Deep Hole Hotels, Chincoteague

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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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Our top choices for Deep Hole hotels

Terrace/patio

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, (779 reviews)
"Love the renovations for this hotel! Staff were super friendly, hotel is clean, room is clean and luxurious, breakfast was delicious! Will definitely return to this hotel for stays in Chincoteague!"
United States
Lisa
The price is NZ$354
includes taxes & fees
31 May - 1 June
Spark by Hilton Chincoteague Island
Lobby

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, (1,001 reviews)
"This is absolutely out favorite hotel to stay at the staff is so friendly and the rooms are super clean an they even have a nice free lil breakfast. Housekeeper ladies are so nice as well . We love this place ."
United States
Ashley
The price is NZ$163
includes taxes & fees
2 June - 3 June
Days Inn by Wyndham Chincoteague Island
Indoor spa tub

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,002 reviews)
"Easy check-in and large, clean room with comfortable beds. Continental breakfast was adequate for our one-night stay."
United States
Maryann
The price is NZ$210
includes taxes & fees
1 June - 2 June
Waterside Inn
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, (1,001 reviews)
"Great location and experience. "
United States
Heather
The price is NZ$295
includes taxes & fees
4 June - 5 June
Refuge Inn
Seasonal outdoor pool

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (396 reviews)
"This was an older motel. But it was well maintained and clean. I like these older motels that you can park in front of your room. Easier to get your stuff in and out and you can keep an eye on your motorcycle. Everything was great here and I would absolutely stay her again."
United States
Christopher
The price is NZ$135
includes taxes & fees
31 May - 1 June
Birchwood Inn
Outdoor pool

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.4 out of 10, Very good, (1,003 reviews)
"It was fine , rooms were updated , within walking distance of just about everything"
United States
chris
The price is NZ$158
includes taxes & fees
7 June - 8 June
Chincoteague Inn
Restaurant

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, (931 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
The price is NZ$241
includes taxes & fees
31 May - 1 June
Best Western Plus Pocomoke City
Palm Cottage

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (567 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is NZ$558
includes taxes & fees
17 June - 18 June
Key West Cottages
Lobby

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.8 out of 10, Good, (65 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$155
includes taxes & fees
1 June - 2 June
Studio 6 Suites Pocomoke City, MD
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, (258 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is NZ$582
includes taxes & fees
4 June - 5 June
Blufin Bungalows & Marina
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, (1,000 reviews)
"Friendly Staff, very clean nice breakfast Will be my go to place when I’m in town for business"
United States
lisa
The price is NZ$167
includes taxes & fees
1 June - 2 June
Atlantic Shores Inn and Suites
Reception

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, (792 reviews)
"Clean room. Pleasant staff. "
United States
Richard
The price is NZ$146
includes taxes & fees
31 May - 1 June
Econo Lodge Pocomoke City Hwy 13
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (588 reviews)
"Pretty great place "
United States
Nicholas
The price is NZ$190
includes taxes & fees
1 June - 2 June
Anchor Inn
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, (1,000 reviews)
"Check staff was nice clean room comfortable beds very nice area walkable to Main Street"
United States
Jon
The price is NZ$308
includes taxes & fees
2 June - 3 June
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Exterior

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (453 reviews)
"Perfect spot to enjoy the Island and all its glory. Kids enjoyed the indoor pool and the view was perfect from the balcony. Clean and accommodating. My second stay here and would plan on it again. "
United States
Maria
The price is NZ$281
includes taxes & fees
1 June - 2 June
Island Resort
View from property

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, (602 reviews)
"Our stay was great! "
United States
Troy
The price is NZ$373
includes taxes & fees
1 June - 2 June
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Beach nearby

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (784 reviews)
"Great pet friendly place."
United States
stewart
The price is NZ$208
includes taxes & fees
1 June - 2 June
Maddox Inn
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, (782 reviews)
"Everything was great!!"
United States
Debbie
The price is NZ$347
includes taxes & fees
31 May - 1 June
Hampton Inn & Suites Chincoteague Waterfront
Exterior

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, (1,000 reviews)
"Very nice place to stay. "
United States
Lisa
The price is NZ$392
includes taxes & fees
7 June - 8 June
Comfort Suites Chincoteague Island Bayfront Resort
Lobby

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (497 reviews)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is NZ$142
includes taxes & fees
31 May - 1 June
Motel 6 Pocomoke City, MD
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.
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.

Piney Island

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

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.

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 Assateague Lighthouse.

Top Deep Hole Hotel Reviews

Waterside Inn

Waterside Inn

8/10 Good
"Easy check-in and large, clean room with comfortable beds. Continental breakfast was adequate for our one-night stay."
Maryann 1-night trip
Posted 16 hours ago
Waterside Inn

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, 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. Another good option for your stay in the area is Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury.
How many hotels can I expect to find in the Deep Hole area?
Expedia has 85 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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