Find Romantic Hotels in Gloucester, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Gloucester Romantic Hotels

Next weekend
29 May - 31 May
In two weeks
5 Jun - 7 Jun

Our top choices for Gloucester romantic hotels

Fridge, microwave, oven, stovetop

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (46 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is AED 1,102
AED 2,109 total
includes taxes & fees
11 Jun - 12 Jun
Beach Life Bliss - steps to the beach
Interior

Ocean front and 3 beaches across,parks, short walk to historic downtown!

Ocean front and 3 beaches across,parks, short walk to historic downtown!
Gloucester
10.0 out of 10, Exceptional, (37 reviews)
"The house was beautiful and spacious. The views are incredible."
United States
Mary V.
The price is AED 2,534
AED 6,142 total
includes taxes & fees
9 Jun - 10 Jun
Ocean front and 3 beaches across,parks, short walk to historic downtown!
Dining

Charming apt -2 Bedroom -Close to Beach/Sleeps 6

Charming apt -2 Bedroom -Close to Beach/Sleeps 6
Ipswich
9.2 out of 10, Wonderful, (26 reviews)
"Host Ozzie was accessible and responsive. Spacious, comfortable, nicely furnished rooms."
United States
G H.
The price is AED 404
AED 874 total
includes taxes & fees
25 May - 26 May
Charming apt -2 Bedroom -Close to Beach/Sleeps 6
On the beach, sun loungers, beach towels

Oceanfront, private balcony with amazing panoramic views of Atlantic Ocean

Oceanfront, private balcony with amazing panoramic views of Atlantic Ocean
Hampton
9.8 out of 10, Exceptional, (52 reviews)
"Very clean and easy to come and go. "
United States
Mark F.
The price is AED 1,062
AED 1,718 total
includes taxes & fees
25 May - 26 May
Oceanfront, private balcony with amazing panoramic views of Atlantic Ocean
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..

Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
Marblehead Historic District
10.0 out of 10, Exceptional, (53 reviews)
"This place was comfortable, clean and in a perfect location to walk to town, the water, and enjoy summer in Marblehead. Look forward to staying here again!"
United States
Michele P.
The price is AED 1,256
AED 2,166 total
includes taxes & fees
28 May - 29 May
Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
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.
View all properties

Top Gloucester Hotel Reviews

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent
"The fixed the toilets when I reported the issues and the staff was extremely helpful."
Rob 1-night trip
Posted 4 hours ago
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Explore a world of travel with Expedia

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.