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Check prices for these dates

This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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Our top choices for Deep Hole hotels

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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, (626 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is NT$5,699
NT$6,400 total
includes taxes & fees
Sep 17 - Sep 18
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Exterior

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, (1,005 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is NT$4,429
NT$5,007 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Chincoteague Island Bayfront Resort
Indoor pool, seasonal outdoor pool, sun loungers

3. 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)
"Great place to stay, comfortable, clean, beautiful spot."
United States
Kasey
The price is NT$4,883
NT$5,484 total
includes taxes & fees
Aug 30 - Aug 31
Refuge Inn
Terrace/patio

4. 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, (797 reviews)
"Great people very friendly, we’ve always loved staying here."
United States
Cynthia
The price is NT$4,139
NT$4,649 total
includes taxes & fees
Sep 16 - Sep 17
Spark by Hilton Chincoteague Island
Standard Room, 1 King Bed with Sofa bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

5. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,001 reviews)
"Great location and staff "
United States
Stephanie
The price is NT$3,164
NT$3,553 total
includes taxes & fees
Sep 13 - Sep 14
Chincoteague Inn
Exterior

6. 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, (814 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$5,214
NT$5,856 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Chincoteague Waterfront
Aerial view

7. 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, (1,003 reviews)
"We only had one night at the end, and we are already planning our next trip back. Our room was right, comfortable, and spacious. We sat out on the dock in the Adirondack chairs, watched boats pass by, a beautiful sunset, and used our binoculars to watch the birds in the sanctuary across the Inlet. Highly recommend!"
United States
Beth
The price is NT$2,960
NT$3,804 total
includes taxes & fees
Sep 7 - Sep 8
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

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, (616 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NT$6,963
NT$7,819 total
includes taxes & fees
Sep 8 - Sep 9
Key West Cottages
Lobby

9. 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, (1,004 reviews)
"Clean rooms and friendly staff!"
United States
Nicholas
The price is NT$3,097
NT$3,478 total
includes taxes & fees
Sep 16 - Sep 17
Days Inn by Wyndham Chincoteague Island
Seasonal outdoor pool

10. 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, (1,005 reviews)
"Clean beds convenient location nice atmosphere"
United States
Tiara
The price is NT$2,550
NT$2,864 total
includes taxes & fees
Sep 17 - Sep 18
Atlantic Shores Inn and Suites
Exterior

11. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (469 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is NT$4,776
NT$5,363 total
includes taxes & fees
Sep 17 - Sep 18
Island Resort
Beach nearby

12. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (815 reviews)
"Room was clean. Nice to have our two small dogs with us. Breakfast, coffee and pastries, was great!! Staff was very friendly and helpful. Will stay there again."
United States
Allen
The price is NT$3,164
NT$3,553 total
includes taxes & fees
Sep 8 - Sep 9
Maddox Inn
Indoor spa tub

13. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,014 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
The price is NT$3,178
NT$3,569 total
includes taxes & fees
Sep 13 - Sep 14
Waterside Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

14. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (626 reviews)
"Great place! My wife and i stayed the night last night. They were very helpful and respectful!! Was very clean and peaceful! We definitely Love this place! Will definitely be back!!."
United States
James
The price is NT$3,491
NT$3,920 total
includes taxes & fees
Sep 17 - Sep 18
Anchor Inn
Exterior

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, (311 reviews)
"Experience was amazing! Amenities great! Clean resort, quiet, relaxing…all we hoped for! Will be back!!!!"
United States
Christine
The price is NT$8,887
NT$11,774 total
includes taxes & fees
Aug 20 - Aug 21
Blufin Bungalows & Marina
Seasonal outdoor pool

16. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (446 reviews)
"Loved the close proximity to the bay. Very quiet & relaxing area."
United States
Bette
The price is NT$2,837
NT$3,345 total
includes taxes & fees
Sep 17 - Sep 18
Birchwood Inn
House (3 Bedrooms) | Interior

17. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck, 1.5 km from Deep Hole
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Lobby

18. 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, (979 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NT$4,032
NT$4,516 total
includes taxes & fees
Sep 17 - Sep 18
Best Western Plus Pocomoke City
Reception

19. 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, (837 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NT$2,198
NT$2,462 total
includes taxes & fees
Sep 17 - Sep 18
Econo Lodge Pocomoke City Hwy 13
Lobby

20. 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, (79 reviews)
"They were under construction.. room was old.. ceiling falling. But new floors. It was clean enough... but not a nice place. I stayed 1 night but found a different place to stay my 2nd night."
United States
Jeffrey
The price is NT$2,388
NT$2,674 total
includes taxes & fees
Sep 17 - Sep 18
Studio 6 Suites 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

Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.
A horse grazing in a lush green field with a small stream.
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.

Beautiful marshlands next the ocean full of life - Assateague, MD, USA

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

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

10/10 Excellent
"I thought it was a hotel so learning it was a motel was disappointing BUT for a motel wow! The best customer service! A nice clean room with zero bugs, which is the most important thing to me!"
Corinna 3-night trip
Posted less than an hour ago
Atlantic Shores Inn and Suites

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 91 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.

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