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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Wingaersheek Beach hotels

Indoor pool
Rockport Inn And Suites

Rockport Inn And Suites

Rockport Inn And Suites
2.5 star property
4.8 km from Wingaersheek Beach
8.6 out of 10, Excellent, (1549)
"Just a nice place to stay. Free breakfast too!"
United States
Carrie
Rockport Inn And Suites
Terrace/patio
Beauport Hotel Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester
3.5 star property
Downtown Gloucester, 4.9 km from Wingaersheek Beach
9.6 out of 10, Exceptional, (908)
"We loved our stay So comfy, clean and beautiful views! "
United States
Steven
Beauport Hotel Gloucester
Exterior
Harborview Inn

Harborview Inn

Harborview Inn
3.5 star property
Downtown Gloucester, 4.7 km from Wingaersheek Beach
9.6 out of 10, Exceptional, (315)
"The room was clean and comfortable with daily housekeeping. Great location for walking. Nice complimentary breakfast. Wonderful host!"
United States
Laurene
The price is ฿5,941
฿6,636 total
includes taxes & fees
21 Dec - 22 Dec
Harborview Inn
Deluxe Room (Wide Berth) | Premium bedding, down duvets, memory-foam beds, individually decorated
Addison Choate Inn

Addison Choate Inn

Addison Choate Inn
3.5 star property
5.2 km from Wingaersheek Beach
9.8 out of 10, Exceptional, (374)
"What a great place, room was excellent with great facilities "
United Kingdom
Ian
The price is ฿6,479
฿7,237 total
includes taxes & fees
20 Dec - 21 Dec
Addison Choate Inn
Front of property
The Rockport House

The Rockport House

The Rockport House
2.0 star property
5.7 km from Wingaersheek Beach
9.4 out of 10, Exceptional, (147)
"Quiet, comfortable room with awesome view. Also the inn was clean and inviting Would stay there again"
United States
Sherri
The price is ฿2,405
฿3,564 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Rockport House
Front of property
Sally Webster Inn

Sally Webster Inn

Sally Webster Inn
3.0 star property
5.9 km from Wingaersheek Beach
9.4 out of 10, Exceptional, (129)
"Room was really clean, great staff always ask if we need something, really unique rooms and really close to the port/ downtown area, also really quite town. Perfect destination spot. "
United States
Ben
The price is ฿5,743
฿6,415 total
includes taxes & fees
21 Dec - 22 Dec
Sally Webster Inn
Sun deck
The Cove at Rockport Hotel

The Cove at Rockport Hotel

The Cove at Rockport Hotel
2.5 star property
5.2 km from Wingaersheek Beach
9.2 out of 10, Wonderful, (127)
"Short stay but nice"
United States
Joseph
The price is ฿8,544
฿9,543 total
includes taxes & fees
26 Dec - 27 Dec
The Cove at Rockport Hotel
Dining
The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
3.5 star property
4.3 km from Wingaersheek Beach
8.4 out of 10, Very good, (777)
"Lovely hotel "
United States
Ryan
The price is ฿6,758
฿7,549 total
includes taxes & fees
21 Dec - 22 Dec
The Hotel at Cape Ann Marina
Lobby sitting area
The Ipswich Inn

The Ipswich Inn

The Ipswich Inn
2.0 star property
12.8 km from Wingaersheek Beach
8.8 out of 10, Excellent, (26)
"Loved the house and the cafe in the morning. "
United States
Milo
The price is ฿3,772
฿4,138 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Ipswich Inn
Beach
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College
3.5 star property
17.2 km from Wingaersheek Beach
9.2 out of 10, Wonderful, (1143)
"Clean sparkling room, quiet, parking no problem, great staff, tasty courtesy coffee in lobby, easy access to Beverly, good tv."
United States
Zeno
The price is ฿2,996
฿3,347 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wylie Inn and Conference Center at Endicott College
Dinner and brunch served
Briar Barn Inn

Briar Barn Inn

Briar Barn Inn
3.5 star property
17.5 km from Wingaersheek Beach
9.6 out of 10, Exceptional, (747)
"So comfortable. I want to stay again and try the restaurant!"
United States
Natasha
Briar Barn Inn
Front of property
The Cabot Lodge

The Cabot Lodge

The Cabot Lodge
2.0 star property
19.4 km from Wingaersheek Beach
9.6 out of 10, Exceptional, (315)
"The room was very clean, the staff is friendly and the sitting area is well stocked with teas, coffee, hot cocoa and more!"
United States
Renee
The price is ฿4,499
฿5,025 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Cabot Lodge
Interior detail
Blue - Inn on The Beach

Blue - Inn on The Beach

Blue - Inn on The Beach
3.5 star property
18.7 km from Wingaersheek Beach
9.6 out of 10, Exceptional, (199)
"Clean, great view, staff and breakfast was exceptional. "
United States
Patrick
The price is ฿6,832
฿8,385 total
includes taxes & fees
5 Jan - 6 Jan 2026
Blue - Inn on The Beach
Front of property
The Beverly

The Beverly

The Beverly
3.0 star property
18 km from Wingaersheek Beach
8.4 out of 10, Very good, (384)
"Clean and comfortable! "
United States
Pasquale
The price is ฿3,084
฿3,444 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Beverly
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.
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Top Wingaersheek Beach Hotel Reviews

Beauport Hotel Gloucester

Beauport Hotel Gloucester

10/10 Excellent
"The hotel was absolutely beautiful all decked out for the holidays! All the staff were professional and friendly. The rooms were spotless, and the location perfect. The Beauport is our early December destination for a little self care before Christmas!!!"
Katharine 3-night trip
Posted 6 days ago
Beauport Hotel Gloucester

Hotels near other Wingaersheek Beach attractions

Cape Ann Museum

5.0/5 (3 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.
See properties

Dogtown

Find out about the history of Gloucester when you spend time at Dogtown. Wander the seaside and beautiful beaches in the area.
See properties

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 26 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 26 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.