Search Deep Hole hotels

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Deep Hole hotel prices

Tonight
25 Nov - 26 Nov
Tomorrow night
26 Nov - 27 Nov
This weekend
29 Nov - 1 Dec
Next weekend
6 Dec - 8 Dec

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Deep Hole

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (293)
"I love how quiet and relaxing the property was this time of year. Amazing views. I look forward to returning soon!"
The price is AU$179
includes taxes & fees
26 Nov - 27 Nov
Key West Cottages
Waterside Inn
Seasonal outdoor pool

Waterside Inn

2.0 star property
8.8 out of 10, Excellent, (1016)
"Thank you : me. And wife happy about this place. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ stars. "
The price is AU$102
includes taxes & fees
1 Dec - 2 Dec
Waterside Inn
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, (1013)
" Clean rooms and super nice staff"
The price is AU$162
includes taxes & fees
22 Dec - 23 Dec
Comfort Suites Chincoteague Island Bayfront Resort
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, (893)
"Stayed here last year around the same time of year. My room this year wasn't quite as clean. Considering that there was no one in the hotel they kind of gave us a crappy room. I don't know if it was close to the elevator or what but I kept hearing thumping in the middle of the night and it was mechanical thumping. There was supposed to be a continental breakfast and instead we got two $15 certificates to access what amounted to some fruit, some cereal, some breakfast bars,and some juice/coffee....
The price is AU$158
includes taxes & fees
9 Dec - 10 Dec
Marina Bay Hotel & Suites, Ascend Hotel Collection
Hampton Inn & Suites Chincoteague Waterfront
Exterior

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
9.8 out of 10, Exceptional, (625)
"Water views "
The price is AU$166
includes taxes & fees
2 Dec - 3 Dec
Hampton Inn & Suites Chincoteague Waterfront
Refuge Inn
Indoor pool, seasonal outdoor pool, pool loungers

Refuge Inn

3.0 star property
9.6 out of 10, Exceptional, (1017)
"What I like about staying here: close to the wildlife refuge, breakfast ordered the night before is delivered to your room at the time you specify, the checkin is friendly, the room is comfy."
The price is AU$165
includes taxes & fees
16 Dec - 17 Dec
Refuge 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, (510)
"The room was comfortable and spacious but noisy. We could hear TV and voices from other rooms. The breakfast offered many choices and the food was good."
The price is AU$173
includes taxes & fees
20 Dec - 21 Dec
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Blufin Bungalows & Marina
On the beach

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (83)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina
Island Resort
Exterior

Island Resort

2.0 star property
9.2 out of 10, Wonderful, (410)
"The Breakfast Cafe was very nice and clean with good food and easy access. "
The price is AU$225
includes taxes & fees
26 Nov - 27 Nov
Island Resort
Americas Best Value Inn & Suites Chincoteague Island
BBQ/picnic area

Americas Best Value Inn & Suites Chincoteague Island

2.0 star property
7.2 out of 10, Good, (671)
"Good value, coffee and pastry at the bakery a nice touch. "
The price is AU$103
includes taxes & fees
26 Nov - 27 Nov
Americas Best Value Inn & Suites Chincoteague Island
Best Western Chincoteague Island
Property amenity

Best Western Chincoteague Island

2.5 star property
9.4 out of 10, Exceptional, (674)
"Very nice property Fantastic and helpful staff outdoor hallway and access is a bit different. Good location ! "
The price is AU$159
includes taxes & fees
11 Dec - 12 Dec
Best Western Chincoteague Island
Atlantic Shores Inn and Suites
Seasonal outdoor pool

Atlantic Shores Inn and Suites

2.0 star property
7.4 out of 10, Good, (1039)
"Great accommodating staff and great location! Walkable town and Island Creamery is a minute walk from the hotel. The rooms are fine, nothing fancy, the cleanliness is ok too. Keep in mind that people go to the beach there, so there is sand. Some things on the room are falling apart but they aren't essential and the price is great and so is the staff!"
The price is AU$107
includes taxes & fees
26 Nov - 27 Nov
Atlantic Shores Inn and Suites
Birchwood Inn
Sundeck

Birchwood Inn

2.5 star property
7.0 out of 10, Good, (318)
"the room was nice"
The price is AU$113
includes taxes & fees
26 Nov - 27 Nov
Birchwood Inn
Days Inn by Wyndham Chincoteague Island
Standard Room, 1 King Bed, Non Smoking

Days Inn by Wyndham Chincoteague Island

2.0 star property
6.6 out of 10, (1021)
"Had a lot of fun"
The price is AU$101
includes taxes & fees
26 Nov - 27 Nov
Days Inn by Wyndham Chincoteague Island
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, (514)
"Check in wasn’t great but the young lady was new..everyone has to learn"
The price is AU$139
includes taxes & fees
3 Dec - 4 Dec
Anchor Inn
Chincoteague Inn
Exterior

Chincoteague Inn

2.0 star property
8.0 out of 10, Very good, (1026)
"My wife and I stayed at this hotel during the annual pony swim. We found the room clean neat and nice and was exactly what we needed for our short stay. The employees were professional and courtious. We would definitely stay again. "
Chincoteague Inn
Snug Harbor Marina and Hotel
Property amenity

Snug Harbor Marina and Hotel

2.5 star property
8.6 out of 10, Excellent, (92)
"The property was very quaint. Owners friendly. Cottage needed an extra tv in the living room. "
Snug Harbor Marina and Hotel
Garden and Sea Inn
Front of property

Garden and Sea Inn

3.5 star property
9.6 out of 10, Exceptional, (24)
"We had a lovely time staying at the Inn. Grace, our host, was fun to talk to and the room and bed were both very comfortable. I particularly enjoyed the little touches around the property, especially the night lighting, as well as the full service breakfasts. The B&B is a bit far from the local attractions, but it does make for a good central location for day excursions. Would recommend!"
The price is AU$338
includes taxes & fees
26 Nov - 27 Nov
Garden and Sea Inn
Waterfowl Watch Chincoteague Deals 11.22- 12.12 Quiet area, 2 night stays, bikes
Miscellaneous

Waterfowl Watch Chincoteague Deals 11.22- 12.12 Quiet area, 2 night stays, bikes

10.0 out of 10, Exceptional, (10)
"We loved this cozy cottage for our family of 4! It had everything we needed and more - including bicycles and a nice backyard and laundry line. Jennifer was an excellent host and super responsive, answering all of my many questions before and during our stay. We also appreciated all of the little details (toiletries, soaps, and coffee!). Oh and our kids walked down to the public docks to go crabbing which was a huge delight. We will definitely consider staying here again! "
Waterfowl Watch Chincoteague Deals 11.22- 12.12 Quiet area, 2 night stays, bikes
Island Breeze Cottage w/ screened porch. Water view! Quiet location!

Island Breeze Cottage w/ screened porch. Water view! Quiet location!

9.8 out of 10, Exceptional, (275)
"Clean and quiet. Efficient use of space"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
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.
Don't see what you're looking for?
See all available properties in Deep Hole
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

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

Located 1.8 mi (2.9 km) from the heart of Deep Hole, Waterside Inn is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Key West Cottages and Comfort Suites Chincoteague Island Bayfront Resort. 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 of Deep Hole 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. Other favourite homes for rent in Deep Hole are Oyster Bay Hideaway on Chincoteague Island! and Quaint Cottages Near Everything on Beach Road . 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?

Waterside Inn: Offers daily, a seasonal outdoor pool and free self parking. Key West Cottages and Comfort Suites Chincoteague Island Bayfront Resort 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 83 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 Maui Jack's Waterpark and Robert N. Reed Downtown Waterfront Park 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.