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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Deep Hole hotels

A waterfront hotel with multiple balconies, a dock, and a calm water body.

1. 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, (649 reviews)
"Great staff, beautiful view of the bay & a nice hot breakfast buffet"
United States
Dianne
The price is ₹11,339
₹12,733 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

2. 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 ₹10,889
₹12,328 total
includes taxes & fees
11 Nov - 12 Nov
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.

3. 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, (825 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is ₹9,688
₹10,880 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Chincoteague Waterfront
A hot tub in a room with large windows overlooking a water body and grassy area.

4. 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)
"During the NorEaster that hit our stay was amazing! From the comfort of the room to the food that we enjoyed! Will definitely be back."
United States
Lisa
The price is ₹5,306
₹5,959 total
includes taxes & fees
22 Oct - 23 Oct
Waterside Inn
A multi-story hotel with a blue roof, located near a marina with boats docked.

5. 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)
"The front desk staff was efficient, kind and understanding. I had a positive experience with Madison at the front desk. The facility is well maintained and clean."
United States
Michelle
The price is ₹8,301
₹10,751 total
includes taxes & fees
8 Nov - 9 Nov
Marina Bay Hotel & Suites, an Ascend Collection Hotel
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, (823 reviews)
"Lovely, welcoming hotel."
Canada
Mary
The price is ₹8,018
₹9,004 total
includes taxes & fees
5 Nov - 6 Nov
Spark by Hilton Chincoteague Island
A swimming pool with lounge chairs and a beach ball.

7. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,005 reviews)
"Everything about our stay was excellent will definitely go back"
United States
Joe
The price is ₹12,009
₹13,486 total
includes taxes & fees
20 Oct - 21 Oct
Refuge Inn
A beach with fishing rods and a person walking.

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, (658 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is ₹18,446
₹20,715 total
includes taxes & fees
15 Oct - 16 Oct
Key West Cottages
A hotel room with a bed, a sofa, a desk, and a radiator.

9. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,000 reviews)
"Large clean room, easy check in and out, great location and value for money"
United States
Amy
The price is ₹7,527
₹8,453 total
includes taxes & fees
18 Oct - 19 Oct
Chincoteague Inn
A large two-story house with a balcony, a covered patio, and a view of the water.

10. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (484 reviews)
"Clean and comfortable rooms, beautiful views. Friendly staff"
United States
Brenda
The price is ₹12,387
₹13,910 total
includes taxes & fees
16 Oct - 17 Oct
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 ₹7,022
₹7,885 total
includes taxes & fees
14 Nov - 15 Nov
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, (1,000 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 ₹6,722
₹7,549 total
includes taxes & fees
13 Nov - 14 Nov
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, (842 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 ₹7,375
₹8,282 total
includes taxes & fees
1 Nov - 2 Nov
Maddox Inn
A modern lobby with a reception desk, seating area, and artwork on the walls.

14. 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, (1,005 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is ₹10,816
₹12,114 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Pocomoke City
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

15. Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.4 out of 10, Good, (87 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 ₹7,145
₹8,003 total
includes taxes & fees
18 Oct - 19 Oct
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

16. 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 ₹6,669
₹7,469 total
includes taxes & fees
16 Oct - 17 Oct
Motel 6 Pocomoke City, MD
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

17. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.5 km from Deep Hole
5.4 out of 10, (851 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is ₹5,574
₹6,243 total
includes taxes & fees
4 Nov - 5 Nov
Econo Lodge Pocomoke City Hwy 13
A brick pathway leading to a pool area with a fence and potted plants.

18. Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
26.9 km from Deep Hole
8.4 out of 10, Very good, (7 reviews)
"I fell in love with the charm of this Inn, I can't wait for the restaurant to be up and running so I can come back and stay."
United States
Hans
The price is ₹18,430
₹20,642 total
includes taxes & fees
20 Oct - 21 Oct
Cypress River Inn & Spa
A swimming pool with lounge chairs and a gazebo.

19. 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
Birchwood 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.
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Where to stay in Deep Hole

Find the best Deep Hole areas 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

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 Assateague Point.

Birch Town

Though Birch Town may not have many top sights, you can venture to the surrounding area to see attractions like Maui Jack's Waterpark and Museum of Chincoteague.

Top Deep Hole Hotel Reviews

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

10/10 Excellent
"Staff very friendly and helpful. Breakfast was yummy"
Holly 1-night trip
Posted less than an hour ago
Best Western Plus Pocomoke City

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.
How many hotels can I expect to find in the Deep Hole area?
Expedia has 92 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.