Deep Hole Hotels, Chincoteague

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Check prices for these dates

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

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Our top choices for Deep Hole hotels

Palm Cottage

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (511 reviews)
"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "
United States
CHRISTIE
Key West Cottages
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, (753 reviews)
"The front desk young lady was excellent and gave us great recommendations. "
United States
Mary
The price is AU$128
includes taxes & fees
13 Mar - 14 Mar
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, (1,004 reviews)
"Love this hotel. Have stayed here numerous times. Rooms are clean, great view, great staff, decent breakfast. I highly recommend!"
United States
Michael
Waterside Inn
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 AU$141
includes taxes & fees
10 Mar - 11 Mar
Refuge 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, (590 reviews)
"Excellent "
United States
Edward
The price is AU$183
includes taxes & fees
8 Mar - 9 Mar
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
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, (1,002 reviews)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is AU$161
includes taxes & fees
25 Mar - 26 Mar
Comfort Suites Chincoteague Island Bayfront Resort
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 AU$221
includes taxes & fees
8 Mar - 9 Mar
Island Resort
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, (901 reviews)
"Clean room, friendly staff"
United States
Brittany
The price is AU$153
includes taxes & fees
10 Mar - 11 Mar
Best Western Plus Pocomoke City
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, (762 reviews)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is AU$179
includes taxes & fees
25 Mar - 26 Mar
Hampton Inn & Suites Chincoteague 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, (1,003 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 AU$91
includes taxes & fees
13 Mar - 14 Mar
Days Inn by Wyndham Chincoteague Island
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 AU$118
includes taxes & fees
8 Mar - 9 Mar
Studio 6 Suites Pocomoke City, MD
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 AU$278
includes taxes & fees
17 Mar - 18 Mar
Garden and Sea Inn
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 AU$99
includes taxes & fees
11 Mar - 12 Mar
Birchwood Inn
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, (569 reviews)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveller
The price is AU$112
includes taxes & fees
5 Mar - 6 Mar
Anchor Inn
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 AU$126
includes taxes & fees
16 Mar - 17 Mar
Atlantic Shores Inn and Suites
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, (1,000 reviews)
"Very clean and nice staff"
United States
Katherine
The price is AU$140
includes taxes & fees
24 Mar - 25 Mar
Marina Bay Hotel & Suites, an Ascend Collection Hotel
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 AU$133
includes taxes & fees
1 Apr - 2 Apr
Chincoteague Inn
Reception

Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.5 km from Deep Hole
5.6 out of 10, (783 reviews)
"Just one night that price is reasonable very quiet stuff was very polite "
United States
Luisa
The price is AU$120
includes taxes & fees
5 Mar - 6 Mar
Econo Lodge Pocomoke City Hwy 13
Lobby

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (496 reviews)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is AU$110
includes taxes & fees
7 Mar - 8 Mar
Motel 6 Pocomoke City, MD
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

Our guide on where to stay in Deep Hole

Find the best Deep Hole areas 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

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.

Up the Neck

While Up the Neck isn't home to many top sights, Oyster Bay and Captain Timothy Hill House are some notable places to visit nearby.

Top Deep Hole Hotel Reviews

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent
"The front desk staff was incredibly friendly and made our stay feel warm and welcome."
Andrew 2-night trip
Posted 1 day ago
Hampton Inn & Suites Chincoteague Waterfront

Frequently asked questions

What is Deep Hole like?
Travellers to the Deep Hole neighbourhood in Chincoteague will be sure to enjoy their stay. Consider a visit to Oyster Bay as part of your Deep Hole travel plans.
What's a favourite hotel to stay in Deep Hole?
For your stay in Deep Hole, Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury is one of the top choices based on our traveller data. Other good options for your stay in the area include Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets and The Blue Crab - Your Dream Vacation awaits you!.
How many hotels can I expect to find in the Deep Hole area?
Expedia has 80 hotels and other accommodation options 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, the majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Deep Hole.
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.