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Our top choices for Deep Hole hotels

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island, 0.9 mi from Deep Hole
6.8 out of 10, (1,002 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 £94
includes taxes & fees
11 Jun - 12 Jun
Days Inn by Wyndham Chincoteague Island

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
8.4 out of 10, Very good, (1,003 reviews)
"Nice quaint stay"
United States
Martin
The price is £85
includes taxes & fees
10 Jun - 11 Jun
Chincoteague Inn

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1 mi from Deep Hole
9.8 out of 10, Exceptional, (1,009 reviews)
"We love staying at this property."
United States
Sue
The price is £167
includes taxes & fees
15 Jun - 16 Jun
Refuge Inn

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
9.2 out of 10, Wonderful, (455 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 £126
includes taxes & fees
10 Jun - 11 Jun
Island Resort

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
13 mi from Deep Hole
7.8 out of 10, Good, (65 reviews)
"Office closed in a.m. Sign with phone number to call but last digit was left out! No coffee when I checked out. Room was dirty."
United States
Deborah
The price is £70
includes taxes & fees
16 Jun - 17 Jun
Studio 6 Suites Pocomoke City, MD

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh, 3.4 mi from Deep Hole
9.6 out of 10, Exceptional, (264 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is £204
includes taxes & fees
15 Jun - 16 Jun
Blufin Bungalows & Marina

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 2 mi from Deep Hole
7.0 out of 10, Good, (399 reviews)
"The motel is very low-key not exactly what I was looking for. And the staff was extremely helpful."
United States
Sally
The price is £101
includes taxes & fees
11 Jun - 12 Jun
Birchwood Inn

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
7.2 out of 10, Good, (787 reviews)
"Great pet friendly place."
United States
stewart
The price is £93
includes taxes & fees
11 Jun - 12 Jun
Maddox Inn

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
14.7 mi from Deep Hole
8.6 out of 10, Excellent, (934 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
The price is £128
includes taxes & fees
22 Jun - 23 Jun
Best Western Plus Pocomoke City

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
7.4 out of 10, Good, (1,002 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 £102
includes taxes & fees
10 Jun - 11 Jun
Atlantic Shores Inn and Suites

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,005 reviews)
"Staff was great, property was beautiful."
United States
Gabrielle
The price is £142
includes taxes & fees
16 Jun - 17 Jun
Waterside Inn

Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
12.1 mi from Deep Hole
5.6 out of 10, (794 reviews)
"The pool was awesome and not crowded, only 2 people."
United States
Rosario
The price is £66
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Pocomoke City Hwy 13

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague, 1.3 mi from Deep Hole
9.8 out of 10, Exceptional, (786 reviews)
"I loved our stay at this hotel!! The hotel was immaculate, the staff was very friendly, the breakfast was wonderful, the pool was just beautiful, and the best part was having a balcony to enjoy the view and sunsets each night!! If I was back in Chincoteague, I would stay at this hotel again!!"
United States
Bonnie
The price is £205
includes taxes & fees
15 Jun - 16 Jun
Hampton Inn & Suites Chincoteague Waterfront

Snug Harbor Marina and Hotel

Snug Harbor Marina and Hotel
2.5 star property
1.9 mi from Deep Hole
8.6 out of 10, Excellent, (104 reviews)
"We enjoyed the view."
United States
Reuben
The price is £210
includes taxes & fees
21 Jun - 22 Jun
Snug Harbor Marina and Hotel

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1 mi 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 £221
includes taxes & fees
1 Jul - 2 Jul
Spark by Hilton Chincoteague Island

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.8 out of 10, Exceptional, (575 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is £256
includes taxes & fees
17 Jun - 18 Jun
Key West Cottages

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
8.8 out of 10, Excellent, (588 reviews)
"Pretty great place "
United States
Nicholas
The price is £142
includes taxes & fees
11 Jun - 12 Jun
Anchor Inn

2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck, 0.9 mi from Deep Hole
The price is £341
includes taxes & fees
21 Jun - 22 Jun
2 Mi to Downtown: Tranquil Abode in Chincoteague!

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,002 reviews)
"Hotel was updated and immaculate. Location was convenient, ample parking and the water views were wonderful! Would definitely stay here again."
United States
Nanette
The price is £182
includes taxes & fees
24 Jun - 25 Jun
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.6 out of 10, Exceptional, (1,008 reviews)
"Great staff, clean rooms"
United States
Khamtanh
The price is £219
includes taxes & fees
14 Jun - 15 Jun
Comfort Suites Chincoteague Island Bayfront Resort
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.

Where to stay in Deep Hole

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

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

Frequently asked questions

When is the best time to go to Deep Hole?
The best time to visit Deep Hole, Virginia, is during the spring (April to June) and autumn (September to October) months.

During these periods, the weather is pleasantly mild, with comfortable temperatures and less humidity than the summer. This makes it ideal for outdoor activities like hiking along the Appalachian Trail, which is easily accessible from Deep Hole. The spring brings blooming wildflowers, while the autumn offers spectacular foliage, providing a beautiful backdrop for your adventures.

Couples looking for a peaceful escape will particularly appreciate these seasons. The cooler temperatures are great for exploring the natural beauty of the surrounding George Washington National Forest or enjoying a quiet evening by a fire pit at a secluded lodge. The absence of summer crowds also ensures a more intimate and relaxing experience.

For those interested in fishing, particularly fly fishing, the spring and autumn months are also excellent. The local rivers and streams are well-stocked, and the conditions are generally favourable for a successful day out.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Deep Hole.
How can I save on a Deep Hole hotel booking with Expedia?
Members always get our best prices. Find our best Deep Hole hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Deep Hole hotel?
Hotel prices in Deep Hole often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.