A harbor with boats, including a 'Whale Watch' and a 'Wejack' named boat.

Hotels with Parking in Gloucester

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Hotels with Parking in Gloucester

A large, white, two-story building with a balcony and a staircase leading to a lower level.

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

A rooftop pool area with lounge chairs and a view of the ocean.

A wooden boardwalk leading to a beach with a clear sky.

1. Ocean House Hotel at Bass Rocks

East Gloucester

$147

$189 total

includes taxes & fees

Nov 1 - Nov 2

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

A large hotel with multiple floors and a beach view.

A bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.

A hotel room with a large bed, a fireplace, a television, and a view of the water.

2. Beauport Hotel Gloucester

Downtown Gloucester

$249

$278 total

includes taxes & fees

Nov 2 - Nov 3

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

A modern living room with a white sofa, a zebra-patterned rug, and a large framed picture on the wall.

A modern living room with a fireplace, a mounted TV, and a bar area with a bottle of champagne.

A long, narrow hallway with dark walls and wooden flooring.

3. The Highliner Hotel

Downtown Gloucester

$173

$277 total

includes taxes & fees

Nov 8 - Nov 9

A coastal beach scene with a large house on a rocky outcrop, a sandy beach with people, and a clear blue sky.

A hotel with a swimming pool, multiple guest rooms, and a red barn-like structure.

A motel named Vista with a signboard indicating amenities like efficiencies, HBO, Wi-Fi, and off-season rates.

A poolside area with lounge chairs and a tiled pool.

4. The Vista

East Gloucester

$189

$211 total

includes taxes & fees

Nov 3 - Nov 4

A small stone building with a red door, surrounded by trees and a picnic table.

A hotel room with a large bed, two bedside tables with lamps, a small desk, a chair, a mirror, and a window with curtains.

A rectangular swimming pool with a white fence and lounge chairs.

A wooden deck with a red door and a window, surrounded by white railings and outdoor furniture.

5. Sea Lion Motel and Cottages

East Gloucester

$173

$193 total

includes taxes & fees

Oct 26 - Oct 27

A modern apartment with a dining area, kitchen, living room, and a large window.

A modern kitchen with a round dining table, wicker chairs, and a white countertop.

A two-story house with a covered patio area featuring outdoor seating and a stone wall.

A hallway with a dining area, a round mirror, and a framed artwork of a marina.

6. Long Beach Suites

East Gloucester

$132

$343 total

includes taxes & fees

Oct 26 - Oct 27

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.

A window with a view of a street, a flag, and flowers.

A cozy room with a view of the sea, featuring two armchairs, a round table, and a large window with curtains.

A covered outdoor seating area with blue umbrellas, wicker chairs, and a view of the waterfront.

7. Harborview Inn

Downtown Gloucester

$189

$211 total

includes taxes & fees

Nov 5 - Nov 6

A restaurant with large windows overlooking a marina.

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

A neatly made bed with a tray holding a bottle of Chandon champagne and two glasses, a large headboard, and a modern chandelier.

A marina with boats docked, outdoor seating with umbrellas, and a view of the water.

8. The Hotel at Cape Ann Marina

Gloucester

$215

$240 total

includes taxes & fees

Nov 1 - Nov 2

A coastal hotel with a rocky shoreline, multiple buildings, and a view of the ocean.

A hotel room with two beds, a desk, and a chair. There is a large window with a view of the ocean and a balcony.

A breakfast table with a view of the ocean and a sign reading "ATLANTIS".

Two red Adirondack chairs facing a white table with a bottle and glasses, set on a grassy lawn with a view of the ocean and a sunset.

9. Atlantis Oceanfront Inn

East Gloucester

$226

$252 total

includes taxes & fees

Oct 26 - Oct 27

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

A large, two-story house with a wrap-around porch and a stone foundation.

A wooden-paneled room with a staircase, a chair, and a table.

A bay window with two armchairs, a small table, and a decorative mirror.

10. Castle Manor Inn

Gloucester

$179

$234 total

includes taxes & fees

Oct 26 - Oct 27

A small, white, two-story building with a weather vane on top, located on a paved area with a view of the beach and ocean.

A hotel room with a bed, a desk, a TV, and a view of the sea.

A spacious living area with a large window overlooking the sea, a dining area with bar stools, and a seating area with a sofa and armchairs.

A well-lit living room with a high ceiling, a sofa set, a coffee table, and a view through large windows.

11. Inn at Good Harbor Beach

East Gloucester

$30

$34 total

includes taxes & fees

Oct 26 - Oct 27

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

A spacious living room with exposed wooden beams, a fireplace, and modern lighting fixtures.

A house with a covered patio, a stone pathway, and a fenced backyard.

A harbor with boats docked near a red building with an American flag.

12. Rockport Inn And Suites

Rockport

$149

$166 total

includes taxes & fees

Nov 2 - Nov 3

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

A sunlit room with wicker furniture, large windows, and a view of greenery outside.

A bay window with a bench, white railings, and a view of the sea.

A spacious dining area with a view of the sea, white furniture, and two exit signs.

13. The Cove at Rockport Hotel

Rockport

$177

$198 total

includes taxes & fees

Nov 16 - Nov 17

A sign for the Sally Webster Collection by Addison Choate, mounted on a building with a window and greenery in the foreground.

A living room with a fireplace, two leather armchairs, a blue sofa, and a coffee table.

A hotel room with a large bed, yellow curtains, patterned wallpaper, and two bedside lamps.

A rocky beach with clear blue water, people sunbathing, and umbrellas.

14. Sally Webster Inn

Rockport

$164

$184 total

includes taxes & fees

Nov 23 - Nov 24

A coastal scene with a sandy beach, rocky outcrops, and a lighthouse in the distance.

A bar area with a flat-screen TV, bar stools, a counter with various bottles, and a coffee machine.

A dining area with striped tablecloths and wooden chairs, set outdoors with a building in the background.

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

15. The Wylie Inn and Conference Center at Endicott College

Beverly

$117

$131 total

includes taxes & fees

Nov 16 - Nov 17

A cozy living room with a sofa, armchair, and a coffee maker on a table.

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

A two-story building with a porch and a sign that reads "Addison Choate."

16. Addison Choate Inn

Rockport

$206

$230 total

includes taxes & fees

Nov 1 - Nov 2

A coastal building with a garden and a rocky shoreline.

A gazebo with a white roof and railing, surrounded by lush greenery and overlooking a body of water.

A dining area with tables and chairs, large windows, and a view of the water.

A bedroom with a large bed, wicker chairs, a glass table, and a view of the sea.

17. The Yankee Clipper Inn

Rockport

$199

$222 total

includes taxes & fees

Nov 2 - Nov 3

A spacious hotel lobby with wooden paneling, chandeliers, and a variety of seating arrangements including tables and chairs.

An indoor venue with a central aisle, flanked by rows of chairs, and a decorative floral arch at the front.

A brick building with a gold eagle statue on the entrance, a QR code on the awning, and a window display with plants.

A spacious lobby with multiple seating areas, a staircase, and a large mirror.

18. Hawthorne Hotel

Downtown Salem

$159

$178 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with clear views of the outdoors, sunlit ceiling, and lounge chairs.

A DoubleTree hotel with a modern facade, multiple entry points, and well-maintained landscaping.

A vibrant restaurant with colorful architecture, including a distinctive roof and wavy railings.

A lobby with a sofa, armchairs, a coffee table, and a potted plant.

19. DoubleTree by Hilton Boston North Shore

Danvers

$93

$103 total

includes taxes & fees

Nov 22 - Nov 23

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

A coastal building with a balcony, large rocks in the foreground, and a clear sky.

A view from inside a room with large windows overlooking a street. There are potted plants on the windowsill and outside.

An outdoor patio with wooden tables and chairs, a pergola, and a view of the water and hills.

20. Bearskin Neck Motor Lodge

Rockport

$240

$268 total

includes taxes & fees

Nov 1 - Nov 2

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Top neighborhoods in Gloucester

A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

A lighthouse on a rocky shore with a white building and red roof in the background.

East Gloucester

The East Gloucester neighborhood offers attractions such as Good Harbor Beach and Niles Beach.

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A statue of a man with a wheel, surrounded by a stone base with an inscription, in a public square with houses and cars in the background.

Downtown Gloucester

The Downtown Gloucester neighborhood has lots to see including Cape Ann Museum and Maritime Gloucester.

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A lighthouse on a rocky shore with a wooden walkway leading to it.

Rocky Neck

Gloucester's Rocky Neck neighborhood offers attractions including Rocky Neck Art Colony.

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A coastal landscape with a lighthouse, rocky shoreline, and a beach.

A lighthouse on rocky shore with clear blue water and a wooden pier.

A lighthouse on a rocky outcrop by the sea, with waves gently lapping at the shore.

Annisquam

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A garden with purple flowers and a foggy coastline.

Magnolia

Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park.

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Top landmarks in Gloucester

A beach sign with footprints and a message to keep the beach clean.

Good Harbor Beach

9.2/10 (191 reviews)

If want to top up your tan, you might want to head out to Good Harbor Beach, located 1.7 mi (2.8 km) from central Gloucester. Enjoy the sunset by the shore at Long Beach, Niles Beach, and Half Moon Beach.

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Hammond Castle

9.4/10 (86 reviews)

Hammond Castle is 2.4 mi (3.8 km) from central Gloucester, why not stop by during your stay. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.

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A sandy beach with a row of houses in the background.

Wingaersheek Beach

9.4/10 (83 reviews)

If being by the water is a major draw, Wingaersheek Beach is a spot you might want to check out, located 2.9 mi (4.7 km) from central Gloucester. Enjoy the sunset by the shore at Plum Cove Beach, Half Moon Beach, and Front Beach.

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A coastal town with rocky shores, a prominent church, and a clear blue sky.

Stage Fort Park

9.2/10 (71 reviews)

Stage Fort Park is worth a visit, located 0.9 mi (1.4 km) from central Gloucester. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.

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A bustling harbor with a red building, a maritime heritage center sign, and a crowd of people.

Maritime Gloucester

9.4/10 (63 reviews)

Maritime Gloucester is just one of the attractions in Downtown Gloucester, Gloucester so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Gloucester has to offer, head to Capt Bill & Sons Whale Watch, Cape Ann Museum, and Rocky Neck Art Colony.

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A museum exhibit with a large wooden boat and a painting titled 'Out o' Gloucester'.

Cape Ann Museum

9.0/10 (23 reviews)

Cape Ann Museum is just one of the attractions in Downtown Gloucester, Gloucester so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Gloucester has to offer, head to Maritime Gloucester, Rocky Neck Art Colony, and Half Moon Beach.

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A beach with clear water, sandy shore, and green foliage.

Half Moon Beach

9.0/10 (45 reviews)

If being by the water is a major draw, Half Moon Beach is a spot you might want to check out, located 0.9 mi (1.4 km) from central Gloucester. Catch the sunset by the shore at Cressy Beach, just a short walk away.

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Plum Cove Beach

8.0/10 (2 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Plum Cove Beach is a spot you might want to check out, located 4.3 mi (6.9 km) from central Gloucester. Enjoy the sunset by the shore at Wingaersheek Beach, Front Beach, and Long Beach.

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About the destination

Gloucester is also notable for its seaside. You can easily spend a relaxing day visiting Stage Fort Park and Ravenswood Park. There's plenty more to see, including sights like Capt Bill & Sons Whale Watch and Cape Ann Museum.