The Best Hotels Closest to Wingaersheek Beach in Gloucester for 2026

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

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Our top choices for Wingaersheek Beach hotels

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 covered porch with a table and chairs, surrounded by trees and a white fence.

A room with a blue sofa, a round glass coffee table, and a chair.

1. The Rockport House

5.7 km from Wingaersheek Beach

Anne

￥26,617

￥34,175 total

includes taxes & fees

Sep 24 - Sep 25

Two individuals in white robes by a window overlooking a body of water with a distant shoreline.

A hotel room with a large bed, a fireplace, a television, and a view of the water.

A seafood display with shrimp and seaweed, a bar area with glasses and bottles, and a view of the city through large windows.

A bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.

2. Beauport Hotel Gloucester

Downtown Gloucester, 4.9 km from Wingaersheek Beach

Amy

￥50,510

￥56,420 total

includes taxes & fees

Sep 17 - Sep 18

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.

3. Rockport Inn And Suites

4.8 km from Wingaersheek Beach

Carl

￥30,702

￥34,294 total

includes taxes & fees

Sep 13 - Sep 14

A coastal scene with a sandy beach, rocky outcrops, and a lighthouse in the distance.

A hotel lobby with a sofa, armchairs, a coffee table, a TV, and a dining area with chairs and tables.

A bar area with a flat-screen TV, bar stools, a counter with various bottles, and a coffee machine.

A dining area with striped tablecloths and wooden chairs, set outdoors with a building in the background.

4. The Wylie Inn and Conference Center at Endicott College

17.2 km from Wingaersheek Beach

Karen

￥19,572

￥21,862 total

includes taxes & fees

Aug 31 - Sep 1

A covered outdoor seating area with blue umbrellas, wicker chairs, and a view of the waterfront.

A window with a view of a street, a flag, and flowers.

A cozy room with a view of the sea, featuring two armchairs, a round table, and a large window with curtains.

A dining area with a table set for six, surrounded by blue upholstered chairs.

5. Harborview Inn

Downtown Gloucester, 4.7 km from Wingaersheek Beach

Debra

￥39,579

￥44,209 total

includes taxes & fees

Aug 30 - Aug 31

A small stone building with a red door, surrounded by trees and a picnic table.

A parking area with a signpost indicating directions to 'Seal Lion' and 'Olde Town'.

A rectangular swimming pool with a white fence and lounge chairs.

A wooden deck with a red door and a window, surrounded by white railings and outdoor furniture.

6. Sea Lion Motel and Cottages

East Gloucester, 4.7 km from Wingaersheek Beach

Elizabeth

￥27,498

￥30,715 total

includes taxes & fees

Sep 8 - Sep 9

A bar area with wooden ceiling beams, hanging pendant lights, and a bar stocked with various bottles. There are six wooden bar stools with cushioned seats.

A wooden cabinet with intricate carvings, a glass bowl with decorative items, and a chalkboard menu listing bakery items.

A large, white, two-story building with a cylindrical tower, surrounded by well-maintained gardens and outdoor seating.

A staircase with a sign reading "BAGGAGE ROOM" leading to a living area with a sofa and a lamp.

7. Briar Barn Inn

17.5 km from Wingaersheek Beach

janet

￥35,645

￥43,366 total

includes taxes & fees

Sep 1 - Sep 2

A coastal landscape with a beach, a lighthouse, and a river.

A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.

A hotel room with a bed, a desk, a chair, and a view of the beach.

A hotel with a swimming pool, multiple guest rooms, and a red barn-like structure.

8. The Vista

East Gloucester, 5 km from Wingaersheek Beach

Vishnu

￥36,045

￥40,264 total

includes taxes & fees

Aug 27 - Aug 28

A covered porch with stone walls, wicker furniture, and a view of a house in the background.

A large, two-story house with a wrap-around porch and a stone foundation.

A wooden-paneled room with a staircase, a chair, and a table.

A corner room with two wicker chairs, a small wooden chest, and a window with a view of greenery.

9. Castle Manor Inn

4.1 km from Wingaersheek Beach

Jeffery

￥25,607

￥33,931 total

includes taxes & fees

Sep 6 - Sep 7

A coastal hotel with a rocky shoreline, multiple buildings, and a view of the ocean.

A hotel room with two beds, a desk, and a chair. There is a large window with a view of the ocean and a balcony.

A breakfast table with a view of the ocean and a sign reading "ATLANTIS".

Two red Adirondack chairs facing a white table with a bottle and glasses, set on a grassy lawn with a view of the ocean and a sunset.

10. Atlantis Oceanfront Inn

East Gloucester, 6.5 km from Wingaersheek Beach

Kimberly

￥45,460

￥50,778 total

includes taxes & fees

Sep 7 - Sep 8

A coastal building with a garden and a rocky shoreline.

A room with a large window overlooking the sea, two armchairs, a small round table, and a wooden cabinet.

A bedroom with a large bed, wicker chairs, a glass table, and a view of the sea.

A gazebo with a white roof and railing, surrounded by lush greenery and overlooking a body of water.

11. The Yankee Clipper Inn

5.6 km from Wingaersheek Beach

Mike

￥42,662

￥47,654 total

includes taxes & fees

Aug 26 - Aug 27

A covered porch with white columns, a row of black rocking chairs, and a view of the ocean.

A multi-story white building with a balcony on the second floor, large windows, and a front porch with outdoor seating.

A hotel room with a large window, a bed with white linens, and a wooden headboard.

A room with a large window overlooking the ocean, two patterned armchairs, and a small table with a book.

12. Emerson Inn

5.8 km from Wingaersheek Beach

Jane

￥42,349

￥47,305 total

includes taxes & fees

Sep 21 - Sep 22

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 coastal view with a stone bench, clear sky, and a distant church.

A sunlit room with wicker furniture, large windows, and a view of greenery outside.

13. The Cove at Rockport Hotel

5.2 km from Wingaersheek Beach

PAULLA

￥33,170

￥37,050 total

includes taxes & fees

Sep 7 - Sep 8

A cozy living room with a sofa, armchair, and a coffee maker on a table.

A coastal scene with a sandy beach, fishing equipment, and houses in the background.

A two-story building with a porch and a sign that reads "Addison Choate."

A residential house with a stone pathway leading to the front door, surrounded by lush greenery and flowering plants.

14. Addison Choate Inn

5.2 km from Wingaersheek Beach

neil

￥42,773

￥47,777 total

includes taxes & fees

Sep 2 - Sep 3

A large, white, two-story building with a balcony and a staircase leading to a lower level.

A wooden boardwalk leading to a beach with a clear sky.

A rooftop pool area with lounge chairs and a view of the ocean.

A poolside area with outdoor seating, a fire pit, and a building with multiple balconies and outdoor lighting.

15. Ocean House Hotel at Bass Rocks

East Gloucester, 6.5 km from Wingaersheek Beach

Melissa

￥46,466

￥55,808 total

includes taxes & fees

Aug 27 - Aug 28

A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

A cozy loft bedroom with a large window, wooden flooring, a green sofa, a dining table with chairs, and a TV on a stand.

A hallway with a wooden floor, a blue door, and a black chair in the foreground.

A spacious kitchen with a wooden bar area, white cabinetry, and a large window offering a view of the outdoors.

16. The Ipswich Inn

12.8 km from Wingaersheek Beach

Kare

￥22,144

￥24,291 total

includes taxes & fees

Sep 8 - Sep 9

A brick building with a sign reading "The Cabot Lodge."

A wooden desk with a red, white, and blue decorative cloth, a sign with contact information, and a potted plant.

A modern bathroom with a glass-enclosed shower, a toilet, and a sink.

A bedroom with a bed, a nightstand, a lamp, a window with blinds, a coat rack, and a bathroom with a glass door.

17. The Cabot Lodge

19.4 km from Wingaersheek Beach

Aaron

￥29,201

￥32,617 total

includes taxes & fees

Aug 27 - Aug 28

An aerial view of a town with a prominent church, residential houses, and a large green arrow pointing downwards.

A balcony with a table set for two, featuring a bottle of wine and glasses. A chair with a towel draped over it is visible.

A spacious living room with hardwood floors, a grey sofa, and a blue armchair. A kitchen with white cabinets and a refrigerator is visible in the background.

A two-story white house with a red door, stone steps, and a stone wall.

18. Eagle House Motel

5.3 km from Wingaersheek Beach

Anupama

￥37,353

￥41,724 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel room with a large bed, a flat-screen TV, a fireplace, and a chandelier.

A long, narrow hallway with dark walls and wooden flooring.

A modern living room with a fireplace, a mounted TV, and a bar area with a bottle of champagne.

A modern living room with a sofa, a small table, a zebra-patterned rug, and a staircase.

19. The Highliner Hotel

Downtown Gloucester, 4.6 km from Wingaersheek Beach

Matthew

￥25,839

￥53,718 total

includes taxes & fees

Sep 23 - Sep 24

A restaurant with large windows overlooking a marina.

A marina with boats docked, outdoor seating with umbrellas, and a view of the water.

A spacious indoor area with large windows, a yellow sofa, patterned ottoman, and a blue coffee table.

A neatly made bed with a tray holding a bottle of Chandon champagne and two glasses, a large headboard, and a modern chandelier.

20. The Hotel at Cape Ann Marina

4.3 km from Wingaersheek Beach

Meghan

￥55,633

￥62,142 total

includes taxes & fees

Sep 13 - Sep 14

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Compare popular hotels close to Wingaersheek Beach

Property	Star rating	Guest rating
The Rockport House	9.4 Exceptional 265 reviews	View
Beauport Hotel Gloucester	9.6 Exceptional 1,007 reviews	View
Rockport Inn And Suites	8.6 Excellent 1,574 reviews	View
The Wylie Inn and Conference Center at Endicott College	9.2 Wonderful 1,201 reviews	View
Harborview Inn	9.6 Exceptional 334 reviews	View

Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

8/10 Good

"Overall a good experience. Ample parking. Breakfast was basic."

Castle Manor Inn

8/10 Good

"Pleasant inn… clean, and simply appointed. Very friendly staff. Great breakfast for seniors.($15.00). Close to downtown Gloucester short car or taxi ride. Free parking right at the entrance to the 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."

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. "

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

10/10 Excellent

"Wonderful host. Very comfortable, clean, attractive home. Beautiful beach"

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."

Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive

8/10 Good

"The driveway is very steep and the yard is mostly a parking area, shared with a multi-boat docking facility. But the deck is lovely and the interior finishes are very nice. I’d say it’s best for ages 10 and up. Or non-walking babies and adults. I would stay there again."

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."

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!"

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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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 27 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 27 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.

Find hotels near Wingaersheek Beach, Gloucester from ￥21,862

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Treat yourself

Be picky

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Our top choices for Wingaersheek Beach hotels

1. The Rockport House

2. Beauport Hotel Gloucester

3. Rockport Inn And Suites

4. The Wylie Inn and Conference Center at Endicott College

5. Harborview Inn

6. Sea Lion Motel and Cottages

7. Briar Barn Inn

8. The Vista

9. Castle Manor Inn

10. Atlantis Oceanfront Inn

11. The Yankee Clipper Inn

12. Emerson Inn

13. The Cove at Rockport Hotel

14. Addison Choate Inn

15. Ocean House Hotel at Bass Rocks

16. The Ipswich Inn

17. The Cabot Lodge

18. Eagle House Motel

19. The Highliner Hotel

20. The Hotel at Cape Ann Marina

Compare popular hotels close to Wingaersheek Beach

Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

Castle Manor Inn

Gull's Nest - Ocean Views from the Living Room

Oceanfront Dock Escape ~ Kayaks & Paddleboards

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Elegant Gloucester Beach Getaway with Ocean Views!

Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive

Cape Ann, Annisquam panoramic ocean views from every room.

Wingaerchic: Woodsy retreat right by the beach

Other attractions near Wingaersheek Beach

Cape Ann Museum

Dogtown

Plum Cove Beach

Paper House

Halibut Point Reservation

Gloucester Unitarian Universalist Church

Sargent House Museum

Frequently asked questions