Deep Hole Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Deep Hole hotels

Spark by Hilton Chincoteague Island

2.5 star property
9.4 out of 10, Exceptional, (720)
"Location "
The price is P8,682
P9,749 total
includes taxes & fees
Sep 2 - Sep 3
Spark by Hilton Chincoteague Island

Refuge Inn

3.0 star property
9.8 out of 10, Exceptional, (1008)
"Loved the close proximity to all the attractions"
The price is P9,952
P11,176 total
includes taxes & fees
Aug 24 - Aug 25
Refuge Inn

Days Inn by Wyndham Chincoteague Island

2.0 star property
6.6 out of 10, (1008)
"Great location"
The price is P6,872
P7,717 total
includes taxes & fees
Aug 7 - Aug 8
Days Inn by Wyndham Chincoteague Island

Chincoteague Inn

2.0 star property
8.4 out of 10, Very Good, (1010)
"Great little small hotel. Perfect location. Rooms are clean and staff was so nice."
The price is P5,758
P6,467 total
includes taxes & fees
Sep 1 - Sep 2
Chincoteague Inn

Atlantic Shores Inn and Suites

2.0 star property
7.4 out of 10, Good, (1014)
"Quiet good location "
The price is P4,659
P5,232 total
includes taxes & fees
Sep 1 - Sep 2
Atlantic Shores Inn and Suites

Maddox Inn

2.0 star property
7.2 out of 10, Good, (743)
"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 P6,398
P7,185 total
includes taxes & fees
Sep 2 - Sep 3
Maddox Inn

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 P16,809
P18,877 total
includes taxes & fees
Sep 1 - Sep 2
Snug Harbor Marina and Hotel

Island Resort

2.0 star property
9.2 out of 10, Wonderful, (430)
"We enjoyed the quiet and the view "
The price is P8,725
P9,798 total
includes taxes & fees
Sep 1 - Sep 2
Island Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
9.6 out of 10, Exceptional, (1009)
"Property was nice, pool was great, nearby to plenty of nice eateries"
The price is P10,988
P12,339 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Suites Chincoteague Island Bayfront Resort

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (415)
"Key West Cottages is absolutely wonderful!"
Key West Cottages

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
9.8 out of 10, Exceptional, (700)
"The Chincoteague Hampton has wonderful staff and is certainly a beautiful location."
The price is P10,333
P11,604 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Chincoteague Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

2.5 star property
9.2 out of 10, Wonderful, (561)
"Beautiful hotel, nice staff, great small pool with amazing view"
The price is P10,121
P11,365 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Anchor Inn

2.0 star property
8.8 out of 10, Excellent, (541)
"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 P6,378
P8,034 total
includes taxes & fees
Sep 1 - Sep 2
Anchor Inn

Marina Bay Hotel & Suites, Ascend Hotel Collection

2.5 star property
9.0 out of 10, Wonderful, (958)
"Convenient to do activities with family and pool available. "
The price is P8,355
P10,255 total
includes taxes & fees
Sep 1 - Sep 2
Marina Bay Hotel & Suites, Ascend Hotel Collection

Waterside Inn

2.0 star property
9.0 out of 10, Wonderful, (1009)
"This property was perfect for our stay at Chincoteague. I loved the hot tub, pool, and proximity to town for dinner and drinks. This is a great place to stay!"
Waterside Inn

Birchwood Inn

2.5 star property
7.0 out of 10, Good, (354)
"Ty was great welcoming my family and I. Great location, nice size room and great exeperience overall. "
The price is P6,229
P7,940 total
includes taxes & fees
Aug 6 - Aug 7
Birchwood Inn

Garden and Sea Inn

3.5 star property
9.6 out of 10, Exceptional, (27)
"It was very quiet and well kept. Staff was friendly and helpful with suggestions arose town "
The price is P16,809
P18,541 total
includes taxes & fees
Aug 5 - Aug 6
Garden and Sea Inn

Econo Lodge Pocomoke City Hwy 13

2.0 star property
5.6 out of 10, (750)
"Lovely people checking us in, but the room is not good."
The price is P4,824
P5,355 total
includes taxes & fees
Aug 13 - Aug 14
Econo Lodge Pocomoke City Hwy 13

Studio 6 Suites Pocomoke City, MD

2.0 star property
7.4 out of 10, Good, (38)
"Very reasonable price ."
The price is P4,943
P5,487 total
includes taxes & fees
Aug 11 - Aug 12
Studio 6 Suites Pocomoke City, MD

Motel 6 Pocomoke City, MD

2.0 star property
5.2 out of 10, (482)
"I liked everything nice and quiet and staff were excellent and helpful "
The price is P5,234
P5,810 total
includes taxes & fees
Aug 10 - Aug 11
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Deep Hole

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

Top Deep Hole Hotel Reviews

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 Smart 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.