Find Romantic Hotels in Gloucester, MA

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Check availability on Gloucester Romantic Hotels

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

Our top choices for Gloucester romantic hotels

Fridge, microwave, oven, stovetop

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

Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
9.8 out of 10, Exceptional, (54 reviews)
"We enjoyed every bit of our stay."
United States
Kathy B.
Luxury 1900's romantic retreat steps from the beach - King Suite!
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, (47 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is AED 1,139
AED 2,158 total
includes taxes & fees
25 Jun - 26 Jun
Beach Life Bliss - steps to the beach
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 551
AED 1,060 total
includes taxes & fees
29 Jun - 30 Jun
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)
"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 1,135
AED 1,801 total
includes taxes & fees
30 Jun - 1 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
9.6 out of 10, Exceptional, (4 reviews)
"Very nice place, suited our needs perfectly - very clean, quite neighborhood. Definitely will recommend."
United States
Minerva P.
The price is AED 1,473
AED 2,664 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.
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Top Gloucester Hotel Reviews

Lakeside Inn

Lakeside Inn

10/10 Excellent
"My stay was superb,stay was excellent,..."
Martin 9-night trip
Posted 2 hours ago
Lakeside Inn

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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.