Hotels in Deep Hole

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May 2 - May 3
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May 3 - May 4
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May 2 - May 4
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May 9 - May 11

Where to stay in Deep Hole?

Chincoteague Inn
Exterior

Chincoteague Inn

2.0 star property
8.2 out of 10, Very Good, (1001)
The price is $100
includes taxes & fees
$89 per night
May 4 - May 5
Chincoteague Inn
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.

Learn more about Deep Hole

The region around Deep Hole is home to attractions such as Oyster Bay and Captain Timothy Hill House.

See all hotels in Deep Hole
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers recommend in Deep Hole?
Guests like Key West Cottages, Blufin Bungalows & Marina and Refuge Inn.
Can I book refundable accommodations in Deep Hole?
If you need the flexibility to change your plans to Deep Hole, most properties provide refundable* bookable rates. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay in Deep Hole if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 83 vacation homes.
What will the weather in Deep Hole be like during my visit?
The warmest months in Deep Hole are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 43°F. The rainiest months are October and August.
Why should I book my Deep Hole hotel with Hotels.com?
There are plenty of reasons to book your Deep Hole travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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