Find Romantic Hotels in Gloucester, MA

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Check availability on Gloucester Romantic Hotels

Top Gloucester Romantic Hotels

Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester
9.8 out of 10, Exceptional, (49)
"Very nice spot - very clean - nice bathroom"
United States
Mary M.
The price is AED 360
AED 1,046 total
includes taxes & fees
29 Nov - 30 Nov
Luxury 1900's romantic retreat steps from the beach - King Suite!

Castle Manor Inn

2.5 star property
Gloucester
8.4 out of 10, Very Good, (1002)
"The stay was absolutely amazing! The room was clean and beautifully decorated. Everyone was so friendly and welcoming. I would definitely stay here again! "
United States
Melissa
The price is AED 625
AED 698 total
includes taxes & fees
27 Nov - 28 Nov
Castle Manor Inn

Beauport Hotel Gloucester

3.5 star property
Gloucester
9.6 out of 10, Exceptional, (898)
"Great stay! "
United States
Jessica
The price is AED 860
AED 961 total
includes taxes & fees
18 Dec - 19 Dec
Beauport Hotel Gloucester

The Hotel at Cape Ann Marina

3.5 star property
Gloucester
8.4 out of 10, Very Good, (775)
"Lovely hotel "
United States
Ryan
The price is AED 790
AED 882 total
includes taxes & fees
20 Nov - 21 Nov
The Hotel at Cape Ann Marina

DoubleTree by Hilton Boston North Shore

4.0 star property
Danvers
8.0 out of 10, Very Good, (2220)
"Good place to stay "
United States
Alexandra
The price is AED 358
AED 400 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Boston North Shore

Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

3.5 star property
Wakefield
8.6 out of 10, Excellent, (1004)
"friendly staff, clean room, great breakfast and location! Shane and Andrea are awesome!!! They made are stay great"
United States
Melanie
The price is AED 378
AED 423 total
includes taxes & fees
4 Dec - 5 Dec
Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

Comfort Inn & Suites Logan International Airport

2.5 star property
Revere
9.0 out of 10, Wonderful, (2185)
"Great place to stay"
United States
Shauna
The price is AED 384
AED 450 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Logan International Airport

Rockport Inn And Suites

2.5 star property
Rockport
8.6 out of 10, Excellent, (1533)
"Just a nice place to stay. Free breakfast too!"
United States
Carrie
Rockport Inn And Suites

Briar Barn Inn

3.5 star property
Rowley
9.6 out of 10, Exceptional, (740)
"That is the best bed breakfast I have ever stayed at in Boston."
United States
Osvadi
Briar Barn Inn

Hawthorne Hotel

3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1479)
"Great hotel with wonderful charm, staffed by happy, helpful people who make you feel welcome!"
United States
Ben
Hawthorne Hotel
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.

Top Gloucester Hotel Reviews

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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 Maritime Gloucester. 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 Maritime Gloucester 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.