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

Hotels with a Pool in Gloucester

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Hotels with a Pool in Gloucester

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

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

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

A spacious living room with a large bed, a sofa, and a chair. There is a chessboard on a table, and a view of the ocean through the windows.

1. Ocean House Hotel at Bass Rocks

East Gloucester

Pool loungers
Near the beach
Hot tub

$147

$189 total

includes taxes & fees

Nov 1 - Nov 2

A poolside area with lounge chairs and a tiled pool.

A hotel room with two beds, a balcony with a view, and a desk with a chair.

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.

2. The Vista

East Gloucester

Outdoor pool
Near the beach

$189

$211 total

includes taxes & fees

Nov 3 - Nov 4

A pool area with lounge chairs, a sign for Atlantis Oceanfront Inn, 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.

3. Atlantis Oceanfront Inn

East Gloucester

Outdoor pool
Pool loungers
Near the beach

$226

$252 total

includes taxes & fees

Oct 25 - Oct 26

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

A parking area with a signpost indicating directions to 'Seal Lion' and 'Olde Town'.

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

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

4. Sea Lion Motel and Cottages

East Gloucester

Outdoor pool
Near the beach

$173

$193 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with wooden beams, lounge chairs, and large windows.

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

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

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

5. Rockport Inn And Suites

Rockport

Indoor pool

$149

$166 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A banquet hall with round tables, white tablecloths, and black chair sashes.

6. DoubleTree by Hilton Boston North Shore

Danvers

Indoor pool

$93

$103 total

includes taxes & fees

Nov 22 - Nov 23

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

A hotel room with a large window, a bed with white linens, and a wooden headboard.

A covered porch with white columns, a row of black rocking chairs, and a view of the ocean.

A coastal landscape with rocky terrain, a clear view of the sea, and a distant shoreline with buildings.

7. Emerson Inn

Rockport

Pool
Free breakfast
Free parking
Free WiFi
Restaurant
Air conditioning

$286

$320 total

includes taxes & fees

Nov 3 - Nov 4

An indoor swimming pool with a blue ceiling, clear pool tiles, and lounge chairs along the side.

A modern hotel room with a large bed, a bedside table with a lamp, a round coffee table, and a view of the city through the window.

A modern bathroom with a glass-enclosed shower, a freestanding bathtub, and a large vanity with a mirror.

A modern restaurant with wooden flooring, bar seating, and a patterned wall.

8. Salem Waterfront Hotel & Suites

Salem

Indoor pool
Near the beach

$189

$211 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a brick building.

A hotel lobby with a dining area, orange seating, and a TV screen.

A reception area with two wooden reception desks, a dark wall, and a recessed orange light above the desks.

An outdoor patio with wicker furniture and orange umbrellas, surrounded by a brick building and greenery.

9. Sonesta Select Boston Danvers

Danvers

Pool
Pet friendly
Free parking
Free WiFi
Restaurant
Connecting rooms available

$107

$120 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with a swan float, a white fence, and a building in the background.

A bar area with wooden ceiling beams, hanging pendant lights, and a bar stocked with various bottles. There are six wooden bar stools with cushioned seats.

A large, white, two-story building with a cylindrical tower, surrounded by well-maintained gardens and outdoor seating.

A spacious living room with a staircase, a sofa set, and a large window.

10. Briar Barn Inn

Rowley

Pool loungers
Full-service spa

$184

$227 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor patio with wicker furniture and a fire pit.

A hotel lobby with a blue sofa, green armchairs, and a patterned rug.

A modern reception area with a white desk, two computer monitors, a blue sofa, and a green chair.

11. Best Western Plus North Shore Hotel

Danvers

Indoor pool

$122

$137 total

includes taxes & fees

Nov 16 - Nov 17

An indoor swimming pool with a tiled edge, a lifeguard chair, and a bench.

A hotel reception area with a reception desk, a digital check-in kiosk, and a refrigerator.

A modern hotel room with a bed, a sofa, a coffee table, and a painting on the wall.

A reception area with a seating area, a reception desk, and a refrigerator stocked with beverages.

12. Holiday Inn Express Hotel & Suites Seabrook by IHG

Seabrook

Indoor pool

$76

$82 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool with a checkered border, lounge chairs, and a wheelchair-accessible chair.

A large, dark-colored building with multiple windows and a prominent chimney.

A modern kitchen with wooden cabinets, a central island, and a dining area with chairs.

A modern hotel room with a large bed, a desk, a television, and a seating area with a sofa and a coffee table.

13. SpringHill Suites by Marriott Boston Peabody

Peabody

Indoor pool
Hot tub

$122

$137 total

includes taxes & fees

Nov 16 - Nov 17

An indoor swimming pool with a tiled floor, wooden beams, and a view of the outdoors through large windows.

A bar area with multiple seating options, a television screen, and a variety of bottles on the shelves.

A spacious lobby with a reception desk, modern lighting, and a herringbone-patterned wall.

An outdoor patio with wicker furniture, a stone fireplace, and string lights.

14. Boston Marriott Peabody

South Peabody

Indoor pool
Near the beach

$151

$169 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with a fenced area, lounge chairs, and umbrellas.

A residential area with houses, a street, and a picnic table.

A hotel room with a bed, bedside table, lamp, TV, and a microwave.

A standard white bathtub with a showerhead and a drain, set against beige tiled walls.

15. BEACHWAY MOTEL

Salisbury

Pool
Free parking
Free WiFi
Air conditioning
Child-friendly activities

$89

$100 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A modern kitchen with a central island, breakfast bar, and various food items displayed on the counter.

A modern hotel reception area with a wooden wall and a sign that reads "WELCOME TO BEWITCHED THE CITY".

A multi-story hotel with a modern architectural design, featuring a mix of glass and dark facade, and a ground-level restaurant with illuminated signage.

16. Hampton Inn Salem Boston

Downtown Salem

Indoor pool

$172

$192 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with clear blue water, surrounded by white walls and large windows.

A bar area with a marble countertop, multiple bar stools, and a round table.

A modern reception desk area with two desks, a check-in/out sign, and a neon sign.

A modern living room with a sofa, chairs, a coffee table, and a bookshelf.

17. Holiday Inn Hotel & Suites Boston - Peabody by IHG

Peabody

Indoor pool

$106

$118 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear water, benches, and a lifeguard chair.

A hotel lobby with a sofa, ottoman, and armchair, a television, and framed pictures on the walls.

An outdoor patio with tables and chairs, covered by umbrellas, and a view of trees and a road in the background.

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a central bar area.

18. Hampton Inn Boston/Peabody

Peabody

Indoor pool
Pool loungers

$110

$122 total

includes taxes & fees

Nov 9 - Nov 10

A backyard with a swimming pool, lounge chairs, and umbrellas.

A dining area with tables set for four, large windows, and a television mounted on the wall.

A modern bathroom with a large mirror, two sinks, a shower, and wicker chairs.

A white building with black shutters, a dark door, and an American flag.

19. Harbor Light Inn

Marblehead Historic District

Outdoor pool
Pool loungers

$309

$345 total

includes taxes & fees

Nov 4 - Nov 5

A swimming pool with lounge chairs and umbrellas, a brick building with hanging flower baskets, and a fenced area with outdoor seating.

A patio with wicker furniture, a barbecue grill, and a pool area.

A hotel room with a fireplace, a television, a bed, and a sofa.

A modern dining area with a large wooden table, multiple seating options, and a television mounted above a fireplace.

20. Residence Inn by Marriott Boston North Shore/Danvers

Danvers

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Air conditioning

$169

$189 total

includes taxes & fees

Nov 15 - Nov 16

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Discover your perfect hotel with a pool in Gloucester

Breakfast included

Hot tub

4 stars

Spa

5 stars

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.