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.

What's a favourite hotel to stay in Deep Hole?

For your stay in Deep Hole, Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets is one of the top choices based on our traveller data. Other good options for your stay in the area include Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly and Cozy 2-bedroom house in Chincoteague .

How many hotels can I expect to find in the Deep Hole area?

Expedia has 88 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.

Deep Hole hotels, Chincoteague, United States of America: Chincoteague Hotel Guide

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Our top choices for Deep Hole hotels

Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

Jared

includes taxes & fees

21 Jul - 22 Jul

Indoor pool, seasonal outdoor pool, pool loungers

Refuge Inn

Piney Island, 1.5 km from Deep Hole

Richard

includes taxes & fees

19 Jul - 20 Jul

Cypress River Inn & Spa

26.9 km from Deep Hole

Hans

includes taxes & fees

22 Jul - 23 Jul

Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Nicholas

includes taxes & fees

19 Jul - 20 Jul

Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Keith

includes taxes & fees

2 Aug - 3 Aug

Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Dana

includes taxes & fees

9 Aug - 10 Aug

Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Lisa

includes taxes & fees

23 Jul - 24 Jul

Best Western Plus Pocomoke City

23.6 km from Deep Hole

Sandra

includes taxes & fees

21 Jul - 22 Jul

Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

KRYSTLE

includes taxes & fees

4 Aug - 5 Aug

Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Alice

includes taxes & fees

19 Jul - 20 Jul

Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Wykee

includes taxes & fees

2 Aug - 3 Aug

Standard Room, 1 King Bed with Sofa bed, Non Smoking

Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Michael

includes taxes & fees

16 Aug - 17 Aug

Snug Harbor Marina and Hotel

3 km from Deep Hole

cailin

includes taxes & fees

20 Jul - 21 Jul

Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Jamie

includes taxes & fees

6 Aug - 7 Aug

Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Mary

includes taxes & fees

19 Jul - 20 Jul

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Neils

includes taxes & fees

13 Aug - 14 Aug

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

Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

STANLEY

includes taxes & fees

19 Jul - 20 Jul

Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

lisa

includes taxes & fees

16 Aug - 17 Aug

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague, 2.5 km from Deep Hole

Jeniffer

includes taxes & fees

21 Jul - 22 Jul

Deck & EV Charger: Coastal Retreat 1 Mi to Marina

8 km from Deep Hole

includes taxes & fees

17 Jul - 18 Jul

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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

Waterside Inn

8/10 Good

"Nice views and pool felt nice and warm and was open late. Staff were friendly and helpful"

Key West Cottages

10/10 Excellent

"We paid the premium to stay at Key West Cottages as compared to other properties in Chincoteague because of the location, property amenities and all of the great reviews. With two young kids we wanted a place we could relax and enjoy without having a schedule or planning too many activities around the island. It met and even exceeded our expectations. We saw them clean the pool each morning and walk around the property to do daily maintenance to keep the property pristine. We all loved the pool and beautiful beach on the bay (we even saw dolphins one evening at sunset!). If you can afford it and will take advantage of the amenities, we definitely recommend staying here!"

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Great central location to be able to walk to local restaurants and shops. Also great spot for beautiful sunset views. Staff was great. They reached out while I was off property to let me know I left my car lights ( flashers) on accidentally and they could provide a jump start should I need one ( which thankfully I did not). All of the staff was very helpful and friendly."

Cozy 2-bedroom house in Chincoteague

10/10 Excellent

"Very nice and well designed property. As soon as you open the door, you can tell that a lot of love and dedication came into designing this beautiful little cottage.Done with taste. Well located, away from the busy beach town center, yet very close to the main street (Maddox Street) and to the National Park where the beach is located.It will be our to-go-to place in the Island."

Chincoteague Hotel Guide. Hotels in Deep Hole, Chincoteague, United States of America

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Check prices for these dates

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Our top choices for Deep Hole hotels

Blufin Bungalows & Marina

Refuge Inn

Cypress River Inn & Spa

Days Inn by Wyndham Chincoteague Island

Waterside Inn

Birchwood Inn

Spark by Hilton Chincoteague Island

Best Western Plus Pocomoke City

Key West Cottages

Maddox Inn

Studio 6 Suites Pocomoke City, MD

Chincoteague Inn

Snug Harbor Marina and Hotel

Econo Lodge Pocomoke City Hwy 13

Island Resort

Comfort Suites Chincoteague Island Bayfront Resort

Anchor Inn

Atlantic Shores Inn and Suites

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Deck & EV Charger: Coastal Retreat 1 Mi to Marina

Where to stay in Deep Hole

Downtown Chincoteague

Piney Island

Snotty Ridge

Down the Marsh

Birch Town

Top Deep Hole Hotel Reviews

Waterside Inn

Frequently asked questions

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