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Check prices for these dates

This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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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, (1,001 reviews)
"Great place!"
United States
Marc
The price is NT$4,207
NT$4,758 total
includes taxes & fees
Oct 4 - Oct 5
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, (638 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is NT$4,500
NT$5,053 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Terrace/patio

3. 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, (805 reviews)
"Just a super nice place to stay and wonderful staff!!!"
United States
Ursula
The price is NT$3,610
NT$4,055 total
includes taxes & fees
Sep 29 - Sep 30
Spark by Hilton Chincoteague Island
Pool

4. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,000 reviews)
"Everything about our stay was excellent will definitely go back"
United States
Joe
The price is NT$5,755
NT$6,463 total
includes taxes & fees
Sep 27 - Sep 28
Refuge Inn
Standard Room, 1 King Bed with Sofa bed, Non Smoking

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 value."
United States
Michelle
The price is NT$2,800
NT$3,145 total
includes taxes & fees
Sep 27 - Sep 28
Chincoteague Inn
Aerial view

6. 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, (1,001 reviews)
"Clean room, very helpful staff."
United States
James
The price is NT$2,915
NT$3,746 total
includes taxes & fees
Oct 4 - Oct 5
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Lobby

7. 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 NT$2,648
NT$2,974 total
includes taxes & fees
Sep 21 - Sep 22
Days Inn by Wyndham Chincoteague Island
Palm Cottage

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, (631 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NT$6,856
NT$7,699 total
includes taxes & fees
Sep 21 - Sep 22
Key West Cottages
Exterior

9. 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, (818 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$4,129
NT$4,637 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn & Suites Chincoteague Waterfront
Exterior

10. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (474 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is NT$4,720
NT$5,300 total
includes taxes & fees
Sep 11 - Sep 12
Island Resort
Indoor spa tub

11. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
The price is NT$2,166
NT$2,433 total
includes taxes & fees
Oct 11 - Oct 12
Waterside Inn
Pool

12. 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, (1,002 reviews)
"Clean beds convenient location nice atmosphere"
United States
Tiara
The price is NT$2,520
NT$2,830 total
includes taxes & fees
Sep 13 - Sep 14
Atlantic Shores Inn and Suites
Beach

13. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (822 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$3,115
NT$3,498 total
includes taxes & fees
Sep 11 - Sep 12
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, (634 reviews)
"Beautiful room and a fun stay!"
United States
rich
The price is NT$3,183
NT$3,574 total
includes taxes & fees
Oct 4 - Oct 5
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, (449 reviews)
"Very clean Well lit parking Bed comfortable"
United States
Maryann
The price is NT$2,751
NT$3,247 total
includes taxes & fees
Sep 20 - Sep 21
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, (994 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NT$3,985
NT$4,463 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Pocomoke City
Exterior

17. 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, (318 reviews)
"Loved sitting on the porch and just seeing water, water everywhere!!"
United States
David
The price is NT$4,520
NT$6,843 total
includes taxes & fees
Sep 16 - Sep 17
Blufin Bungalows & Marina
House (3 Bedrooms) | Interior

18. 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$3,498
NT$11,073 total
includes taxes & fees
Sep 16 - Sep 17
2 Mi to Downtown: Tranquil Abode in Chincoteague!
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, (82 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$2,360
NT$2,643 total
includes taxes & fees
Sep 21 - Sep 22
Studio 6 Suites Pocomoke City, MD
Reception

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, (843 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NT$1,841
NT$2,062 total
includes taxes & fees
Oct 1 - Oct 2
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

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.

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 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

Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

10/10 Excellent
"The location is too peaceful."
Juliet 3-night trip
Posted 9 hours ago
Chincoteague Bay RV Resort & Cottages

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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