Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Gloucester on Hotels.com. These Gloucester Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 28, 2026.
Sparkling clean waters of the seasonal outdoor pool create a tranquil oasis with ocean views just steps away. Sun loungers invite leisurely afternoons while the nearby beach offers scenic walks along rocky shores after breakfast at the excellent on-site café.
Sparkling clean waters of the seasonal outdoor pool create a tranquil oasis with ocean views just steps away. Sun loungers invite leisurely afternoons while the nearby beach offers scenic walks along rocky shores after breakfast at the excellent on-site café.
Poolside perfection awaits at this seaside retreat where crystal-blue waters meet spectacular views. After exploring nearby walking trails, guests can unwind in the hot tub, lounge by the seasonal pool, or enjoy the adjacent firepit.
Poolside perfection awaits at this seaside retreat where crystal-blue waters meet spectacular views. After exploring nearby walking trails, guests can unwind in the hot tub, lounge by the seasonal pool, or enjoy the adjacent firepit.
Crystal-clear waters await in the refreshing outdoor pool, surrounded by a peaceful garden terrace. Each room offers immaculate comfort with furnished balconies framing beautiful ocean vistas, while attentive staff ensure memorable stays.
Crystal-clear waters await in the refreshing outdoor pool, surrounded by a peaceful garden terrace. Each room offers immaculate comfort with furnished balconies framing beautiful ocean vistas, while attentive staff ensure memorable stays.
Pool pleasures await at this spotless seaside haven from 9 AM to 9 PM daily. After swimming, guests savor fresh continental breakfast, explore nearby beaches, and unwind in immaculate rooms with ocean-inspired comfort.
Pool pleasures await at this spotless seaside haven from 9 AM to 9 PM daily. After swimming, guests savor fresh continental breakfast, explore nearby beaches, and unwind in immaculate rooms with ocean-inspired comfort.
Swimming enthusiasts savor the pristine indoor pool, complemented by a 24-hour fitness center offering yoga classes. Surrounded by tranquil spaces, including a popular firepit patio, this family-friendly haven sits just minutes from beautiful beaches.
Swimming enthusiasts savor the pristine indoor pool, complemented by a 24-hour fitness center offering yoga classes. Surrounded by tranquil spaces, including a popular firepit patio, this family-friendly haven sits just minutes from beautiful beaches.
Water-loving vacationers splash into summer fun at the seasonal outdoor pool, open May through October. After aquatic adventures, guests gather around the firepit or explore nearby sailing, kayaking, and snorkeling opportunities.
Water-loving vacationers splash into summer fun at the seasonal outdoor pool, open May through October. After aquatic adventures, guests gather around the firepit or explore nearby sailing, kayaking, and snorkeling opportunities.
Summertime splendor awaits at the seasonal outdoor pool, complete with sun loungers for optimal relaxation between May and October. Steps away, massages and spa services complement this colonial inn's coastal getaway vibe.
Summertime splendor awaits at the seasonal outdoor pool, complete with sun loungers for optimal relaxation between May and October. Steps away, massages and spa services complement this colonial inn's coastal getaway vibe.
Swimming sessions await at the spotless indoor pool, complemented by a well-equipped fitness center for complete relaxation. Fire pit gatherings on the outdoor patio create perfect evening unwinding spots after days spent discovering nearby Water Park of New England.
Swimming sessions await at the spotless indoor pool, complemented by a well-equipped fitness center for complete relaxation. Fire pit gatherings on the outdoor patio create perfect evening unwinding spots after days spent discovering nearby Water Park of New England.
Dive into aquatic bliss at the pristine indoor pool, part of a wellness complex featuring a rejuvenating sauna and steam room. Families appreciate thoughtful age policies while nearby massage services complete this comprehensive retreat experience.
Dive into aquatic bliss at the pristine indoor pool, part of a wellness complex featuring a rejuvenating sauna and steam room. Families appreciate thoughtful age policies while nearby massage services complete this comprehensive retreat experience.
Swimming enthusiasts adore the pristine indoor pool at this newly remodeled hotel near Salem's famous witch museums. After laps, guests gather at the outdoor fire pit or indulge in mouthwatering meals at Mainstay Social restaurant.
Swimming enthusiasts adore the pristine indoor pool at this newly remodeled hotel near Salem's famous witch museums. After laps, guests gather at the outdoor fire pit or indulge in mouthwatering meals at Mainstay Social restaurant.
Swimmers relish the pristine heated indoor pool at this centrally located Salem hotel. After exploring nearby witch history attractions, guests appreciate returning to comfortable rooms and a well-appointed fitness center.
Swimmers relish the pristine heated indoor pool at this centrally located Salem hotel. After exploring nearby witch history attractions, guests appreciate returning to comfortable rooms and a well-appointed fitness center.
Swimming awaits at the clean, warm indoor pool that delights guests of all ages after exploring nearby Faneuil Hall. Complemented by Mexican cuisine at the on-site restaurant and fitness facilities, this hotel offers relaxation for everyone.
Swimming awaits at the clean, warm indoor pool that delights guests of all ages after exploring nearby Faneuil Hall. Complemented by Mexican cuisine at the on-site restaurant and fitness facilities, this hotel offers relaxation for everyone.
Splash into summer fun at the seasonal outdoor pool, a favorite spot for kids and adults after exploring Boston's North Shore. Basketball courts and a cozy fire pit round out recreational options at this spotlessly clean Danvers hotel.
Splash into summer fun at the seasonal outdoor pool, a favorite spot for kids and adults after exploring Boston's North Shore. Basketball courts and a cozy fire pit round out recreational options at this spotlessly clean Danvers hotel.
Swimming sessions shine at this recently renovated hotel's indoor pool, while the hot tub soothes adventure-weary muscles. Steps away from Salem's historic museums, guests praise the remarkably clean facilities and exceptionally comfortable beds.
Swimming sessions shine at this recently renovated hotel's indoor pool, while the hot tub soothes adventure-weary muscles. Steps away from Salem's historic museums, guests praise the remarkably clean facilities and exceptionally comfortable beds.
Poolside pleasures await at the seasonal outdoor retreat, where sun loungers invite lazy afternoons between spa treatments. Grove restaurant serves delicious meals just steps away from the refreshing waters of this tranquil countryside escape.
Poolside pleasures await at the seasonal outdoor retreat, where sun loungers invite lazy afternoons between spa treatments. Grove restaurant serves delicious meals just steps away from the refreshing waters of this tranquil countryside escape.
Families and fitness enthusiasts gravitate toward the pristine indoor swimming pool, complemented by an on-site fitness center. Beyond aquatic pleasures, guests savor delicious meals at Sophia's restaurant before exploring nearby Salem attractions.
Families and fitness enthusiasts gravitate toward the pristine indoor swimming pool, complemented by an on-site fitness center. Beyond aquatic pleasures, guests savor delicious meals at Sophia's restaurant before exploring nearby Salem attractions.
Aquatic enthusiasts rejoice at the seasonal outdoor pool, a refreshing highlight after exploring Salem Witch Museum. Friendly staff maintain pristine facilities, while nearby restaurants complement the hotel's coffee shop for a perfectly balanced getaway.
Aquatic enthusiasts rejoice at the seasonal outdoor pool, a refreshing highlight after exploring Salem Witch Museum. Friendly staff maintain pristine facilities, while nearby restaurants complement the hotel's coffee shop for a perfectly balanced getaway.
Swimming sessions stretch from morning to evening at the seasonal outdoor pool, complete with comfortable sun loungers. Beyond aquatic pleasures, guests appreciate the 24-hour fitness center, complimentary breakfast buffet, and spotlessly clean rooms.
Swimming sessions stretch from morning to evening at the seasonal outdoor pool, complete with comfortable sun loungers. Beyond aquatic pleasures, guests appreciate the 24-hour fitness center, complimentary breakfast buffet, and spotlessly clean rooms.
Pool refreshment awaits at this charming city-center retreat where guests access a nearby indoor swimming paradise. Mornings begin with delicious made-to-order breakfast specialties, while evenings invite relaxation in individually decorated rooms with rainfall showers.
Pool refreshment awaits at this charming city-center retreat where guests access a nearby indoor swimming paradise. Mornings begin with delicious made-to-order breakfast specialties, while evenings invite relaxation in individually decorated rooms with rainfall showers.
Swimmers splash in the serene indoor pool, a weather-proof sanctuary amid Boston Harbor explorations. Comfortable rooms feature designer toiletries and premium TV channels, while multilingual staff serve excellent breakfasts praised by satisfied travelers.
Swimmers splash in the serene indoor pool, a weather-proof sanctuary amid Boston Harbor explorations. Comfortable rooms feature designer toiletries and premium TV channels, while multilingual staff serve excellent breakfasts praised by satisfied travelers.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.