Deep Hole Hotels, Chincoteague

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

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Our top choices for Deep Hole hotels

Aerial view
Marina Bay Hotel & Suites, an Ascend Collection Hotel

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, (1,000 reviews)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is NZ$157
includes taxes & fees
3 Feb - 4 Feb
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Indoor pool, seasonal outdoor pool, pool loungers
Refuge Inn

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,002 reviews)
"Clean comfortable and very nice staff"
United States
Kevin
The price is NZ$169
includes taxes & fees
22 Jan - 23 Jan
Refuge Inn
Property entrance
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.4 out of 10, Exceptional, (747 reviews)
"Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!"
United States
Danny
The price is NZ$158
includes taxes & fees
21 Jan - 22 Jan
Spark by Hilton Chincoteague Island
Indoor spa tub
Waterside Inn

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)
"We had a great time. Ample room and amazing breakfast! "
United States
Stephania
Waterside Inn
Palm Cottage
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (500 reviews)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
Exterior
Comfort Suites Chincoteague Island Bayfront Resort

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)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is NZ$198
includes taxes & fees
2 Feb - 3 Feb
Comfort Suites Chincoteague Island Bayfront Resort
View from property
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
Downtown Chincoteague, 2.5 km from Deep Hole
9.2 out of 10, Wonderful, (583 reviews)
"Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)"
United States
John
The price is NZ$226
includes taxes & fees
17 Jan - 18 Jan
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Exterior
Hampton Inn & Suites Chincoteague Waterfront

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, (748 reviews)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is NZ$190
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn & Suites Chincoteague Waterfront
Seasonal outdoor pool
Atlantic Shores Inn and Suites

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, (1,000 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is NZ$138
includes taxes & fees
14 Jan - 15 Jan
Atlantic Shores Inn and Suites
Restaurant
Best Western Plus Pocomoke City

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, (886 reviews)
"Clean room, friendly staff"
United States
Brittany
The price is NZ$172
includes taxes & fees
23 Jan - 24 Jan
Best Western Plus Pocomoke City
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool loungers
Anchor Inn

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (568 reviews)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveller
The price is NZ$122
includes taxes & fees
18 Jan - 19 Jan
Anchor Inn
Lobby
Days Inn by Wyndham Chincoteague Island

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)
"Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location "
United States
Elizabeth
The price is NZ$111
includes taxes & fees
2 Feb - 3 Feb
Days Inn by Wyndham Chincoteague Island
Seasonal outdoor pool
Birchwood Inn

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (388 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is NZ$122
includes taxes & fees
11 Feb - 12 Feb
Birchwood Inn
Exterior
Island Resort

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (451 reviews)
"Beautiful place, very well kept, great breakfast, great location, super clean."
United States
Anna
The price is NZ$253
includes taxes & fees
14 Jan - 15 Jan
Island Resort
Lobby
Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.6 out of 10, Good, (58 reviews)
"Parking was right next to my room, especially important after a long day on the road. Perfect for a quick stop. "
United States
Jennifer
The price is NZ$145
includes taxes & fees
14 Jan - 15 Jan
Studio 6 Suites Pocomoke City, MD
Exterior
Blufin Bungalows & Marina

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, (209 reviews)
"BlueFin was unique as you are sitting right on or near the water. The view is spectacular...the accommodations amazing. Restaurants are close by as is shopping and site seeing."
United States
Kathryn
Blufin Bungalows & Marina
Reception
Econo Lodge Pocomoke City Hwy 13

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, (782 reviews)
"Dog friendly environment "
United States
Robyn
The price is NZ$138
includes taxes & fees
14 Jan - 15 Jan
Econo Lodge Pocomoke City Hwy 13
Lobby
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (496 reviews)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is NZ$136
includes taxes & fees
14 Jan - 15 Jan
Motel 6 Pocomoke City, MD
Front of property
Garden and Sea Inn

Garden and Sea Inn

Garden and Sea Inn
3.5 star property
16.4 km from Deep Hole
9.4 out of 10, Exceptional, (29 reviews)
"We loved our stay at the Garden and Sea Inn. Location was perfect to surrounding activities. Inn was charming and comfortable, and the breakfasts were fabulous. Thank you for allowing us to be your guests."
United States
Angela
The price is NZ$361
includes taxes & fees
14 Jan - 15 Jan
Garden and Sea Inn
Exterior
Cypress River Inn & Spa

Cypress River Inn & Spa

Cypress River Inn & Spa
3.0 star property
26.9 km from Deep Hole
The price is NZ$647
includes taxes & fees
14 Jan - 15 Jan
Cypress River Inn & Spa
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

Our guide on where to stay in Deep Hole

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

Piney Island

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

Chincoteague showing a beach, bird life and signage

Downtown Chincoteague

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

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.

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.

Up the Neck

While Up the Neck isn't home to many top sights, Oyster Bay and Captain Timothy Hill House are some notable places to visit nearby.

Top Deep Hole Hotel Reviews

Key West Cottages

Key West Cottages

10/10 Excellent
"Check in was a breeze the front desk agent was very friendly and resourceful! The cottage was amazing and clean ! Would definitely recommend "
Edna 1-night trip
Posted 8 days ago
Key West Cottages

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.
What's a favourite hotel to stay in Deep Hole?
For your stay in Deep Hole, The Blue Crab - Your Dream Vacation awaits you! is one of the top choices based on our traveller data. Another good option for your stay in the area is Quaint Cottages Near Everything on Beach Road.
How many hotels can I expect to find in the Deep Hole area?
Expedia has 79 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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