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Choose from 1736 Gloucester Hotel Deals

Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
  • 6 min drive from Wingaersheek Beach
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (964 reviews)
"Very friendly staff. Beautiful location. And the room was absolutely charming."

Reviewed on Jun 14, 2025

Castle Manor Inn
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
  • 8 min drive from Wingaersheek Beach
Stay at this 4-star golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (701 reviews)
"Beautiful room and view. We can't wait to go back."

Reviewed on Jun 13, 2025

Ocean House Hotel at Bass Rocks
The Vista
The Vista
2.5 out of 5
22 Thatcher Rd., Gloucester, MA
  • 5 min drive from Wingaersheek Beach
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (373 reviews)
"Nice clean property, comfortable bed"

Reviewed on Jun 16, 2025

The Vista
Atlantis Oceanfront Inn
Atlantis Oceanfront Inn
3 out of 5
125 Atlantic Road, Gloucester, MA
  • 8 min drive from Wingaersheek Beach
Stay at this 3-star beach motel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (419 reviews)
"The customer service was amazing not to mention the ocean view. The rooms were clean and it was very quiet. I stayed more than one night they were very accommodating."

Reviewed on Jun 18, 2025

Atlantis Oceanfront Inn
The Hotel at Cape Ann Marina
The Hotel at Cape Ann Marina
3.5 out of 5
75 Essex Avenue, Gloucester, MA
  • 7 min drive from Wingaersheek Beach
Stay at this 3.5-star hotel in Gloucester. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our ...
8.2/10 Very Good! (682 reviews)
"Close to event I was attending with breakfast."

Reviewed on Jun 20, 2025

The Hotel at Cape Ann Marina
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
  • 7 min drive from Wingaersheek Beach
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (856 reviews)
"Great except short bartender was rude. A complete turn off"

Reviewed on Jun 10, 2025

Beauport Hotel Gloucester
Long Beach Suites
Long Beach Suites
2 out of 5
28 Rockport Rd, Gloucester, MA
  • 5 min drive from Wingaersheek Beach
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Good Harbor Beach and Cape Ann are located nearby.
9/10 Wonderful! (30 reviews)
"Beach was 1/2 block away on a dead end street. Nice & quiet neighborhood"

Reviewed on Nov 14, 2024

Long Beach Suites
Holiday Inn Express Boston Logan Airport - Revere by IHG
Holiday Inn Express Boston Logan Airport - Revere by IHG
2.5 out of 5
245 REVERE BEACH PARKWAY BLDG, Revere, MA
  • 42 min drive from Wingaersheek Beach
Book a stay at this business-friendly hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,009 reviews)
"Just what I needed. Away from Logan Airport, but with a shuttle close enough to get back to the airport easily. Nice room, good price for Boston, included breakfast, helpful reception employees. Glad I stayed. Met my needs."

Reviewed on Jun 22, 2025

Holiday Inn Express Boston Logan Airport - Revere by IHG
DoubleTree by Hilton Boston North Shore
DoubleTree by Hilton Boston North Shore
4 out of 5
50 Ferncroft Rd, Danvers, MA
  • 14 min drive from Wingaersheek Beach
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,048 reviews)
"the gym was and suana/ pool area was great, i booked a massage based of a google location which indicated the massage spa was in the hotel, ended up being 25 min away(massage spa at hotel currently being built)"

Reviewed on Jun 19, 2025

DoubleTree by Hilton Boston North Shore
Lakeside Inn
Lakeside Inn
2 out of 5
595 North Ave, Wakefield, MA
  • 25 min drive from Wingaersheek Beach
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (2,176 reviews)
"Wonderful view of lake and great walking area. Good Karaoke night!!! Breakfast good. Room condition sub-par."

Reviewed on Jun 20, 2025

Lakeside Inn
SpringHill Suites by Marriott Boston Peabody
SpringHill Suites by Marriott Boston Peabody
3 out of 5
43 Newbury St./Route 1 North, Peabody, MA
  • 23 min drive from Wingaersheek Beach
Stay at this 3-star business-friendly hotel in Peabody. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (1,006 reviews)
"Will come back again"

Reviewed on Jun 15, 2025

SpringHill Suites by Marriott Boston Peabody
Ashworth by the Sea
Ashworth by the Sea
3 out of 5
295 Ocean Blvd, Hampton, NH
  • 44 min drive from Wingaersheek Beach
Stay at this 3-star beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the bar and the helpful staff in our ...
7.8/10 Good! (1,204 reviews)
"Was better than expected! Easy beach access! Pool was fun! Come every year for the Sand Castle Show! First time staying at the Ashworth and would definitely stay again!!"

Reviewed on Jun 19, 2025

Ashworth by the Sea
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.