The Best Hotels Closest to Wingaersheek Beach in Gloucester - 2026 Updated Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Wingaersheek Beach hotels

Superior Room, 1 King Bed, Non Smoking, Microwave | Iron/ironing board, free WiFi, bed sheets

The Rockport House

3.5 mi from Wingaersheek Beach

Kathleen

includes taxes & fees

20 Jul - 21 Jul

Rockport Inn And Suites

3 mi from Wingaersheek Beach

Levina

includes taxes & fees

26 Jul - 27 Jul

Deluxe Room (Wide Berth) | Premium bedding, down duvets, memory-foam beds, individually decorated

Addison Choate Inn

3.3 mi from Wingaersheek Beach

Colleen

includes taxes & fees

20 Jul - 21 Jul

Harborview Inn

Downtown Gloucester, 2.9 mi from Wingaersheek Beach

Douglas

includes taxes & fees

20 Jul - 21 Jul

Beauport Hotel Gloucester

Downtown Gloucester, 3 mi from Wingaersheek Beach

Lucero

includes taxes & fees

9 Aug - 10 Aug

Sally Webster Inn

3.7 mi from Wingaersheek Beach

Reena

includes taxes & fees

27 Jul - 28 Jul

Castle Manor Inn

2.6 mi from Wingaersheek Beach

David

includes taxes & fees

15 Jul - 16 Jul

Sea Lion Motel and Cottages

East Gloucester, 2.9 mi from Wingaersheek Beach

margaret

includes taxes & fees

14 Jul - 15 Jul

The Cove at Rockport Hotel

3.2 mi from Wingaersheek Beach

Tara

includes taxes & fees

20 Jul - 21 Jul

Emerson Inn

3.6 mi from Wingaersheek Beach

Carol

includes taxes & fees

16 Jul - 17 Jul

Atlantis Oceanfront Inn

East Gloucester, 4 mi from Wingaersheek Beach

Barbara

includes taxes & fees

19 Jul - 20 Jul

Ocean House Hotel at Bass Rocks

East Gloucester, 4 mi from Wingaersheek Beach

Tom

includes taxes & fees

26 Jul - 27 Jul

The Hotel at Cape Ann Marina

2.7 mi from Wingaersheek Beach

Julissa

includes taxes & fees

14 Jul - 15 Jul

King Suite-Room 4 | Laptop workspace, iron/ironing board, free WiFi

The Highliner Hotel

Downtown Gloucester, 2.9 mi from Wingaersheek Beach

Shannon

includes taxes & fees

15 Jul - 16 Jul

The Ipswich Inn

8 mi from Wingaersheek Beach

Erik

includes taxes & fees

20 Jul - 21 Jul

Briar Barn Inn

10.9 mi from Wingaersheek Beach

Jill

includes taxes & fees

27 Jul - 28 Jul

The Wylie Inn and Conference Center at Endicott College

10.7 mi from Wingaersheek Beach

Karen

includes taxes & fees

11 Aug - 12 Aug

The Cabot Lodge

12.1 mi from Wingaersheek Beach

Karen

includes taxes & fees

15 Jul - 16 Jul

The Beverly

11.2 mi from Wingaersheek Beach

Beth

includes taxes & fees

28 Jul - 29 Jul

Blue - Inn on The Beach

11.6 mi from Wingaersheek Beach

includes taxes & fees

13 Aug - 14 Aug

View all properties

Compare popular hotels close to Wingaersheek Beach

Property	Property class	Guest rating
The Rockport House	2.0 star property	9.4 Exceptional 219 reviews	View
Rockport Inn And Suites	2.5 star property	8.6 Excellent 1,544 reviews	View
Addison Choate Inn	3.5 star property	9.8 Exceptional 396 reviews	View
Harborview Inn	3.5 star property	9.6 Exceptional 329 reviews	View
Beauport Hotel Gloucester	3.5 star property	9.6 Exceptional 979 reviews	View

Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

8/10 Good

"Our room was large and the beds were comfortable. We liked the table; the A/C worked, everything was clean. But we called 6 months in advance to make sure there'd be a handicapped accessible room available in the main building, and we didn't get one. We were told on the phone when we booked that it wouldn't be an issue. Then we were told by the manager after we'd booked that we should call closer to the date to secure the room. So I called every month and then every week and they kept saying to call closer to the date. I called two days before we arrived and they again said they couldn't guarantee it. They said they would do their best. However, when we arrived, they gave us a room with a big step up which was NOT OK for my friend, who has a new ankle and a new hip/ her foot hasn't healed properly. It also wasn't in the main building (the main building is supposedly not pet friendly and my friend and I both have pet allergies.) At least the room was clean enough that neither of our allergies were triggered, but that step up was a problem for her throughout our stay. It's fortunate that she was able to negotiate it at all."

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."

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

10/10 Excellent

"This was the perfect house for our son’s college graduation celebration. Family and friends enjoyed eating lunch on the two decks, playing cornhole in the driveway, shooting pool in the large family room and walking to the beach. The house was fully stocked with everything we needed."

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!"

Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat

8/10 Good

"Very nice quaint little Condo. The spiral staircase was a bit difficult to navigate, but thankfully our 24 yo son was the only one who had to go up there. Th location was perfect as we had a family wedding at the Anisquam Yacht Club. When we arrived, it was unseasonably warm (heat wave) and the main AC unit wasn’t working. Thankfully the bedroom unit was working and the upstairs units also. They cooled the place off until the host was able to get there the next day and fix the issue. The ocean breeze at night with the fan provided made it very comfortable and by the time we had to get ready for the wedding, the unit was repaired. Very responsive host! Charming unit that was very well equipped with anything you needed. Thank you for a wonderful stay."

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.

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. 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 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.

Search Hotels Near Wingaersheek Beach, Gloucester

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Guest rating

Star rating

Our top choices for Wingaersheek Beach hotels

The Rockport House

Rockport Inn And Suites

Addison Choate Inn

Harborview Inn

Beauport Hotel Gloucester

Sally Webster Inn

Castle Manor Inn

Sea Lion Motel and Cottages

The Cove at Rockport Hotel

Emerson Inn

Atlantis Oceanfront Inn

Ocean House Hotel at Bass Rocks

The Hotel at Cape Ann Marina

The Highliner Hotel

The Ipswich Inn

Briar Barn Inn

The Wylie Inn and Conference Center at Endicott College

The Cabot Lodge

The Beverly

Blue - Inn on The Beach

Compare popular hotels close to Wingaersheek Beach

Top Wingaersheek Beach Hotel Reviews

Rockport Inn And Suites

Hotels near other Wingaersheek Beach attractions

Cape Ann Museum

Frequently asked questions