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Check prices for these dates

Tonight
Mar 5 - Mar 6
Tomorrow
Mar 6 - Mar 7
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

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Our top choices for Deep Hole hotels

Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.8 out of 10, Exceptional, (512 reviews)
"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "
United States
CHRISTIE
$119 nightly
The price is $134
Mar 8 - Mar 9
Total with taxes and fees
Key West Cottages
Property entrance

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, (753 reviews)
"The front desk young lady was excellent and gave us great recommendations. "
United States
Mary
$85 nightly
The price is $96
Mar 13 - Mar 14
Total with taxes and fees
Spark by Hilton Chincoteague Island
Indoor spa tub

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,004 reviews)
"Love this hotel. Have stayed here numerous times. Rooms are clean, great view, great staff, decent breakfast. I highly recommend!"
United States
Michael
$65 nightly
The price is $74
Mar 10 - Mar 11
Total with taxes and fees
Waterside Inn
View from room

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1 mi from Deep Hole
9.8 out of 10, Exceptional, (1,000 reviews)
"Comfortable room, pleasant staff, great indoor pool, and easy access to Assateague Island bike paths."
United States
Paul
$92 nightly
The price is $104
Mar 11 - Mar 12
Total with taxes and fees
Refuge Inn
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, 1.5 mi from Deep Hole
9.2 out of 10, Wonderful, (590 reviews)
"Excellent "
United States
Edward
$116 nightly
The price is $130
Mar 12 - Mar 13
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Exterior

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)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
$101 nightly
The price is $115
Mar 15 - Mar 16
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort
Balcony

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1 mi 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
$140 nightly
The price is $157
Mar 6 - Mar 7
Total with taxes and fees
Island Resort
Restaurant

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, (902 reviews)
"Clean room, friendly staff"
United States
Brittany
$92 nightly
The price is $103
Mar 29 - Mar 30
Total with taxes and fees
Best Western Plus Pocomoke City
Exterior

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, (763 reviews)
"Clean room, friendly staff, great continental breakfast!"
United States
William
$107 nightly
The price is $120
Mar 25 - Mar 26
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
Lobby

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, (1,003 reviews)
"Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location "
United States
Elizabeth
$60 nightly
The price is $67
Mar 13 - Mar 14
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island
Lobby

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, (62 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
Mar 6 - Mar 7
Total with taxes and fees
Studio 6 Suites Pocomoke City, MD
Front of property

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
$179 nightly
The price is $197
Mar 16 - Mar 17
Total with taxes and fees
Garden and Sea Inn
Seasonal outdoor pool

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 2 mi from Deep Hole
7.0 out of 10, Good, (389 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
$64 nightly
The price is $71
Mar 6 - Mar 7
Total with taxes and fees
Birchwood Inn
Front of property

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
8.8 out of 10, Excellent, (569 reviews)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveler
$71 nightly
The price is $80
Mar 15 - Mar 16
Total with taxes and fees
Anchor Inn
Seasonal outdoor pool

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
$80 nightly
The price is $90
Mar 26 - Mar 27
Total with taxes and fees
Atlantic Shores Inn and Suites
Lobby

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, (1,000 reviews)
"Very clean and nice staff"
United States
Katherine
$89 nightly
The price is $100
Mar 26 - Mar 27
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Front of property

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
$84 nightly
The price is $94
Apr 1 - Apr 2
Total with taxes and fees
Chincoteague Inn
Reception

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, (783 reviews)
"Just one night that price is reasonable very quiet stuff was very polite "
United States
Luisa
$71 nightly
The price is $80
Mar 8 - Mar 9
Total with taxes and fees
Econo Lodge Pocomoke City Hwy 13
Lobby

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
13 mi from Deep Hole
5.2 out of 10, (496 reviews)
" Clean and cheap very nice people will stay again "
United States
Zarah
$70 nightly
The price is $78
Mar 6 - Mar 7
Total with taxes and fees
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.
View all properties

Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.
Chincoteague Island, Va trip...
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

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

Waterside Inn

Waterside Inn

10/10 Excellent
"Yes"
Valarie 1-night trip
Posted 4 days ago
Waterside Inn

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Deep Hole hotel for you.
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.

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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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