We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Gloucester Avenue

Refine search

Price per night

 

Traveler rating

 

Hotel class

 

Hotel brand

Show all brands
Major Brands
Individual Chains
Show only major brands
 

Property name

Reset
 
Free Newsletter

Interested in Montego Bay?

We'll send you updates with the latest deals, reviews and articles for Montego Bay each week.

Map of Gloucester Avenue

Hotels (63)

B&Bs / Inns (39)

Specialty Lodging (35)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travelers Trust

Sort by [ Popularity ] [ Price ]
Travelers' Choice® 2014 Winner Luxury
 
John Pringle Drive, Hopewell, Montego Bay, Jamaica
Round Hill Hotel & Villas Slideshow
Show Prices
$329 - $1,012 Avg. price/night*
Ollie #1 of 63 hotels in Montego Bay
Professional photos | Traveler photos (1591)
Special Offer 4th Night Free Winter
Travelers' Choice® 2014 Winner All-Inclusive | Luxury | Top Hotels
 
Main Road | Little River, Rose Hall, Montego Bay, Jamaica
Show Prices
$77 - $1,927 Avg. price/night*
Ollie #2 of 63 hotels in Montego Bay
Professional photos | Traveler photos (5320)
Travelers' Choice® 2014 Winner Family | Top Hotels
 
Tryall Club (Sandy Bay) 4.0 of 5
Rte. A1, Sandy Bay, Montego Bay, Jamaica
Tryall Club Slideshow
Show Prices
$396 - $1,175 Avg. price/night*
Ollie #3 of 63 hotels in Montego Bay
  •  One Word...AMAZING! 
  • My husband and I recently hosted our small, intimate wedding at The Tryall... more
  • November 21, 2014
Traveler photos (97)
Travelers' Choice® 2014 Winner Family
 
Half Moon, A RockResort (Montego Bay, Jamaica) 4.5 of 5
Rose Hall, Montego Bay, Jamaica
Half Moon, A RockResort Slideshow
Show Prices
$327 - $1,296 Avg. price/night*
Ollie #4 of 63 hotels in Montego Bay
Professional photos | Traveler photos (1810)
Special Offer Summer Suite Sale
Silent Waters Villa (Montego Bay, Jamaica)
A1, Montego Bay, Jamaica
Silent Waters Villa Slideshow
$2,071 - $6,071 Avg. price/night*
Ollie #5 of 63 hotels in Montego Bay
  •  A Jamaican Gem! 
  • We had the good fortune of a dear friend acquiring a week at Silent... more
  • October 20, 2014
Traveler photos (50)
Special Rate Rates $1,883 - $4,221
Travelers' Choice® 2014 Winner Romance
 
Mahoe Bay, Montego Bay 167, Jamaica
Sandals Royal Caribbean Resort and Private Island Slideshow
Show Prices
$439 - $1,070 Avg. price/night*
Ollie #6 of 63 hotels in Montego Bay
Professional photos | Traveler photos (5000)
Special Offer $305 Spa or Tour Credit!
Sandals Montego Bay (Montego Bay, Jamaica) 5.0 of 5
Montego Bay, Kent Avenue, Montego Bay 100, Jamaica
Sandals Montego Bay Slideshow
Show Prices
$388 - $968 Avg. price/night*
Ollie #7 of 63 hotels in Montego Bay
  •  A place to return to 
  • In previous postings you have many reviews of the facilities at the... more
  • November 26, 2014
Professional photos | Traveler photos (4643)
Special Offer $305 Spa or Tour Credit!
Hotel Riu Palace Jamaica (Montego Bay, Jamaica) 4.0 of 5
Mahoe Bay - Rose Hall, Montego Bay, Jamaica
Hotel Riu Palace Jamaica Slideshow
Show Prices
$342 - $635 Avg. price/night*
Ollie #8 of 63 hotels in Montego Bay
Professional photos | Traveler photos (725)
Special Offer Black Fri-Cyber Mon SALE
Travelers' Choice® 2014 Winner All-Inclusive
 
Secrets Wild Orchid Montego Bay (Montego Bay, Jamaica) 4.5 of 5
Montego Bay, Jamaica
Secrets Wild Orchid Montego Bay Slideshow
Show Prices
$441 - $855 Avg. price/night*
Ollie #9 of 63 hotels in Montego Bay
Professional photos | Traveler photos (4834)
Secrets St James (Montego Bay, Jamaica) 4.5 of 5
Lot A59 Freeport, Montego Bay, Jamaica
Secrets St James Slideshow
Show Prices
$442 - $866 Avg. price/night*
Ollie #10 of 63 hotels in Montego Bay
Professional photos | Traveler photos (4391)
Rose Hall Main Rd | Rose Hall, Rose Hall, Montego Bay, Jamaica
Show Prices
$307 - $603 Avg. price/night*
Ollie #11 of 63 hotels in Montego Bay
Professional photos | Traveler photos (3827)
The Oasis at Sunset, Montego Bay (Montego Bay, Jamaica) 3.5 of 5
P.O. Box 1168 | Montego Freeport, Montego Bay 33565, Jamaica
The Oasis at Sunset, Montego Bay Slideshow
Show Prices
$304 - $946 Avg. price/night*
Ollie #12 of 63 hotels in Montego Bay
Professional photos | Traveler photos (323)
Offers & Announcements Winter Sale
Royalton White Sands Resort (Montego Bay, Jamaica) 4.0 of 5
Highway A1, Mountain Spring | Trelawny, Montego Bay, Jamaica
Royalton White Sands Resort Slideshow
Show Prices
$295 - $649 Avg. price/night*
Ollie #13 of 63 hotels in Montego Bay
  •  Pros and Cons 
  • Just back from the Royalton and we had a really nice time. I have... more
  • November 25, 2014
Professional photos | Traveler photos (1048)
Sandals Carlyle (Montego Bay, Jamaica) 3.5 of 5
Kent Avenue | PO Box 421, Montego Bay 00000, Jamaica
Sandals Carlyle Slideshow
Show Prices
$296 - $683 Avg. price/night*
Ollie #14 of 63 hotels in Montego Bay
  •  Paradise Vacation 
  • Having a vacation all inclusive is really the best option ever what we did... more
  • November 25, 2014
Professional photos | Traveler photos (1351)
Rose Hall Rd, Rose Hall, Montego Bay 000000, Jamaica
Hilton Rose Hall Resort & Spa Slideshow
Show Prices
$297 - $785 Avg. price/night*
Ollie #15 of 63 hotels in Montego Bay
Professional photos | Traveler photos (3039)
Special Rate $209 (USD)
Coyaba Beach Resort (Montego Bay, Jamaica) 4.0 of 5
A1 | Rose Hall Main Road, Montego Bay 000, Jamaica
Coyaba Beach Resort Slideshow
Show Prices
$217 - $402 Avg. price/night*
Ollie #16 of 63 hotels in Montego Bay
Professional photos | Traveler photos (736)
Rose Hall Main Road | Little River, Rose Hall, Montego Bay, Jamaica
Show Prices
$273 - $703 Avg. price/night*
Ollie #17 of 63 hotels in Montego Bay
  •  lovely 
  • Great staff. We were there for wedding at the sister property the Suites... more
  • November 25, 2014
Professional photos | Traveler photos (3421)
Seagarden Beach Resort (Montego Bay, Jamaica) 3.5 of 5
8 Kent Ave, Montego Bay, Jamaica
Seagarden Beach Resort Slideshow
Show Prices
$230 - $344 Avg. price/night*
Ollie #18 of 63 hotels in Montego Bay
Professional photos | Traveler photos (196)
Richmond Hill Inn (Montego Bay, Jamaica)
Union St, Montego Bay, Jamaica
$90 - $300 Avg. price/night*
Ollie #19 of 63 hotels in Montego Bay
  •  Beautiful view!!! 
  • We stopped here as part of a private tour. It is $2 admission to enjoy the... more
  • October 30, 2014
Traveler photos (13)
Montego Freeport Peninsula | PO Box 1168, Montego Bay, Jamaica
Sunset Beach Resort, Spa & Water Park Slideshow
Show Prices
$191 - $708 Avg. price/night*
Ollie #20 of 63 hotels in Montego Bay
  •  Amazing week 
  • Our family stayed Nov 16-23 and had an amazing time. Let me first preface... more
  • November 25, 2014
Professional photos | Traveler photos (3914)
Offers & Announcements Winter Getaway Savings

Additional Gloucester Avenue Information

3.0 of 5 stars | 192 Reviews