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

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

Our top choices for Gloucester romantic hotels

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 1,609
AED 2,618 total
includes taxes & fees
13 Jul - 14 Jul
Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..
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, (28 reviews)
"Perfect for our family for a 1 night stay"
United States
Bailey S.
The price is AED 606
AED 1,128 total
includes taxes & fees
13 Jul - 14 Jul
Charming apt -2 Bedroom -Close to Beach/Sleeps 6
On the beach, sun loungers

Oceanfront Penthouse at Salisbury Beaches

Oceanfront Penthouse at Salisbury Beaches
Salisbury Beach
9.8 out of 10, Exceptional, (60 reviews)
"We had a great stay! Place was very clean and it was lovely being right on the beach. Parking is very tight, as described by the host, but we were able to squeeze in 3 cars. Would definitely recommend!"
United States
Mackenzie K.
The price is AED 2,116
AED 3,754 total
includes taxes & fees
26 Jul - 27 Jul
Oceanfront Penthouse at Salisbury Beaches
Sun loungers

2 Bedrooms, Steps to the Beach, Pet Friendly

2 Bedrooms, Steps to the Beach, Pet Friendly
Salisbury Beach
9.6 out of 10, Exceptional, (49 reviews)
"Close to the beach, very clean... nice place"
United States
Craig L.
The price is AED 1,341
AED 2,462 total
includes taxes & fees
19 Jul - 20 Jul
2 Bedrooms, Steps to the Beach, Pet Friendly
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, (54 reviews)
"The view of the ocean was breathtaking and it was sn amazing location. The room snd building were very clean. Will definitely stay again!"
United States
Lisa D.
The price is AED 1,062
AED 1,710 total
includes taxes & fees
19 Jul - 20 Jul
Oceanfront, private balcony with amazing panoramic views of Atlantic Ocean
Dining

3BR Home ♥ Pet-Friendly | Parking | FIFA 2026

3BR Home ♥ Pet-Friendly | Parking | FIFA 2026
Revere Beach
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place, suited our needs perfectly - very clean, quite neighborhood. Definitely will recommend."
United States
Minerva P.
The price is AED 1,249
AED 2,387 total
includes taxes & fees
13 Jul - 14 Jul
3BR Home ♥ Pet-Friendly | Parking | FIFA 2026
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

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

10/10 Excellent
"Airport shuttle was prompt for pickup. Breakfast was plentiful and good. Attached restaurant was very good."
John 1-night trip
Posted 12 hours ago
Comfort Inn & Suites Logan International Airport

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.