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Check prices for these dates

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Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24

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Compare 742 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Best Western Plus Pocomoke City
Indoor pool

Best Western Plus Pocomoke City

2.5 star property
8.4 out of 10, Very Good, (823)
"The bed was comfortable and the breakfast was really excellent, with lots of great options!"
The price is NT$3,029
NT$3,362 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Pocomoke City
Waterside Inn
Seasonal outdoor pool

Waterside Inn

2.0 star property
9.0 out of 10, Wonderful, (1002)
"Food options around the hotel was nice. "
Waterside Inn
Spark by Hilton Chincoteague Island
Property amenity

Spark by Hilton Chincoteague Island

2.5 star property
9.4 out of 10, Exceptional, (722)
"Location was convenient for visiting the state park "
The price is NT$4,549
NT$5,109 total
includes taxes & fees
Sep 8 - Sep 9
Spark by Hilton Chincoteague Island
Refuge Inn
Indoor pool, seasonal outdoor pool, sun loungers

Refuge Inn

3.0 star property
9.8 out of 10, Exceptional, (1001)
"Great place to stay"
The price is NT$5,123
NT$5,754 total
includes taxes & fees
Aug 24 - Aug 25
Refuge Inn
Chincoteague Inn
Front of property

Chincoteague Inn

2.0 star property
8.4 out of 10, Very Good, (1008)
"Great location."
The price is NT$2,815
NT$3,161 total
includes taxes & fees
Sep 14 - Sep 15
Chincoteague Inn
Island Resort
Exterior

Island Resort

2.0 star property
9.2 out of 10, Wonderful, (431)
"We enjoyed the quiet and the view "
The price is NT$4,492
NT$5,044 total
includes taxes & fees
Sep 1 - Sep 2
Island Resort
Anchor Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, sun loungers

Anchor Inn

2.0 star property
8.8 out of 10, Excellent, (542)
"Wonderful staff...clean and great location....boat dock slips included with private pier and on property restaurant....perfect location for the pony penning...walk to Carnival and Auction."
The price is NT$3,283
NT$3,687 total
includes taxes & fees
Sep 1 - Sep 2
Anchor Inn
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Outdoor pool

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

2.5 star property
9.2 out of 10, Wonderful, (562)
"We absolutely loved this hotel!! Great location and super clean!! Staff was super friendly with answering all of our questions! "
The price is NT$5,210
NT$5,851 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Hampton Inn & Suites Chincoteague Waterfront
Exterior

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
9.8 out of 10, Exceptional, (705)
"Hotel was great for a quick weekend getaway with out kids"
The price is NT$5,320
NT$5,975 total
includes taxes & fees
Sep 14 - Sep 15
Hampton Inn & Suites Chincoteague Waterfront
Comfort Suites Chincoteague Island Bayfront Resort
Indoor pool, outdoor pool, pool umbrellas, sun loungers

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
9.6 out of 10, Exceptional, (1001)
"Property was nice, pool was great, nearby to plenty of nice eateries"
The price is NT$4,824
NT$5,417 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Suites Chincoteague Island Bayfront Resort
Garden and Sea Inn
Front of property

Garden and Sea Inn

3.5 star property
9.4 out of 10, Exceptional, (28)
"It was very quiet and well kept. Staff was friendly and helpful with suggestions arose town "
The price is NT$7,470
NT$8,239 total
includes taxes & fees
Aug 19 - Aug 20
Garden and Sea Inn
Snug Harbor Marina and Hotel
Property amenity

Snug Harbor Marina and Hotel

2.5 star property
8.6 out of 10, Excellent, (101)
"We had a great time during our stay in this marina cabin. The marshland and dock at sunset were a perfect place to find a little peace. "
The price is NT$8,654
NT$9,718 total
includes taxes & fees
Aug 17 - Aug 18
Snug Harbor Marina and Hotel
Atlantic Shores Inn and Suites
Seasonal outdoor pool

Atlantic Shores Inn and Suites

2.0 star property
7.4 out of 10, Good, (1002)
"Comfy beds, clean as a whistle, great location. Will defintely stay here again"
The price is NT$2,291
NT$2,573 total
includes taxes & fees
Sep 8 - Sep 9
Atlantic Shores Inn and Suites
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (427)
"Great place to stay!"
Key West Cottages
Studio 6 Suites Pocomoke City, MD
Property amenity

Studio 6 Suites Pocomoke City, MD

2.0 star property
7.4 out of 10, Good, (40)
"It was a very nice stay nice"
The price is NT$2,096
NT$2,326 total
includes taxes & fees
Sep 7 - Sep 8
Studio 6 Suites Pocomoke City, MD
Days Inn by Wyndham Chincoteague Island
Free daily on-the-go breakfast

Days Inn by Wyndham Chincoteague Island

2.0 star property
6.6 out of 10, (1002)
"Great location"
The price is NT$2,367
NT$2,658 total
includes taxes & fees
Sep 10 - Sep 11
Days Inn by Wyndham Chincoteague Island
Maddox Inn
BBQ/picnic area

Maddox Inn

2.0 star property
7.2 out of 10, Good, (747)
"Love this place! It is my home away from home now. Very friendly staff, and walkable to great restaurants and shops. The pool is great as well!"
The price is NT$3,294
NT$3,699 total
includes taxes & fees
Sep 2 - Sep 3
Maddox Inn
Marina Bay Hotel & Suites, Ascend Hotel Collection
Aerial view

Marina Bay Hotel & Suites, Ascend Hotel Collection

2.5 star property
9.0 out of 10, Wonderful, (964)
"Convenient to do activities with family and pool available. "
The price is NT$3,538
NT$4,422 total
includes taxes & fees
Sep 8 - Sep 9
Marina Bay Hotel & Suites, Ascend Hotel Collection
Birchwood Inn
Seasonal outdoor pool

Birchwood Inn

2.5 star property
7.0 out of 10, Good, (362)
"Outdated but you can't beat the location nice quite right in town loved my stay "
The price is NT$2,291
NT$2,723 total
includes taxes & fees
Sep 1 - Sep 2
Birchwood Inn
Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (165)
"excellent place to stay on the water"
Blufin Bungalows & Marina
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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Learn more about Deep Hole

Head to sights like Oyster Bay as you discover the local area in Deep Hole.

See all hotels in Deep Hole

Top Deep Hole Hotel Reviews

Waterside Inn

Waterside Inn

10/10 Excellent
"Spotlessly clean, beautiful setting, nice pool area by the water.Reasonable rates for in-season. They kindly allowed us to check in an hour early. Free breakfast. We only stayed one night, but would definitely book here again!"
Catherine 1-night trip
Posted 1 day ago
Waterside Inn

Frequently asked questions

What's the best place to stay in Deep Hole?

Located 0.8 mi (1.3 km) from the heart of Deep Hole, Atlantic Shores Inn and Suites is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Waterside Inn and Chincoteague Inn. See all available top hotels, or vacation rentals in Deep Hole.

What are some of the best vacation rentals in Deep Hole?

Blufin Bungalows & Marina: You might want to consider this vacation home rental near Deep Hole, which is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. See all vacation rentals in Deep Hole.

If I need to cancel my hotel reservation in Deep Hole, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Deep Hole.

Where can I learn more about changing or cancelling my trip to Deep Hole?

To access more information about changing or cancelling your trip to Deep Hole, click here.

What are some accommodations with pools in Deep Hole?

Atlantic Shores Inn and Suites: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Waterside Inn and Chincoteague Inn are a couple of other choices that offer an onsite pool. View all hotels with pools in Deep Hole.

What's it like to stay in Deep Hole?

Visitors to Deep Hole are sure to find plenty to explore and enjoy. In Deep Hole, there are 85 hotels and other accommodations to choose from. Find out more about Deep Hole.

What should I see while I'm in Deep Hole?

A favorite place to visit is Oyster Bay. You'll also find Captain Timothy Hill House and Maui Jack's Waterpark in the area. Check out what more to see and do in Expedia's Deep Hole guide.

What's the weather like in Deep Hole?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Deep Hole is 48 inches.