The Best Hotels Closest to Wingaersheek Beach in Gloucester for 2026

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Our top choices for Wingaersheek Beach hotels

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

1. The Wylie Inn and Conference Center at Endicott College

17.2 km from Wingaersheek Beach

Berna

₩160,586 total

includes taxes & fees

Nov 16 - Nov 17

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

2. Beauport Hotel Gloucester

Downtown Gloucester, 4.9 km from Wingaersheek Beach

Stas

₩324,671 total

includes taxes & fees

Nov 9 - Nov 10

A modern house with a large patio area featuring outdoor furniture and a fire pit.

3. Rockport Inn And Suites

4.8 km from Wingaersheek Beach

francisco

₩204,506 total

includes taxes & fees

Nov 9 - Nov 10

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

4. Addison Choate Inn

5.2 km from Wingaersheek Beach

Don

₩282,877 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a large bed, a TV, a desk with a computer, and a window with curtains.

5. The Rockport House

5.7 km from Wingaersheek Beach

Ann

₩261,162 total

includes taxes & fees

Nov 9 - Nov 10

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

6. Briar Barn Inn

17.5 km from Wingaersheek Beach

Cleve

₩303,634 total

includes taxes & fees

Dec 1 - Dec 2

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

7. Ocean House Hotel at Bass Rocks

East Gloucester, 6.5 km from Wingaersheek Beach

Christie T

₩266,203 total

includes taxes & fees

Nov 9 - Nov 10

A covered outdoor deck with wicker furniture, a view of the sea, and houses in the background.

8. The Cove at Rockport Hotel

5.2 km from Wingaersheek Beach

Wendy

₩270,250 total

includes taxes & fees

Nov 17 - Nov 18

A two-story house with a central entrance, multiple windows, and a well-maintained front yard.

9. Sally Webster Inn

5.9 km from Wingaersheek Beach

Laurel

₩278,623 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with two beds, a balcony with a view, and a desk with a chair.

10. The Vista

East Gloucester, 5 km from Wingaersheek Beach

Lisa

₩311,135 total

includes taxes & fees

Nov 15 - Nov 16

A two-story building with a sign reading 'Harborview Inn.' There are two umbrellas in front of the building, and a rope barrier with flowers.

11. Harborview Inn

Downtown Gloucester, 4.7 km from Wingaersheek Beach

Martin

₩288,227 total

includes taxes & fees

Nov 9 - Nov 10

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

12. The Highliner Hotel

Downtown Gloucester, 4.6 km from Wingaersheek Beach

Matthew

₩319,462 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with a view of the ocean, white chairs, a wooden table, and a vase with a plant.

13. Blue - Inn on The Beach

18.7 km from Wingaersheek Beach

Andree

₩397,678 total

includes taxes & fees

Nov 15 - Nov 16

A coastal building with a garden and a rocky shoreline.

14. The Yankee Clipper Inn

5.6 km from Wingaersheek Beach

Lisa

₩273,438 total

includes taxes & fees

Nov 9 - Nov 10

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

15. The Ipswich Inn

12.8 km from Wingaersheek Beach

Sean

₩168,494 total

includes taxes & fees

Nov 15 - Nov 16

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

16. Castle Manor Inn

4.1 km from Wingaersheek Beach

Stephanie

₩318,890 total

includes taxes & fees

Nov 15 - Nov 16

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

Karla

₩266,243 total

includes taxes & fees

Nov 9 - Nov 10

A two-story house with a porch, a sign reading "THE BEVERLY," and a brick foundation.

18. The Beverly

18 km from Wingaersheek Beach

James

₩134,645 total

includes taxes & fees

Dec 1 - Dec 2

A building with a brick facade, large windows, and a staircase leading to the entrance.

19. The Hotel at Cape Ann Marina

4.3 km from Wingaersheek Beach

Myles

₩327,888 total

includes taxes & fees

Nov 9 - Nov 10

View all properties

Compare popular hotels close to Wingaersheek Beach

Property	Property class	Guest rating
The Wylie Inn and Conference Center at Endicott College	3.5 star property	9.2 Wonderful 1,250 reviews	View
Beauport Hotel Gloucester	3.5 star property	9.6 Exceptional 1,002 reviews	View
Rockport Inn And Suites	2.5 star property	8.6 Excellent 1,518 reviews	View
Addison Choate Inn	3.5 star property	9.8 Exceptional 432 reviews	View
The Rockport House	2.0 star property	9.4 Exceptional 344 reviews	View

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.

See properties

Top Wingaersheek Beach Hotel Reviews

Addison Choate Inn

Rockport

10/10 Excellent

Craig

A wooden deck with outdoor seating, overlooking a body of water and a rocky shoreline.

Bearskin Neck Motor Lodge

Rockport

10/10 Excellent

Mary Beth

The Vista

East Gloucester

10/10 Excellent

I wasn't expecting much when I booked with Vista, but as soon as I got there I was impressed. The staff was friendly and made you feel welcome and took the time to explain everything you needed to know while staying there. Our room was a little dated, but it was spacious, and very clean! I love to travel and I have to say it was one of the cleanest places I've stayed at. When I booked I was concerned about the view I would be getting based off of others reviews...but I was pleasantly surprised...

morgan

Sally Webster Inn

Rockport

10/10 Excellent

Mary

The Yankee Clipper Inn

Rockport

10/10 Excellent

We booked this adorable B&B because of its great reviews. We had never visited the coast of mass before and were not disappointed. The staff went above and beyond to take care of us. Mike moved us to a beautiful room after having some issues with a toilet in our room. They made reservations for us when looking for a nice ocean front restaurant. The Inn is equipped with all you need and the cooked to serve breakfast was outstanding. We walked around the property and enjoyed views from every...

kerry

The Cove at Rockport Hotel

Rockport

10/10 Excellent

I was hesitant after reading some of the previous complaints, but booked The Cove on a whim. I absolutely LOVED my stay. It was in a quite, safe neighborhood and we were able to walk anywhere that we needed to go! The view of the beach across the street was wonderful and we loved that we could open the windows and catch the ocean breeze. We felt safe sleeping with the windows open and were never awakened by other guests or traffic noises. Complaints that I reviewed said that they had a...

Kathryn

Ocean House Hotel at Bass Rocks

East Gloucester

10/10 Excellent

Norwich

Castle Manor Inn

Gloucester

10/10 Excellent

My husband and I recently stayed here and had a fantastic time. The property is beautiful and the Inn is so inviting! We have never stayed in this type of Inn before and we were pleasantly surprised how comfortable and relaxed we felt in a home-like setting such as this. The room was great and we had a gorgeous view of trees, a pond, and the incredible skyline of Massachusetts. We are used to pretty sunsets and sunrises in Southern California, but we do not have the fall trees that make these...

Shelby

The Hotel at Cape Ann Marina

Gloucester

10/10 Excellent

Shelley

Briar Barn Inn

Rowley

10/10 Excellent

Great staff, beautiful aesthetic and charming. We happened upon the Briar Barn looking for a quaint place to sleep for the night. This place was beyond our expectations and we are already planning another visit, with friends, to stay and see the sights of the area. We are New Yorkers and were so impressed by they service, the cleanliness, the vibe, the amenities and the space. We will come back and recommend to others.

Anonymous traveler

The Cabot Lodge

Beverly

10/10 Excellent

Bruce

The Wylie Inn and Conference Center at Endicott College

Beverly

10/10 Excellent

The room was clean and comfortable. The staff friendly and helpful. There were two things I really liked. The first was that there is a quiet time between 11:00 pm and 7:00 am. We've all stayed in hotels where there is a loud party going on in the room next door. The second was the ability to cast from your personal device to the TV, so you have access to every streaming service you pay for.. a very nice feature. I would definitely stay again.

Nicole

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.

Find hotels near Wingaersheek Beach, Gloucester from ₩143,765

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Treat yourself

Be picky

Check prices for these dates

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Property class

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Our top choices for Wingaersheek Beach hotels

1. The Wylie Inn and Conference Center at Endicott College

2. Beauport Hotel Gloucester

3. Rockport Inn And Suites

4. Addison Choate Inn

5. The Rockport House

6. Briar Barn Inn

7. Ocean House Hotel at Bass Rocks

8. The Cove at Rockport Hotel

9. Sally Webster Inn

10. The Vista

11. Harborview Inn

12. The Highliner Hotel

13. Blue - Inn on The Beach

14. The Yankee Clipper Inn

15. The Ipswich Inn

16. Castle Manor Inn

17. The Cabot Lodge

18. The Beverly

19. The Hotel at Cape Ann Marina

Compare popular hotels close to Wingaersheek Beach

Other attractions near Wingaersheek Beach

Cape Ann Museum

Top Wingaersheek Beach Hotel Reviews

Addison Choate Inn

10/10 Excellent

Frequently Asked Questions

What's the area like around Wingaersheek Beach?

What's the best hotel to stay close to Wingaersheek Beach?

How many hotels can I expect to find near Wingaersheek Beach?

If I need to cancel the hotel reservation for my stay near Wingaersheek Beach, will I receive a refund?

Where can I learn more about changing or cancelling my trip in the area near Wingaersheek Beach?

What can I see and do near Wingaersheek Beach?