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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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Our top choices for Deep Hole hotels

Exterior

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, (1,003 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is NT$4,447
NT$5,027 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Suites Chincoteague Island Bayfront Resort
View from property

2. 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, (631 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is NT$4,522
NT$5,078 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Standard Room, 1 King Bed with Sofa bed, Non Smoking

3. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,004 reviews)
"Great location and value."
United States
Michelle
The price is NT$3,130
NT$3,515 total
includes taxes & fees
Sep 27 - Sep 28
Chincoteague Inn
Pool

4. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,001 reviews)
"Clean room, breakfast & outdoor pool, Excellent location"
United States
Hone
The price is NT$5,536
NT$6,217 total
includes taxes & fees
Aug 30 - Aug 31
Refuge Inn
Exterior

5. 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, (817 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$4,657
NT$5,230 total
includes taxes & fees
Sep 29 - Sep 30
Hampton Inn & Suites Chincoteague Waterfront
Terrace/patio

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, (800 reviews)
"The room was perfect. Very clean and the people at the front desk and the kitchen staff were wonderful"
United States
Paula
The price is NT$3,622
NT$4,068 total
includes taxes & fees
Sep 29 - Sep 30
Spark by Hilton Chincoteague Island
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, (1,004 reviews)
"Clean room, very helpful staff."
United States
James
The price is NT$2,937
NT$3,773 total
includes taxes & fees
Sep 7 - Sep 8
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Exterior

8. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (472 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is NT$4,743
NT$5,326 total
includes taxes & fees
Sep 24 - Sep 25
Island Resort
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, (1,002 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 NT$2,661
NT$2,988 total
includes taxes & fees
Sep 20 - Sep 21
Days Inn by Wyndham Chincoteague Island
Pool

10. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.6 out of 10, Good, (1,000 reviews)
"Clean beds convenient location nice atmosphere"
United States
Tiara
The price is NT$2,533
NT$2,844 total
includes taxes & fees
Sep 13 - Sep 14
Atlantic Shores Inn and Suites
Palm Cottage

11. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (623 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NT$6,889
NT$7,737 total
includes taxes & fees
Sep 21 - Sep 22
Key West Cottages
Indoor spa tub

12. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
The price is NT$2,782
NT$3,124 total
includes taxes & fees
Sep 27 - Sep 28
Waterside Inn
Beach

13. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (820 reviews)
"This property is centrally located along Maddox Blvd in beautiful Chincoteague. Easily in walking distance are shops and a tremendous ice cream and coffee shop, Mister Whippy. The rooms are clean, just a little outdated, but the staff informed us a refresh is coming. Definitely a nice place to stay for the weekend."
United States
George
The price is NT$3,130
NT$3,515 total
includes taxes & fees
Sep 27 - Sep 28
Maddox Inn
Pool

14. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (628 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$3,467
NT$3,893 total
includes taxes & fees
Sep 13 - Sep 14
Anchor Inn
Outdoor pool

15. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (447 reviews)
"Very clean Well lit parking Bed comfortable"
United States
Maryann
The price is NT$2,764
NT$3,263 total
includes taxes & fees
Sep 29 - Sep 30
Birchwood Inn
Lobby

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, (985 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NT$4,005
NT$4,485 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Plus Pocomoke City
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
The price is NT$3,867
NT$11,528 total
includes taxes & fees
Sep 16 - Sep 17
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Reception

18. 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, (838 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NT$1,992
NT$2,231 total
includes taxes & fees
Sep 21 - Sep 22
Econo Lodge Pocomoke City Hwy 13
Lobby

19. 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, (80 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$2,371
NT$2,656 total
includes taxes & fees
Sep 9 - Sep 10
Studio 6 Suites Pocomoke City, MD
Lobby

20. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (507 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
The price is NT$2,403
NT$2,691 total
includes taxes & fees
Sep 3 - Sep 4
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

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 Assateague Lighthouse are some notable places to visit nearby.

Top Deep Hole Hotel Reviews

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

10/10 Excellent
"Close to beach"
Paula 3-night trip
Posted 4 hours ago
Days Inn by Wyndham Chincoteague Island

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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