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Nov 14 - Nov 15
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Our top choices for Deep Hole hotels

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

1. 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, (1,000 reviews)
"Best room on the island"
United States
Jeffrey
The price is ￥15,377
￥17,435 total
includes taxes & fees
Dec 13 - Dec 14
Comfort Suites Chincoteague Island Bayfront Resort
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

2. 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, (833 reviews)
"Great view, lovely staff, delicious breakfast !"
United States
Jessica
The price is ￥15,585
￥17,504 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn & Suites Chincoteague Waterfront
A waterfront hotel with multiple balconies, a dock, and a calm water body.

3. 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, (660 reviews)
"Great staff, beautiful view of the bay & a nice hot breakfast buffet"
United States
Dianne
The price is ￥19,005
￥21,342 total
includes taxes & fees
Nov 18 - Nov 19
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A modern lobby with a wooden sofa, teal ottomans, and a striped wall.

4. 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 nice hotel! The decor was really unique and the staff were very helpful! Would definitely recommend!"
United States
Kimberly
The price is ￥11,355
￥15,149 total
includes taxes & fees
Nov 23 - Nov 24
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A hotel room with a large bed, two armchairs, a small table, and a view of trees through a sliding door.

5. 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)
"There are so many things we loved about this place, location, breakfast amenities, the rooms were clean and of course the ponies on the property. We would definitely stay here again."
United States
Karen
The price is ￥14,984
￥16,826 total
includes taxes & fees
Dec 15 - Dec 16
Refuge Inn
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

6. Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.6 out of 10, Exceptional, (829 reviews)
"The staff and amenities were excellent at this hotel. The views were also beautiful. Right across the street or all the shops you need for peeing suits, renting bikes, etc."
United States
Patricia
The price is ￥13,440
￥15,093 total
includes taxes & fees
Dec 7 - Dec 8
Spark by Hilton Chincoteague Island
A hot tub in a room with large windows overlooking a water body and grassy area.

7. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location , good breakfast, friendly staff. Great for a couples weekend get a way !"
United States
Faith
The price is ￥8,220
￥9,230 total
includes taxes & fees
Dec 15 - Dec 16
Waterside Inn
A waterfront house with a balcony, dock, and a view of the water.

8. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (675 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is ￥18,332
￥20,585 total
includes taxes & fees
Dec 15 - Dec 16
Key West Cottages
A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.

9. sea shell motel

sea shell motel
2.0 star property
2.2 km from Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful clean room ! The best thing it was pet friendly ."
United States
Wanda
The price is ￥8,366
￥9,396 total
includes taxes & fees
Nov 23 - Nov 24
sea shell motel
A wooden deck with a hammock, picnic table, and a view of a body of water.

10. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (488 reviews)
"Clean and comfortable rooms, beautiful views. Friendly staff"
United States
Brenda
The price is ￥16,770
￥18,833 total
includes taxes & fees
Nov 23 - Nov 24
Island Resort
A pool area with a building that has a covered patio and a gazebo.

11. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.6 out of 10, Good, (1,000 reviews)
"Everything was great for an overnight stay, a bit off Rte 13, since we were just traveling through, but great staff and fine rustic room"
United States
Dave
The price is ￥12,793
￥14,366 total
includes taxes & fees
Nov 23 - Nov 24
Atlantic Shores Inn and Suites
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

12. 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, (1,001 reviews)
"The place was clean, reasonably priced, and the owner was very helpful. The beds were very comfortable and breakfast was great. Would definitely stay again."
United States
Laura
The price is ￥11,403
￥12,805 total
includes taxes & fees
Nov 23 - Nov 24
Days Inn by Wyndham Chincoteague Island
Beach

13. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.4 out of 10, Good, (845 reviews)
"This is an old-style, mom and pop hotel with lots of character, and the rooms are decent. I enjoyed my stay."
United States
Jeffrey
The price is ￥12,252
￥13,757 total
includes taxes & fees
Dec 15 - Dec 16
Maddox Inn
A swimming pool with lounge chairs and a gazebo.

14. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (460 reviews)
"It was very clean, and nice area"
United States
Aspen
The price is ￥10,780
￥12,904 total
includes taxes & fees
Nov 15 - Nov 16
Birchwood Inn
A beach with a palm tree, blue chairs, and a small table.

15. 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, (344 reviews)
"We had a wonderful stay! The bungalow was nice, clean, and peaceful. It was the perfect place to relax and unwind. Would definitely stay again!"
United States
Rebecca
The price is ￥13,676
￥24,338 total
includes taxes & fees
Dec 15 - Dec 16
Blufin Bungalows & Marina
A modern lobby with a reception desk, seating area, and artwork on the walls.

16. 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, (1,002 reviews)
"Nicer than the other places in town"
United States
Joseph
The price is ￥15,319
￥17,159 total
includes taxes & fees
Dec 3 - Dec 4
Best Western Plus Pocomoke City
A green trash bin with a recycling symbol and a sign above it that reads "PET WASTE STATION" with an illustration of a person and a dog.

17. Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.6 out of 10, Good, (96 reviews)
"We stayed for one night and it was definitely a great place for it plus we got lost on where our room is and even though it was late the guy was very nice to still be nice and help us out(:"
United States
Brandon
The price is ￥11,977
￥13,414 total
includes taxes & fees
Nov 16 - Nov 17
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

18. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.4 out of 10, (509 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
The price is ￥11,178
￥12,520 total
includes taxes & fees
Nov 16 - Nov 17
Motel 6 Pocomoke City, MD
A large, two-story house with a porch and a garden with purple flowers.

19. Garden and Sea Inn

Garden and Sea Inn
3.5 star property
16.4 km from Deep Hole
9.4 out of 10, Exceptional, (30 reviews)
"Grace was an unbelievable host...saw to our needs, can not say enough POSITIVE about this B&B....would love to find an excuse to return. "
United States
Douglas
The price is ￥34,976
￥38,579 total
includes taxes & fees
Dec 10 - Dec 11
Garden and Sea Inn
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

20. 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, (868 reviews)
"This is a place suitable for people on a tighter budget."
United States
Rong
The price is ￥9,343
￥10,465 total
includes taxes & fees
Dec 7 - Dec 8
Econo Lodge Pocomoke City Hwy 13
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

Compare popular hotels in Deep Hole

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.
Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
9.8
Exceptional
833 reviews
View
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6
Exceptional
1,000 reviews
View
A hotel room with a large bed, two armchairs, a small table, and a view of trees through a sliding door.
Refuge Inn
3.0 star property
9.8
Exceptional
1,000 reviews
View
A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.
sea shell motel
2.0 star property
10.0
Exceptional
6 reviews
View
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.
Spark by Hilton Chincoteague Island
2.5 star property
9.6
Exceptional
829 reviews
View

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.

Top Deep Hole Hotel Reviews

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.
Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
Downtown Chincoteague

10/10 Excellent

Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...
United States
Kate
Reviewed August 24, 2014
Hampton Inn & Suites Chincoteague Waterfront

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.

What's a favorite hotel to stay in Deep Hole?

For your stay in Deep Hole, Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets is one of the top choices based on our traveler data. Other good options for your stay in the area include Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly and Cozy 2-bedroom house in Chincoteague.

How many hotels are there in the Deep Hole area?

Expedia has 92 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.