Gloucester Wingaersheek Beach Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Wingaersheek Beach hotels

Iron/ironing board, free WiFi, bed sheets

The Rockport House

5.7 km from Wingaersheek Beach

Kathleen

HK$1,524 total

includes taxes & fees

6 Jul - 7 Jul

The Cove at Rockport Hotel

5.2 km from Wingaersheek Beach

Tara

HK$2,872 total

includes taxes & fees

27 Jul - 28 Jul

Briar Barn Inn

17.5 km from Wingaersheek Beach

Aleese

HK$2,201 total

includes taxes & fees

6 Jul - 7 Jul

The Cabot Lodge

19.4 km from Wingaersheek Beach

Karen

HK$1,608 total

includes taxes & fees

5 Jul - 6 Jul

The Beverly

18 km from Wingaersheek Beach

Beth

HK$1,309 total

includes taxes & fees

27 Jul - 28 Jul

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Compare popular hotels close to Wingaersheek Beach

Property	Property class	Guest rating
The Rockport House	2.0 star property	9.4 Exceptional 214 reviews	View
The Cove at Rockport Hotel	2.5 star property	9.0 Wonderful 171 reviews	View
Briar Barn Inn	3.5 star property	9.6 Exceptional 825 reviews	View
The Cabot Lodge	2.0 star property	9.6 Exceptional 345 reviews	View
The Beverly	3.0 star property	8.4 Very good 447 reviews	View

Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

10/10 Excellent

"Close to the beach and nice kept hotel grounds"

Castle Manor Inn

10/10 Excellent

"We realised before boarding a flight from London that we wouldn’t be at the hotel during reception hours. I emailed to advise this and not only did I receive excellent details via email, John also telephoned me upon arrival in the US to ensure I had everything I needed. Excellent customer service . Thank you"

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

10/10 Excellent

"This is our second time staying at this house for our summer vacation. The location is wonderful - it is only a 5 minute walk to a beautiful, private beach. Our dogs enjoyed walking with us on the beach every morning and evening. The neighborhood was quiet and we saw deer and turkey in the yard. The house was very clean and had plenty of space. We appreciated the air conditioning on the warmer days. We were very close to our whale watching trips and to several restaurants. Jennifer was quick to respond to any communication and contacted us prior to arrival with our check in information. We hope to stay in this location for future vacations!"

Clean Waterfront Classic Cottage with Private Beach

10/10 Excellent

"Immaculate cute cottage with a fabulous ocean view. We enjoyed sitting on the porch watching the boats go by. They had paddle boards and a kayak that you can launch right from the private beach. I loved having the ocean breeze through the windows an hearing the lapping of the waves. Quiet, peaceful, perfect. The host was great at answering questions and very responsive. Great week long experience."

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

10/10 Excellent

"Great place right on the water. There used to be a lobster business there. However, the Pappos' have done a great job of renovating and decorating. (Love the master bath.) The view is really the star of the show - with Annisquam Harbor right in front and the foot bridge to the village on the right. We walked to every place in Annisquam; and hung out on the porch in the mornings. We also rented a larger boat and was able to use the community dock (at high tide) on the bridge. The driveway was a little heart stopping 'cuz it is so steep. (You'll see) And the parking for our multiple cars tight. But just a wonderful place to hang with my brothers in a place (Annisquam) we hold dear to our family."

Evensong: Oceanview Retreat with Dock

10/10 Excellent

"This is a lovely property where our extended family shared a wonderful Father’s Day Weekend celebration. The home itself is comfortable, immaculately clean, and thoughtfully appointed. The location is ideal for exploring Gloucester and Rockport, within 10-15 minutes of all the major attractions in each. Most of all, the views from the home onto the water outside are truly majestic!! Truly extraordinary. Katie is an incredibly responsive and helpful host. I most highly recommend this property for your next visit to the North Shore!"

Oceanfront Dock Escape ~ Kayaks & Paddleboards

10/10 Excellent

"Superb location on the water with beautiful views from most of the rooms and all the living areas. Plus lovely sun deck. Slightly tricky entrance / exit, off the road but not a major hurdle. The house is airy, bright, clean, modern and a great place to relax. If sharing with friends, be aware that there are 3 private bedrooms, though plenty more bedding is available with sofa beds. We didn’t use the kayaks but at low tides there is a short but great bit of white water immediately by the house. Would certainly recommend for another holiday."

Hotels near other Wingaersheek Beach attractions

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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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 25 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. Another good option is Castle Manor Inn, located 2.6 mi (4.1 km) away.

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

Expedia has 25 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, Cogswell's Grant and Dogtown 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.

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Things to do in North Shore

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Our top choices for Wingaersheek Beach hotels

The Rockport House

The Cove at Rockport Hotel

Briar Barn Inn

The Cabot Lodge

The Beverly

Compare popular hotels close to Wingaersheek Beach

Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

Castle Manor Inn

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Clean Waterfront Classic Cottage with Private Beach

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

Evensong: Oceanview Retreat with Dock

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

Oceanfront Dock Escape ~ Kayaks & Paddleboards

Sunset Cove: Waterfront living on the Annisquam River

Hotels near other Wingaersheek Beach attractions

Cape Ann Museum

Dogtown

Plum Cove Beach

Paper House

Halibut Point Reservation

Gloucester Unitarian Universalist Church

Sargent House Museum

Frequently asked questions

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