chincoteague area.
If I need to cancel my hotel reservation in Deep Hole, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to review the best deals available in Deep Hole.
Where can I learn more about changing or cancelling my trip to Deep Hole?
For additional details about changing or cancelling your trip to Deep Hole, click here.
What are the top things to see and do in Deep Hole?
Oyster Bay is an attraction you might want to check out while you're in Deep Hole. Captain Timothy Hill House and Maui Jack's Waterpark are also worth a visit when you're out sightseeing in Chincoteague.

Explore a world of travel with Expedia