Most Romantic Hotels in Gloucester

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Check availability on Gloucester Romantic Hotels

Top Gloucester Romantic Hotels

Our top choices for Gloucester romantic hotels

Cutwater Inn & Suites
Boating

Cutwater Inn & Suites

3.0 star property
10.0 out of 10, Exceptional, (1)
"I would 100% come back to this place. Our suite was absolutely amazing, and very clean. It is spacious, has a very big and cool shower, has great ac and giant tv, plenty of light, has a safe, and the biggest, most comfortable bed I have ever laid on. The pillows aren’t as comfortable as the bed, and the breakfast is very limited, but there is plenty of breakfast/brunch places in walking distance, so it was not a big deal. Also, you may have to pay for parking! But, I 1000% recommend staying...
The price is RM988
RM1,143 total
includes taxes & fees
8 Sept - 9 Sept
Cutwater Inn & Suites
Castle Manor Inn
Porch

Castle Manor Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"I booked this for my parents as a weekend getaway and they absolutely love it! "
The price is RM680
RM760 total
includes taxes & fees
1 Sept - 2 Sept
Castle Manor Inn
The Wylie Inn and Conference Center at Endicott College
Beach

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1078)
"Gorgeous location and wonderful hotel. "
The price is RM640
RM714 total
includes taxes & fees
26 Aug - 27 Aug
The Wylie Inn and Conference Center at Endicott College
Briar Barn Inn
Dinner and brunch served

Briar Barn Inn

3.5 star property
9.6 out of 10, Exceptional, (688)
"Thoughtfully designed and decorated, well run boutique hotel in a quiet nice rural setting."
Briar Barn Inn
The Hotel at Cape Ann Marina
Reception

The Hotel at Cape Ann Marina

3.5 star property
8.4 out of 10, Very good, (724)
"Great location "
The price is RM887
RM990 total
includes taxes & fees
16 Sept - 17 Sept
The Hotel at Cape Ann Marina
Beauport Hotel Gloucester
Rooftop pool

Beauport Hotel Gloucester

3.5 star property
9.6 out of 10, Exceptional, (874)
"Staff is warm and extremely accommodating. I liked staying with them. Highly recommend this property. "
The price is RM1,664
RM1,859 total
includes taxes & fees
17 Sept - 18 Sept
Beauport Hotel Gloucester
Four Points by Sheraton Wakefield Boston Htl&Conference Cntr
Reception hall

Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

3.5 star property
8.6 out of 10, Excellent, (1000)
"Convenient location, front desk easy check in. Shopping and restaurants nearby. "
The price is RM642
RM717 total
includes taxes & fees
24 Aug - 25 Aug
Four Points by Sheraton Wakefield Boston Htl&Conference Cntr
DoubleTree by Hilton Boston North Shore
Lobby sitting area

DoubleTree by Hilton Boston North Shore

4.0 star property
8.0 out of 10, Very good, (2070)
"Very nice place to stay"
The price is RM571
RM638 total
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Boston North Shore
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.

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

10/10 Excellent
"God ."
Adilson 2-night trip
Posted 2 days ago
Comfort Inn & Suites Logan International Airport

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 certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
What's the best hotel for a romantic holiday in Gloucester?
Beauport Hotel Gloucester is a favourite hotel for couples, and features premium bedding and wedding services. Another choice for a romantic stay is Castle Manor Inn.
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, take a look at these details about year-round temperatures in Gloucester: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Gloucester are January, February, December and March, with each month seeing an average of 14 cm of snowfall.
What is there to do in Gloucester?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Gloucester. 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 go off without a hitch: 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 centre. To venture out into the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.