Romantic Hotels in Gloucester, Massachusetts

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Gloucester Romantic Hotels

This weekend
Next weekend

Top Gloucester Romantic Hotels

Castle Manor Inn

2.5 star property
8.4 out of 10, Very Good, (979)
"Very friendly staff. Beautiful location. And the room was absolutely charming."
The price is P9,076
P10,137 total
includes taxes & fees
Jul 7 - Jul 8
Castle Manor Inn

The Hotel at Cape Ann Marina

3.5 star property
8.4 out of 10, Very Good, (690)
"Close to event I was attending with breakfast."
The price is P12,619
P14,096 total
includes taxes & fees
Jul 21 - Jul 22
The Hotel at Cape Ann Marina

Beauport Hotel Gloucester

3.5 star property
9.6 out of 10, Exceptional, (859)
"The beach is out the door and to the left. Perfect location."
The price is P25,294
P28,254 total
includes taxes & fees
Jul 7 - Jul 8
Beauport Hotel Gloucester

Rockport Inn And Suites

2.5 star property
8.6 out of 10, Excellent, (1367)
"Great place to stay!! "
Rockport Inn And Suites

The Yankee Clipper Inn

3.5 star property
9.0 out of 10, Wonderful, (348)
"Nice location"
The price is P18,529
P20,696 total
includes taxes & fees
Jul 3 - Jul 4
The Yankee Clipper Inn

Emerson Inn

3.5 star property
9.0 out of 10, Wonderful, (257)
"Great Venue "
The price is P19,768
P22,081 total
includes taxes & fees
Jul 6 - Jul 7
Emerson Inn

Harbor Light Inn

3.5 star property
9.8 out of 10, Exceptional, (293)
"Great lovely stay..fabulous location, love the evening tavern for a drink..wonderful historic inn. "
Harbor Light 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.

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, Pavilion Beach, or Cape Ann Museum. 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.
What's the best accommodation for a romantic getaway to Gloucester?
Beauport Hotel Gloucester is a favorite hotel for couples, and features premium bedding and wedding services. Another choice for a romantic stay is Castle Manor Inn.
How many romantic hotels will we find in Gloucester?
Expedia has 14 romantic Gloucester hotels for you both to enjoy.
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, Pavilion Beach, or Cape Ann Museum 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.