Find Romantic Hotels in Gloucester, MA

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Check availability on Gloucester Romantic Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 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 1,249
AED 2,298 total
includes taxes & fees
25 Jun - 26 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.
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 496
AED 991 total
includes taxes & fees
3 Jun - 4 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 1,062
AED 1,662 total
includes taxes & fees
3 Jun - 4 Jun
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 1,102
AED 2,236 total
includes taxes & fees
3 Jun - 4 Jun
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
"The staff was incredibly helpful! The food from the restaurant was delicious and our room was clean and quiet, all amenities worked. The breakfast buffet though on a small scale was professionally prepared thoughtfully and the french toast out of this world! We could go on and on about the food at this place! SO GOOD! The Bar was popping with locals and others alike such a good happy vibe with incredible views of the water! The commute between Boston and surrounding took less time than we thought and what a great neighborhood surrounding! Safe and upscale! The only drawback was a car dealership obviously uses the parking lot and spots were limited as a result! I hope they compensate the Inn for that! 5 STARS! Can I give 10? Highly recommend! We will be back!"
Dominick 4-night trip
Posted 7 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 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.