A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Check availability on Gloucester Romantic Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Gloucester romantic hotels

Exterior

Sea Lion Motel and Cottages

Sea Lion Motel and Cottages
2.5 star property
East Gloucester
9.2 out of 10, Wonderful, (459 reviews)
"Amazing stay and great location. The staff was very friendly, the rooms big and clean. The beds are extremity firm... which was the only negative but we loved the atmosphere, the pool and it's charm. Very quiet stay."
United States
Kristen
The price is AED 764
AED 853 total
includes taxes & fees
8 Jul - 9 Jul
Sea Lion Motel and Cottages
Porch

Castle Manor Inn

Castle Manor Inn
2.5 star property
Gloucester
8.4 out of 10, Very Good, (1,009 reviews)
"Excellent hotel with friendly courteous staff! "
United States
Junette
The price is AED 658
AED 858 total
includes taxes & fees
20 Jul - 21 Jul
Castle Manor Inn
King Suite-Room 4 | Laptop workspace, iron/ironing board, free WiFi

The Highliner Hotel

The Highliner Hotel
2.0 star property
Downtown Gloucester
7.8 out of 10, Good, (10 reviews)
"Quiet and the staff was really friendly. Great location and the hotel is spotless. "
United States
Shannon
The price is AED 548
AED 1,187 total
includes taxes & fees
8 Jul - 9 Jul
The Highliner Hotel
View from room

The Vista

The Vista
2.5 star property
East Gloucester
9.4 out of 10, Exceptional, (430 reviews)
"Staff were very nice and helpful. Room was clean and iverlooked the bay."
United States
Eline
The price is AED 1,109
AED 1,239 total
includes taxes & fees
8 Jul - 9 Jul
The Vista
Dining

The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
3.5 star property
Gloucester
8.4 out of 10, Very Good, (797 reviews)
"Excellent stay on the water close to town. People were so friendly and the restaurant was awesome!"
United States
ivan
The price is AED 889
AED 993 total
includes taxes & fees
9 Jul - 10 Jul
The Hotel at Cape Ann Marina
Exterior

Harborview Inn

Harborview Inn
3.5 star property
Downtown Gloucester
9.6 out of 10, Exceptional, (328 reviews)
"Great location and host. Beautiful and relaxing. Walking distance to shops and restaurants."
United States
joseph
The price is AED 915
AED 1,022 total
includes taxes & fees
20 Jul - 21 Jul
Harborview Inn
Front of property

Atlantis Oceanfront Inn

Atlantis Oceanfront Inn
3.0 star property
East Gloucester
9.6 out of 10, Exceptional, (484 reviews)
"Great view! Clean and comfortable!! Would recommend!"
United States
Barbara
The price is AED 1,510
AED 1,686 total
includes taxes & fees
20 Jul - 21 Jul
Atlantis Oceanfront Inn
Basic Apartment | Dining room

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (71 reviews)
"Location, spacious, clean and neat!"
United States
Henry
The price is AED 746
AED 1,552 total
includes taxes & fees
8 Jul - 9 Jul
Long Beach Suites
Terrace/patio

Beauport Hotel Gloucester

Beauport Hotel Gloucester
3.5 star property
Downtown Gloucester
9.6 out of 10, Exceptional, (976 reviews)
"We loved our time at the hotel"
United States
Lucero
The price is AED 1,496
AED 1,671 total
includes taxes & fees
12 Jul - 13 Jul
Beauport Hotel Gloucester
Front of property

Sally Webster Inn

Sally Webster Inn
3.0 star property
Rockport
9.4 out of 10, Exceptional, (136 reviews)
"Lovely room in a historic house downtown Rockport. Close to the headlands, shops, restaurants, beaches, and theater. Friendly professional staff, clean rooms beautifully decorated, quiet & relaxing. On site parking made the visit completely stress free. Will be back soon !"
United States
Stacy
The price is AED 790
AED 883 total
includes taxes & fees
27 Jul - 28 Jul
Sally Webster Inn
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.
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Top Gloucester Hotel Reviews

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

8/10 Good
"Room was clean, property was clean."
Michael 5-night trip
Posted 2 hours ago
Holiday Inn Hotel & Suites Boston - Peabody by IHG

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Frequently asked questions

Searching for romantic hotels in Gloucester?
Are you looking for a romantic getaway? Our guests also love Gloucester for its beautiful ocean views and whale watching. If you'd like to explore some of the area's notable sights, you might make a stop by Capt Bill & Sons Whale Watch, Cape Ann Museum, or Pavilion Beach. If you're interested in staying near a particular destination, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Gloucester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Gloucester: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Gloucester?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Gloucester has to offer. Couples looking for a little of everything will enjoy Gloucester for its historic landmarks, whale watching, and seaside. You might think about stopping by Capt Bill & Sons Whale Watch, Cape Ann Museum, or Pavilion Beach while you're seeing the sights.
What's the best way to get to Gloucester and around town during my romantic getaway?
This information about transportation options in Gloucester might help your romantic trip get off to a smooth start: To get to Gloucester, book a flight to Beverly, MA (BVY-Beverly Municipal), which is the closest major airport, located 12.8 mi (20.6 km) from the city center. To explore the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.