Deep Hole Hotels from S$109

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Deep Hole hotels

Spark by Hilton Chincoteague Island
Property amenity

Spark by Hilton Chincoteague Island

2.5 star property
9.4 out of 10, Exceptional, (715)
"Location was convenient for visiting the state park "
The price is S$322
includes taxes & fees
18 Aug - 19 Aug
Spark by Hilton Chincoteague Island
Refuge Inn
Indoor pool, seasonal outdoor pool, pool loungers

Refuge Inn

3.0 star property
9.8 out of 10, Exceptional, (1006)
"Second year staying here . Super clean , friendly staff , nice breakfast , love the rooms "
The price is S$326
includes taxes & fees
21 Jul - 22 Jul
Refuge Inn
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, (1003)
"Wonderful management and service. Great pool. Nice room and towel replacements. Fine experience. My grandson was so impressed with his first hotel experience!"
The price is S$171
includes taxes & fees
10 Aug - 11 Aug
Days Inn by Wyndham Chincoteague Island
Chincoteague Inn
Front of property

Chincoteague Inn

2.0 star property
8.2 out of 10, Very good, (1008)
"Check in was easy, clean rooms, quiet. "
The price is S$201
includes taxes & fees
21 Jul - 22 Jul
Chincoteague Inn
Atlantic Shores Inn and Suites
Seasonal outdoor pool

Atlantic Shores Inn and Suites

2.0 star property
7.4 out of 10, Good, (1005)
"Friendly staff and good breakfast "
The price is S$175
includes taxes & fees
21 Jul - 22 Jul
Atlantic Shores Inn and Suites
Maddox Inn
BBQ/picnic Area

Maddox Inn

2.0 star property
7.2 out of 10, Good, (728)
"Walking distance to shops, coffee shop, restaurants, etc. Wonderful location to walk around town. Definitely will stay here again! "
The price is S$218
includes taxes & fees
21 Jul - 22 Jul
Maddox Inn
Snug Harbor Marina and Hotel
Property amenity

Snug Harbor Marina and Hotel

2.5 star property
8.8 out of 10, Excellent, (99)
"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 S$475
includes taxes & fees
22 Jul - 23 Jul
Snug Harbor Marina and Hotel
Island Resort
Exterior

Island Resort

2.0 star property
9.4 out of 10, Exceptional, (427)
"We really enjoyed our stay. Wonderful views!"
The price is S$346
includes taxes & fees
4 Aug - 5 Aug
Island Resort
Comfort Suites Chincoteague Island Bayfront Resort
Indoor pool, outdoor pool, pool umbrellas, pool loungers

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
9.6 out of 10, Exceptional, (1005)
"We loved the location, the staff and the property."
The price is S$377
includes taxes & fees
22 Jul - 23 Jul
Comfort Suites Chincoteague Island Bayfront Resort
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (405)
"We had wonderful stay. Everything about this resort was perfect. "
Key West Cottages
Hampton Inn & Suites Chincoteague Waterfront
Exterior

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
9.8 out of 10, Exceptional, (691)
"This hampton inn was beautiful the breakfast was delicious the staff was great. Would stay there again."
The price is S$382
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn & Suites Chincoteague Waterfront
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, (560)
"Beautiful hotel, nice staff, great small pool with amazing view"
The price is S$397
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Anchor Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool loungers

Anchor Inn

2.0 star property
8.8 out of 10, Excellent, (537)
"Anchor Inn is a quaint place in Chincoteague with a great view. Very clean and close to town. "
The price is S$276
includes taxes & fees
22 Jul - 23 Jul
Anchor 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, (949)
"Very nice place to stay. "
The price is S$325
includes taxes & fees
10 Aug - 11 Aug
Marina Bay Hotel & Suites, Ascend Hotel Collection
Waterside Inn
Seasonal outdoor pool

Waterside Inn

2.0 star property
9.0 out of 10, Wonderful, (1008)
"Views were beautiful!! Staff was very friendly."
Waterside Inn
Birchwood Inn
Seasonal outdoor pool

Birchwood Inn

2.5 star property
7.0 out of 10, Good, (345)
"Very quaint and quiet "
The price is S$161
includes taxes & fees
3 Aug - 4 Aug
Birchwood Inn
Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (151)
"Excellent place to stay"
Blufin Bungalows & Marina
Econo Lodge Pocomoke City Hwy 13
Reception

Econo Lodge Pocomoke City Hwy 13

2.0 star property
5.6 out of 10, (738)
"Property should be condemned. Fly filled rooms and downright filthy. Front desk gentleman was very nice and helpful. Otherwise avoid at all costs. "
The price is S$109
includes taxes & fees
21 Jul - 22 Jul
Econo Lodge Pocomoke City Hwy 13
Studio 6 Suites Pocomoke City, MD
Property amenity

Studio 6 Suites Pocomoke City, MD

2.0 star property
7.6 out of 10, Good, (33)
"Very reasonable price ."
The price is S$121
includes taxes & fees
3 Aug - 4 Aug
Studio 6 Suites Pocomoke City, MD
Motel 6 Pocomoke City, MD
Iron/ironing board, free WiFi, bed sheets, alarm clocks

Motel 6 Pocomoke City, MD

2.0 star property
5.2 out of 10, (479)
"I liked everything nice and quiet and staff were excellent and helpful "
The price is S$128
includes taxes & fees
4 Aug - 5 Aug
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
Sign in
Sign up, it's free

Learn more about Deep Hole

Check out the local area in Deep Hole as you venture to sights like Oyster Bay.

See all hotels in Deep Hole

Top Deep Hole Hotel Reviews

Waterside Inn

Waterside Inn

10/10 Excellent
"We had a great first time on the island . The hotel was great . "
Amy 3-night trip
Posted 11 hours 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 traveller data. Other good choices for your visit to 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 holiday rentals that Deep Hole has to offer?

Blufin Bungalows & Marina: This holiday home rental outside Deep Hole 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! The majority of hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Deep Hole.

What are some accommodation options 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 with an on-site pool. View all hotels with pools in Deep Hole.

How is it to stay in Deep Hole?

Visitors to Deep Hole will definitely find plenty to explore and enjoy. In Deep Hole, there are 85 hotels and other accommodation options to choose from. Find out more about Deep Hole.

What should I do while I'm visiting Deep Hole?

A favourite place to visit is Oyster Bay. You'll also find Captain Timothy Hill House and Maui Jack's Waterpark in the area. Take a look at what more there is to see and do in Expedia's Deep Hole guide.

What's the seasonal weather in Deep Hole?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Deep Hole is 1225 mm.