Deep Hole Hotels, Chincoteague

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Check prices for these dates

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

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727 Cheap Hotels in Deep Hole - Specials, Reviews, & Last Minute Deals

Exterior
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, (739)
"Exceptional Service- Safe & Relaxingly Quiet - Thank You!"
United States
Jeffery
The price is NZ$171
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Chincoteague Waterfront
Indoor pool, outdoor pool, pool umbrellas, pool loungers
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, (1007)
"The staff were wonderful, and the hospitality was amazing. Enjoyed our stay!"
United States
Regina
The price is NZ$188
includes taxes & fees
21 Dec - 22 Dec
Comfort Suites Chincoteague Island Bayfront Resort
Free daily on-the-go breakfast
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, (1001)
"Loved the staff so personable . Location convenient to get around. "
United States
Tina
The price is NZ$130
includes taxes & fees
8 Dec - 9 Dec
Days Inn by Wyndham Chincoteague Island
Exterior
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (483)
"Great place to stay!"
United States
Paul
The price is NZ$184
includes taxes & fees
1 Dec - 2 Dec
Key West Cottages
Aerial view
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, (1001)
"Very clean and courteous staff!"
United States
Nancy
The price is NZ$158
includes taxes & fees
21 Dec - 22 Dec
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Seasonal outdoor pool
Waterside Inn

Waterside Inn

2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1001)
"great staff, good rates, nice views, good beds, nice pier"
United States
Roy
Waterside Inn
Outdoor pool
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, (573)
"I had an enjoyable stay. I will return there the next time I vacation on Chincoteague."
United States
Becca
The price is NZ$215
includes taxes & fees
5 Dec - 6 Dec
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Property amenity
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, (746)
"Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!"
United States
Danny
The price is NZ$155
includes taxes & fees
20 Dec - 21 Dec
Spark by Hilton Chincoteague Island
Exterior
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, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Indoor pool
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, (876)
"Clean and comfortable rooms, wonderful staff"
United States
Brenda
The price is NZ$196
includes taxes & fees
8 Dec - 9 Dec
Best Western Plus Pocomoke City
BBQ/picnic Area
Maddox Inn

Maddox Inn

2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (776)
"Great staff. Good accommodations for the price. "
United States
Jon
The price is NZ$168
includes taxes & fees
8 Dec - 9 Dec
Maddox Inn
Seasonal outdoor pool
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, (1000)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is NZ$139
includes taxes & fees
8 Dec - 9 Dec
Atlantic Shores Inn and Suites
Indoor pool, seasonal outdoor pool, pool loungers
Refuge Inn

Refuge Inn

3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1002)
"Great place to stay!"
United States
Robert
The price is NZ$169
includes taxes & fees
30 Dec - 31 Dec
Refuge Inn
Exterior
Island Resort

Island Resort

2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (451)
"Very tranquil and quiet. Service all around was exceptional! "
United States
Jennifer
The price is NZ$255
includes taxes & fees
5 Dec - 6 Dec
Island Resort
Reception
Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13

2.0 star property
19.6 km from Deep Hole
5.6 out of 10, (777)
"Dog friendly environment "
United States
Robyn
The price is NZ$102
includes taxes & fees
17 Dec - 18 Dec
Econo Lodge Pocomoke City Hwy 13
Iron/ironing board, free WiFi, bed sheets, alarm clocks
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2.0 star property
21.1 km from Deep Hole
5.2 out of 10, (492)
"Our kids had fun at the pool "
United States
Latresha
The price is NZ$136
includes taxes & fees
2 Dec - 3 Dec
Motel 6 Pocomoke City, MD
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool loungers
Anchor Inn

Anchor Inn

2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (568)
"Great water and sunset views. Helpful, courteous staff."
United States
Howard
The price is NZ$148
includes taxes & fees
3 Dec - 4 Dec
Anchor Inn
Property amenity
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, (56)
"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$136
includes taxes & fees
1 Dec - 2 Dec
Studio 6 Suites Pocomoke City, MD
Seasonal outdoor pool
Birchwood Inn

Birchwood Inn

2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (388)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is NZ$123
includes taxes & fees
30 Nov - 1 Dec
Birchwood Inn
Front of property
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)
"Grace was an unbelievable host...saw to our needs, can not say enough POSITIVE about this B&B....would love to find an excuse to return. "
United States
Douglas
The price is NZ$402
includes taxes & fees
30 Nov - 1 Dec
Garden and Sea Inn
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.
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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.

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.

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.

Top Deep Hole Hotel Reviews

Key West Cottages

Key West Cottages

10/10 Excellent
"What a location! View on the water was fabulous, lovely room with great amenities and such a friendly staff! Walkable in the cute little town!"
Alice 1-night trip
Posted 6 days ago
Key West Cottages

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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. Other good options for your stay in the area include Quaint Cottages Near Everything on Beach Road and Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas.
How many hotels can I expect to find in the Deep Hole area?
Expedia has 81 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.