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Our top choices for Deep Hole hotels

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.8 out of 10, Exceptional, (545 reviews)
"This was an absolutely wonderful place to stay. Full of charm, clean and convenient. "
United States
Gina
$173 nightly
The price is $195
May 3 - May 4
Total with taxes and fees
Key West Cottages

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1 mi from Deep Hole
9.4 out of 10, Exceptional, (766 reviews)
"Staff were all very welcoming and helpful, and were able to give great information about the island. Located at the entrance to the national Wildlife Refuge, and next to the museum. "
United States
Patricia
$112 nightly
The price is $126
May 26 - May 27
Total with taxes and fees
Spark by Hilton Chincoteague Island

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
5 mi from Deep Hole
$284 nightly
The price is $313
Apr 30 - May 1
Total with taxes and fees
1 Mi to Resort Marina! Greenbackville Retreat

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,003 reviews)
"Staff were extremely helpful and friendly and the bayside views were very relaxing."
United States
Peggy
$89 nightly
The price is $100
May 3 - May 4
Total with taxes and fees
Waterside Inn

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1 mi from Deep Hole
9.8 out of 10, Exceptional, (1,001 reviews)
"Excellent location and great for families"
United States
Sandeep
$156 nightly
The price is $175
May 4 - May 5
Total with taxes and fees
Refuge Inn

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague, 1.5 mi from Deep Hole
9.2 out of 10, Wonderful, (595 reviews)
"Curran and well maintained hotel. The breakfast was decent but the hot figs were not kept hot and the pastry selection was poor at best. "
United States
Brenda
$149 nightly
The price is $167
Apr 28 - Apr 29
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
9.2 out of 10, Wonderful, (452 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
$150 nightly
The price is $168
Apr 28 - Apr 29
Total with taxes and fees
Island Resort

Garden and Sea Inn

Garden and Sea Inn
3.5 star property
10.2 mi 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
Garden and Sea Inn

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
7.2 out of 10, Good, (779 reviews)
"Staff was extremely friendly "
United States
meghann
$86 nightly
The price is $97
Apr 28 - Apr 29
Total with taxes and fees
Maddox Inn

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)
"Good clean room with descent breakfast. "
United States
Viral
$71 nightly
The price is $79
Apr 30 - May 1
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island

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, (918 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
$93 nightly
The price is $104
May 10 - May 11
Total with taxes and fees
Best Western Plus Pocomoke City

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, (1,003 reviews)
"Clean room, excellent pool, decent gym, lovely staff, and nice breakfast to round out the stay."
United States
Marvette
$155 nightly
The price is $175
May 4 - May 5
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
8.8 out of 10, Excellent, (578 reviews)
"Pretty great place "
United States
Nicholas
$84 nightly
The price is $95
Apr 30 - May 1
Total with taxes and fees
Anchor Inn

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, (774 reviews)
"The staff was very friendly and helpful. The hotel was very clean and the breakfast buffet was great! "
United States
Stephanie
$139 nightly
The price is $156
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront

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, (63 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
$75 nightly
The price is $84
Apr 30 - May 1
Total with taxes and fees
Studio 6 Suites Pocomoke City, MD

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)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
$111 nightly
The price is $125
May 4 - May 5
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel

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, (1,000 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
$87 nightly
The price is $98
May 8 - May 9
Total with taxes and fees
Atlantic Shores Inn and Suites

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
8.4 out of 10, Very Good, (1,000 reviews)
"Me and my brother enjoyed our stay "
United States
Korey E
$69 nightly
The price is $77
Apr 28 - Apr 29
Total with taxes and fees
Chincoteague Inn

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 2 mi from Deep Hole
6.8 out of 10, (391 reviews)
"The room was clean, staff was very friendly, and area was very quiet!"
United States
Amanda
$82 nightly
The price is $91
Apr 28 - Apr 29
Total with taxes and fees
Birchwood Inn

Snug Harbor Marina and Hotel

Snug Harbor Marina and Hotel
2.5 star property
1.9 mi from Deep Hole
8.8 out of 10, Excellent, (102 reviews)
"We enjoyed the view."
United States
Reuben
$289 nightly
The price is $325
May 21 - May 22
Total with taxes and fees
Snug Harbor Marina and Hotel
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 and neighborhoods 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

While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point.

Down the Marsh

If you're looking for some top things to see and do in Down the Marsh and surrounding area, you can visit Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Birch Town

While Birch Town isn't home to many top sights, Maui Jack's Waterpark and Museum of Chincoteague are some notable places to visit nearby.

Top Deep Hole Hotel Reviews

Frequently asked questions

When is the best time to go to Deep Hole?
When planning your trip to Deep Hole, Virginia, the best time to visit is during the shoulder seasons of spring (April to May) and fall (September to October).

These months offer pleasant temperatures, generally ranging from the mid-60s to high 70s Fahrenheit, which are ideal for outdoor activities like hiking, fishing, and exploring the natural surroundings without the intense heat and humidity of summer. You'll also find the natural beauty of the area enhanced by blooming wildflowers in spring or the vibrant fall foliage.

Couples looking for a tranquil getaway will particularly appreciate these times. The quieter atmosphere allows for more intimate experiences, whether it's a peaceful walk along the trails or enjoying a meal at one of the local establishments without the larger crowds of peak summer.
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?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Deep Hole hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Deep Hole hotel?
Prices for hotels in Deep Hole often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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