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

Find hotels near Wingaersheek Beach, Gloucester from ￥20,054

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Oct 10 - Oct 11
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Oct 11 - Oct 12
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Wingaersheek Beach hotels

Two individuals in white robes by a window overlooking a body of water with a distant shoreline.
A seafood display with shrimp and seaweed, a bar area with glasses and bottles, and a view of the city through large windows.
A large hotel with multiple floors and a beach view.
A hotel room with a large bed, a fireplace, a television, and a view of the water.

1. Beauport Hotel Gloucester

Beauport Hotel Gloucester
Downtown Gloucester, 4.9 km from Wingaersheek Beach
United States
Patricia
￥33,703
￥37,646 total
includes taxes & fees
Nov 2 - Nov 3
Beauport Hotel Gloucester
A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.
A modern living room with a grey sofa, a round coffee table, and a TV mounted on the wall.
A room with a blue sofa, a round glass coffee table, and a chair.
A covered porch with a table and chairs, surrounded by trees and a white fence.

2. The Rockport House

The Rockport House
5.7 km from Wingaersheek Beach
United States
Janine
￥20,838
￥27,697 total
includes taxes & fees
Oct 25 - Oct 26
The Rockport House
A covered outdoor deck with wicker furniture, a view of the sea, and houses in the background.
A spacious dining area with a view of the sea, white furniture, and two exit signs.
A bay window with a bench, white railings, and a view of the sea.
A sunlit room with wicker furniture, large windows, and a view of greenery outside.

3. The Cove at Rockport Hotel

The Cove at Rockport Hotel
5.2 km from Wingaersheek Beach
United States
Justin
￥27,997
￥31,272 total
includes taxes & fees
Nov 3 - Nov 4
The Cove at Rockport Hotel
A coastal scene with a sandy beach, rocky outcrops, and a lighthouse in the distance.
A dining area with striped tablecloths and wooden chairs, set outdoors with a building in the background.
A gym with treadmills, elliptical machines, and weight equipment.
A bar area with a flat-screen TV, bar stools, a counter with various bottles, and a coffee machine.

4. The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College
17.2 km from Wingaersheek Beach
United States
Berna
￥17,952
￥20,054 total
includes taxes & fees
Nov 9 - Nov 10
The Wylie Inn and Conference Center at Endicott College
A restaurant with large windows overlooking a marina.
A building with a brick facade, large windows, and a staircase leading to the entrance.
A neatly made bed with a tray holding a bottle of Chandon champagne and two glasses, a large headboard, and a modern chandelier.
A marina with boats docked, outdoor seating with umbrellas, and a view of the water.

5. The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
4.3 km from Wingaersheek Beach
United States
Lynn
￥33,949
￥37,922 total
includes taxes & fees
Nov 3 - Nov 4
The Hotel at Cape Ann Marina
A modern hotel room with a large bed, a flat-screen TV, a fireplace, and a chandelier.
A modern living room with a sofa, a small table, a zebra-patterned rug, and a staircase.
A modern living room with a fireplace, a mounted TV, and a bar area with a bottle of champagne.
A long, narrow hallway with dark walls and wooden flooring.

6. The Highliner Hotel

The Highliner Hotel
Downtown Gloucester, 4.6 km from Wingaersheek Beach
United States
Matthew
￥24,590
￥52,222 total
includes taxes & fees
Nov 10 - Nov 11
The Highliner Hotel
A two-story house with a porch, a sign reading "THE BEVERLY," and a brick foundation.
A covered porch with a railing, a clear view of the street, and a building with a brown door.
A hotel room with two beds, a wardrobe, a chair, and a window with curtains.
A modern kitchen with white cabinets, a white countertop, and a built-in stove. There is a small bar area with stools and a plant.

7. The Beverly

The Beverly
18 km from Wingaersheek Beach
United States
dennis
￥19,106
￥21,342 total
includes taxes & fees
Nov 2 - Nov 3
The Beverly
View all properties

Compare popular hotels close to Wingaersheek Beach

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Two individuals in white robes by a window overlooking a body of water with a distant shoreline.
Beauport Hotel Gloucester
9.6
Exceptional
1,001 reviews
View
A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.
The Rockport House
9.4
Exceptional
306 reviews
View
A covered outdoor deck with wicker furniture, a view of the sea, and houses in the background.
The Cove at Rockport Hotel
9.0
Wonderful
202 reviews
View
A coastal scene with a sandy beach, rocky outcrops, and a lighthouse in the distance.
The Wylie Inn and Conference Center at Endicott College
9.2
Wonderful
1,224 reviews
View
A restaurant with large windows overlooking a marina.
The Hotel at Cape Ann Marina
8.4
Very good
823 reviews
View

Hotels recommended for families near Wingaersheek Beach

A covered porch with stone walls, wicker furniture, and a view of a house in the background.
A corner room with two wicker chairs, a small wooden chest, and a window with a view of greenery.
A wooden-paneled room with a staircase, a chair, and a table.
A large, two-story house with a wrap-around porch and a stone foundation.

Castle Manor Inn

Castle Manor Inn
Gloucester
￥25,452
￥33,721 total
includes taxes & fees
Oct 21 - Oct 22
Castle Manor Inn
Two individuals in white robes by a window overlooking a body of water with a distant shoreline.
A seafood display with shrimp and seaweed, a bar area with glasses and bottles, and a view of the city through large windows.
A large hotel with multiple floors and a beach view.
A hotel room with a large bed, a fireplace, a television, and a view of the water.

Beauport Hotel Gloucester

Beauport Hotel Gloucester
Downtown Gloucester
￥33,703
￥37,646 total
includes taxes & fees
Nov 2 - Nov 3
Beauport Hotel Gloucester
A restaurant with large windows overlooking a marina.
A building with a brick facade, large windows, and a staircase leading to the entrance.
A neatly made bed with a tray holding a bottle of Chandon champagne and two glasses, a large headboard, and a modern chandelier.
A marina with boats docked, outdoor seating with umbrellas, and a view of the water.

The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
Gloucester
￥33,949
￥37,922 total
includes taxes & fees
Nov 3 - Nov 4
The Hotel at Cape Ann Marina
A modern house with a large patio area featuring outdoor furniture and a fire pit.
A harbor with boats docked near a red building with an American flag.
An indoor swimming pool with wooden beams, lounge chairs, and large windows.
A spacious living room with exposed wooden beams, a fireplace, and modern lighting fixtures.

Rockport Inn And Suites

Rockport Inn And Suites
Rockport
￥21,229
￥23,713 total
includes taxes & fees
Nov 2 - Nov 3
Rockport Inn And Suites
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.
A beach with calm waters, a sailboat, and a rocky shoreline.
A kitchen with wooden cabinets, granite countertops, and a wooden ceiling.
A rustic wooden cabin with a stone floor, a wicker sofa with a blue cushion, and a purple door.

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
￥19,895
￥55,734 total
includes taxes & fees
Oct 20 - Oct 21
Beach Life Bliss - steps to the beach
A small stone building with a red door, surrounded by trees and a picnic table.
A hotel room with a large bed, two bedside tables with lamps, a small desk, a chair, a mirror, and a window with curtains.
A wooden deck with a red door and a window, surrounded by white railings and outdoor furniture.
A rectangular swimming pool with a white fence and lounge chairs.

Sea Lion Motel and Cottages

Sea Lion Motel and Cottages
East Gloucester
￥27,317
￥30,513 total
includes taxes & fees
Oct 20 - Oct 21
Sea Lion Motel and Cottages
A covered outdoor seating area with blue umbrellas, wicker chairs, and a view of the waterfront.
A dining area with a table set for six, surrounded by blue upholstered chairs.
A cozy room with a view of the sea, featuring two armchairs, a round table, and a large window with curtains.
A hotel with a sign reading "Harborview Inn" and a mailbox labeled "Vacancy".

Harborview Inn

Harborview Inn
Downtown Gloucester
￥29,921
￥33,421 total
includes taxes & fees
Nov 5 - Nov 6
Harborview Inn
A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.
A modern living room with a grey sofa, a round coffee table, and a TV mounted on the wall.
A room with a blue sofa, a round glass coffee table, and a chair.
A covered porch with a table and chairs, surrounded by trees and a white fence.

The Rockport House

The Rockport House
Rockport
￥20,838
￥27,697 total
includes taxes & fees
Oct 25 - Oct 26
The Rockport House

Top Wingaersheek Beach Hotel Reviews

Castle Manor Inn

Castle Manor Inn

8/10 Good
"Staff are exceptionally friendly."
Daniel 1-night trip
Posted 12 hours ago
Castle Manor Inn
Sunset Cove: Waterfront living on the Annisquam River

Sunset Cove: Waterfront living on the Annisquam River

8/10 Good
"We are from the north shore of Boston and we travel there every year to visit friends. Our pick to stay this year was Sunset Cove. Unfortunately there was a Nor’Easter, we didn’t get to enjoy any of the outdoor space which I’m sure is great with nice weather. The house was clean but the living room couch had a smell to it which became very unpleasant. The shower in the upstairs bedroom needs to be fixed as it leaks down the wall. The kitchen was very well stocked with dishes, glasses, cooking utensils etc. The next door neighbor knocked on the door to tell us that the basement, where the master bedroom is, floods terribly during storms. This did not happen but it was kind of a weird visit. Overall we had a great time visiting friends. Check-in and check-out was very easy. We had a slight glitch, not even worth mentioning but the host was very friendly and helpful and it was resolved quickly."
Felicia P. 4-night trip
Posted 10 days ago
Sunset Cove: Waterfront living on the Annisquam River
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

10/10 Excellent
"We really enjoyed our stay. Plenty of room and close walk to Wingaersheek."
Sharon T. 7-night trip
Posted 1 month ago
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!

Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!

10/10 Excellent
"Beautiful house with great views of Ipswich Bay as well as nearby pond/wetland"
Ralph A. 7-night trip
Posted 2 months ago
Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!
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 2 months ago
Annisquam Singing Pines: Riverfront Splendor
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

8/10 Good
"We had a lovely time at the beach. Beach chairs and towels provided. Loved that we could bring our small dog. We unfortunately only had AC in one back upstairs bedroom so there were a couple warm afternoons/evenings where the downstairs was 80 degrees. Overall a great week would return."
Susan A. 7-night trip
Posted 2 months ago
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Clean Waterfront Classic Cottage with Private Beach

Clean Waterfront Classic Cottage with Private Beach

10/10 Excellent
"Great location to relax and enjoy! Second time staying and looking forward to coming back!"
Kate M. 7-night trip
Posted 2 months ago
Clean Waterfront Classic Cottage with Private Beach
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 2 months 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 2 months ago
Oceanfront Dock Escape ~ Kayaks & Paddleboards

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 during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.
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Coffins Beach

Why not spend a lazy afternoon at Coffins Beach during your trip to Gloucester? While you're in the area, stroll along the seaside.
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Dogtown

6.0/10 (1 review)
Find out about the history of Gloucester with a stop 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 vacation is part of your travel plans, Plum Cove Beach might be the perfect place to seek out 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 stop at 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 with a trip to 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 studying the exhibits at Sargent House Museum 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, check out the 26 hotels and other accommodations 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 traveler 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 can I expect to find near Wingaersheek Beach?
Expedia has 26 hotels and other accommodations 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 bookings are refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best deals near Wingaersheek Beach.
Where can I learn more about changing or cancelling my trip in the area near Wingaersheek Beach?
For more details about updating your stay near Wingaersheek Beach or cancelling it, head over to our customer service page.
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.