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Top hotels in Piney Island

Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!

Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!

Chincoteague VA
This cottage features a garden, laundry facilities, and barbecue grills.
"This is the best place to stay in Chincoteague! You won’t be disappointed!"

Reviewed on Aug 7, 2026

Opens in a new windowCozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
 Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH
3 decks.

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

Chincoteague Island VA
This vacation home featured laundry facilities and barbecue grills.
"Beautiful house with very well supplied kitchen. Rooms were impeccbly furnished and comfortable. The 3 balconies affored various lovely views of the marshes with lots of birds. Great for reading, coffee and enjoying the sunset."

Reviewed on Sep 24, 2026

Opens in a new window Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$134 nightly
The price is $151 total per night from Nov 30 to Dec 1
$151 total
Nov 30 - Dec 1
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
"Wer went in the fall. It was peaceful with plenty of local food,,"

Reviewed on Nov 8, 2026

Opens in a new windowKey West Cottages
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

2.5 out of 5
7105 Maddox Boulevard Chincoteague VA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Nov 19 to Nov 20
$95 total
Nov 19 - Nov 20
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
"Hotel was conveniently located, and the room was well maintained and clean. The staff were all friendly and helpful, especially Kendrick, who was a joy to interact with. We will definitely stay there again."

Reviewed on Nov 7, 2026

Opens in a new windowSpark by Hilton Chincoteague Island
Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!

Hailey's Roundhouse - Unique Piney Island Home w/ Water Access!

Chincoteague Island VA
This vacation home features laundry facilities.
"We liked: spacious interior living spaces, large kitchen area with dishwasher - microwave - adequate appliances (we like to eat most meals 'at home'), separated upstairs and downstairs living and sleeping areas, nice washer and dryer upper level, good a/c coverage throughout whole home, outside stairs ..."

Reviewed on Jul 7, 2026

Opens in a new windowHailey's Roundhouse - Unique Piney Island Home w/ Water Access!
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2 out of 5
7020 Maddox Blvd Chincoteague VA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Nov 11 to Nov 12
$75 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"The room had a problem with the guest before my stay. The carpet got soaked. The room smelled of mildew. It was so bad I got a nose bleed and headaches."

Reviewed on Nov 10, 2026

Opens in a new windowDays Inn by Wyndham Chincoteague Island
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd. Chincoteague VA
$92 nightly
The price is $104 total per night from Dec 3 to Dec 4
$104 total
Dec 3 - Dec 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal ...
Opens in a new windowRefuge Inn
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
$56 nightly
The price is $63 total per night from Nov 15 to Nov 16
$63 total
Nov 15 - Nov 16
Total with taxes and fees
A marina and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. Free ...
Opens in a new windowWaterside Inn
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundable
$99 nightly
The price is $112 total per night from Dec 1 to Dec 2
$112 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on ...
Opens in a new windowComfort Suites Chincoteague Island Bayfront Resort
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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.

Piney Island Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Piney Island area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Piney Island to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Piney Island are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Piney Island hotel reviews by fellow wanderers

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