The Best Hotels in Deep Hole, Chincoteague - 2026 Updated Prices

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Our top choices for Deep Hole hotels

Standard Room, 1 King Bed with Sofa bed, Non Smoking | Free WiFi, alarm clocks, bed sheets

1. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Rp2.408.460 total

includes taxes & fees

30 Aug - 31 Aug

2. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Amy L

Rp4.561.729 total

includes taxes & fees

25 Aug - 26 Aug

3. Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

Jason

Rp2.531.862 total

includes taxes & fees

24 Aug - 25 Aug

4. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Elizabeth

Rp3.556.822 total

includes taxes & fees

1 Sept - 2 Sept

Indoor pool, seasonal outdoor pool, pool loungers

5. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Joaquín

Rp4.418.110 total

includes taxes & fees

27 Aug - 28 Aug

6. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Alice

Rp2.750.518 total

includes taxes & fees

4 Aug - 5 Aug

7. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

Ali

Rp3.652.415 total

includes taxes & fees

30 Aug - 31 Aug

8. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Nicholas

Rp2.732.315 total

includes taxes & fees

1 Sept - 2 Sept

9. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague, 2.5 km from Deep Hole

Jeniffer

Rp4.027.557 total

includes taxes & fees

31 Aug - 1 Sept

10. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Catherine

Rp3.638.414 total

includes taxes & fees

22 Aug - 23 Aug

11. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Robert

Rp3.035.806 total

includes taxes & fees

31 Aug - 1 Sept

12. Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague, 2.8 km from Deep Hole

Denise

Rp3.690.671 total

includes taxes & fees

31 Aug - 1 Sept

Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

13. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Misty

Rp6.213.081 total

includes taxes & fees

27 Aug - 28 Aug

Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

14. Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

Kevin

Rp3.251.349 total

includes taxes & fees

6 Aug - 7 Aug

15. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Dana

Rp2.974.271 total

includes taxes & fees

2 Aug - 3 Aug

16. Best Western Plus Pocomoke City

23.6 km from Deep Hole

Austrailya

Rp3.242.662 total

includes taxes & fees

20 Aug - 21 Aug

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

Up the Neck, 1.5 km from Deep Hole

Rp8.983.066 total

includes taxes & fees

20 Aug - 21 Aug

18. Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

Jared

Rp6.276.022 total

includes taxes & fees

9 Aug - 10 Aug

19. Snug Harbor Marina and Hotel

3 km from Deep Hole

cailin

Rp6.721.274 total

includes taxes & fees

1 Sept - 2 Sept

20. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Jeffrey

Rp1.513.668 total

includes taxes & fees

1 Sept - 2 Sept

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Where to stay in Deep Hole

Find the best Deep Hole areas for the activities you enjoy most.

A horse grazing in a lush green field with a small stream.

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

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Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

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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.

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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 Chincoteague Channel.

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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.

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Top Deep Hole Hotel Reviews

Atlantic Shores Inn and Suites

8/10 Good

"Nice centrally located motel with a pool and free breakfast."

Blufin Bungalows & Marina

10/10 Excellent

"Blufin is a great place to stay on Chincoteague Island. My family of 4 never felt cramped inside the boathouse bungalows. The location is great, the furthest we had to drive to anything was 20 minutes(assateague beach), everything else was within 10min. The only thing which is no fault of theirs, is if you have a small child then maybe don’t rent the boathouse, spring for the one on land. I have a 2yo and was always a bit worried when coming and going on the docks (again, not their fault or problem). Overall the stay was fantastic and we will be back next summer"

Key West Cottages

8/10 Good

"Property is in an ideal location. Very clean. I was not a fan of the digital key, but there was an option to get a real key card. Pool is lovely and the cleaning staff do a phenomenal job. We stayed for 6 nights. Considering what we paid, it would have been nice to be allowed one room refresh by housekeeping during the week, which I requested but was told no. I was told to walk to the office for toilet paper/towels, etc, which is fine but considering what we paid, stocking enough toilet paper (we had 2 small rolls), and a coffee pod per person for each day of the stay, and more than 2 creamers) and coming through to refresh the room if requested would have been nice, almost expected. There were no basic instructions left, for stuff like how to get into the pool (there are 3 different options for the pool and we had to shuffle through all of them in the app the get the door to open- maybe label the gates?), no check out instructions left and I didn't receive a response to my request for the checkout instructions in a timely manner. But these things are minor and didn't really ruin our stay, just sharing as FYI. Beautiful place and great memories made."

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 89 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.

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Our top choices for Deep Hole hotels

1. Chincoteague Inn

2. Spark by Hilton Chincoteague Island

3. Atlantic Shores Inn and Suites

4. Comfort Suites Chincoteague Island Bayfront Resort

5. Refuge Inn

6. Maddox Inn

7. Hampton Inn & Suites Chincoteague Waterfront

8. Days Inn by Wyndham Chincoteague Island

9. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10. Waterside Inn

11. Island Resort

12. Marina Bay Hotel & Suites, an Ascend Collection Hotel

13. Key West Cottages

14. Anchor Inn

15. Birchwood Inn

16. Best Western Plus Pocomoke City

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

18. Blufin Bungalows & Marina

19. Snug Harbor Marina and Hotel

20. Studio 6 Suites Pocomoke City, MD

Where to stay in Deep Hole

Downtown Chincoteague

Piney Island

Snotty Ridge

Down the Marsh

Birch Town

Top Deep Hole Hotel Reviews

Atlantic Shores Inn and Suites

Frequently asked questions