A rocky shoreline with large boulders and a distant view of houses and trees.

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Check prices for these dates

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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Our top choices for Wingaersheek Beach hotels

1. Castle Manor Inn

Castle Manor Inn
2.6 mi from Wingaersheek Beach
United States
Jeffery
£164
includes taxes & fees
15 Sept - 16 Sept
Castle Manor Inn

2. Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks
East Gloucester, 4 mi from Wingaersheek Beach
United States
Melissa
£259
includes taxes & fees
1 Sept - 2 Sept
Ocean House Hotel at Bass Rocks

3. The Beverly

The Beverly
11.2 mi from Wingaersheek Beach
United States
dennis
£169
includes taxes & fees
6 Sept - 7 Sept
The Beverly
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Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

Rockport Inn And Suites

10/10 Excellent
"Very nice place. Not as close to shopping in Rockport as I was envisioning so I drove. Still not that far away. Breakfast was fairly bare bones and could have been better maintained. Most places provide a better breakfast. I would stay there again."
Julie 1-night trip
Posted 14 hours ago
Rockport Inn And Suites
Annisquam Singing Pines: Riverfront Splendor

Annisquam Singing Pines: Riverfront Splendor

10/10 Excellent
"Whispering Pines was perfect for our extended Family of (8). Grandparents to Grandchildren, we would stay again in a heartbeat. This quintessential "Summer Cottage" is sooo peaceful & picturesque. The house layout provides wonderful conditions for gathering or privacy. Loved the pantry area! Caught some crabs off the Pier with the Grandkids & the water access was easy way to cool off during the hot summer days. We will def bring paddle boards or kayaks next time.Highly recommend & wish we could have stayed longer! The Sonder Family"
Amy S. 3-night trip
Posted 4 days ago
Annisquam Singing Pines: Riverfront Splendor
Evensong: Oceanview Retreat with Dock

Evensong: Oceanview Retreat with Dock

10/10 Excellent
"Beautiful place, very comfortable for time spent just relaxing at home, with multiple indoor and outdoor spaces. Lovely swimming in August. Great, courteous host."
Gillian L. 3-night trip
Posted 3 weeks ago
Evensong: Oceanview Retreat with Dock
Gull's Nest - Ocean Views from the Living Room

Gull's Nest - Ocean Views from the Living Room

10/10 Excellent
"This property is as discribed, clean, nice view. One issue was trash didn’t get picked up on scheduled day and when I called the office they said it would be picked up the next morning but no one ever came. I do feel it was overpriced as we have rented in Gloucester for the past 6 years in 5 different homes. We only rented for 10 days this time instead of 2 weeks because of the price."
Mary W. 10-night trip
Posted 3 weeks ago
Gull's Nest - Ocean Views from the Living Room
Oceanfront Dock Escape ~ Kayaks & Paddleboards

Oceanfront Dock Escape ~ Kayaks & Paddleboards

10/10 Excellent
"This home did not disappoint us. Our summer vacation was a hit with our grandchildren. The location is awesome. Having access to the Kayaks and Paddle Boards made the adventure across the water way to the beach was so fun. We made a lot of great memories. "
Sandra A. 4-night trip
Posted 3 weeks ago
Oceanfront Dock Escape ~ Kayaks & Paddleboards
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

10/10 Excellent
"Wonderful host. Very comfortable, clean, attractive home. Beautiful beach"
Kathy J. 5-night trip
Posted 1 month ago
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Elegant Gloucester Beach Getaway with Ocean Views!

Elegant Gloucester Beach Getaway with Ocean Views!

10/10 Excellent
"Great house, wonderful beach, perfect for kids. Everything you'd want in a beach vacation rental."
Robin
Posted 1 month ago
Elegant Gloucester Beach Getaway with Ocean Views!
Cape Ann, Annisquam panoramic ocean views from every room.

Cape Ann, Annisquam panoramic ocean views from every room.

10/10 Excellent
"This is a nice property in a quiet neighborhood with plenty of room. We traveled with 11 people and never felt crowded. Property is on top of a hill so you’ll get some exercise coming and going, but the views alone are worth the effort. Every sunset was an event!The nearby sandy beach is worth the 10 minute walk. The rocky beach which is very close by was not so useful to us but the park bench above it was a nice place to sit and enjoy the views while walking the dogs. Pet friendly. House was clean, beds comfortable, 2 bathrooms one with a shower, one with a hot tub/shower. Kitchen is well stocked with pots pans utensils etc. tv on first and second floor. WiFi access. Large gas grill on porch as well as lots of porch furniture and a hammock. Air conditioning kept the place comfortable. There is a gas fireplace which we did not use but would be nice for a fall visit. Laundry facilities on the second floor. 10-15 min drive to stores, Good Harbor, Long Beach Gloucester. Communication with host was excellent. Would recommend this property."
tony s. 7-night trip
Posted 1 month ago
Cape Ann, Annisquam panoramic ocean views from every room.
Wingaerchic: Woodsy retreat right by the beach

Wingaerchic: Woodsy retreat right by the beach

10/10 Excellent
"We truly enjoyed our time at this property! The proximity to the beach was phenomenal. The huge driveway with a garage, three bathrooms, and the lovely deck made the experience easy and relaxing. The kitchen was fully stocked with all the essentials to prepare dinner for a crowd. The view from the deck was very peaceful, all you can see is treetops. The only thing that I could think of that needed a little bit of improvement was the twin bed mattress seemed kind of ancient, and all of the pillows could’ve used some fluffing prior to our arrival. Other than that, the expectations were clear and reasonable, the home felt relaxing and was incredibly clean. It was wonderful to have the use of laundry with all of the beach days! I really hope that I get to rent this place again next year!"
Karen C. 6-night trip
Posted 2 months ago
Wingaerchic: Woodsy retreat right by the beach

Other attractions near Wingaersheek Beach

Cape Ann Museum

9.0/10 (23 reviews)
You can spend an afternoon exploring the galleries in Cape Ann Museum in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.
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Dogtown

6.0/10 (1 review)
Find out about the history of Gloucester when you spend time at Dogtown. Wander the seaside and beautiful beaches in the area.
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Plum Cove Beach

8.0/10 (2 reviews)
If a restful holiday is part of your travel plans, Plum Cove Beach might be the perfect place to visit during your trip to Gloucester. While you're in the area, stroll along the seaside.
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Paper House

8.0/10 (29 reviews)
You can learn about the history of Rockport with a trip to Paper House. Wander the seaside and beautiful beaches in the area.
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Halibut Point Reservation

9.6/10 (14 reviews)
You can learn about the history of Rockport when you stop by Halibut Point Reservation. Wander the seaside and beautiful beaches in the area.
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Gloucester Unitarian Universalist Church

After visiting Gloucester Unitarian Universalist Church, make a plan to see the other sights and activities in Gloucester.
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Sargent House Museum

6.0/10 (1 review)
You can spend time exploring the galleries in Sargent House Museum during your travels in Gloucester. Wander the seaside and beautiful beaches in the area.
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Frequently asked questions

What's the area like around Wingaersheek Beach?
Wingaersheek Beach is located in Gloucester. This historic area is known for its beautiful ocean views and whale watching. If you're looking for a convenient place to stay, take a look at the 27 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay close to Wingaersheek Beach?
Rockport Inn And Suites is one of the top choices for your stay based on our traveller data, and this B&B offers free breakfast and an indoor pool. It's located 3 mi (4.8 km) from Wingaersheek Beach.
How many hotels should I expect to find near Wingaersheek Beach?
Expedia has 27 hotels and other accommodation options within a mile from Wingaersheek Beach.
If I need to cancel the hotel reservation for my stay near Wingaersheek Beach, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to view the best deals available near Wingaersheek Beach.
What can I see and do near Wingaersheek Beach?
Cape Ann Museum, Maritime Gloucester and Hammond Castle feature a variety of fascinating exhibits to see while you're in town. Motif No 1, Dogtown and Paper House are notable landmarks to explore if you're in the area. You can enjoy live performances at Shalin Liu Performance Center and The Gorton Theatre.