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Chesapeake Resort: Traveler Reviews

TripAdvisor Traveler Rating:
  • A summary score based on quality, quantity and age of traveler ratings.
3.5 of 5 stars 56 Reviews
5.0 of 5 stars
12
4.0 of 5 stars
15
3.0 of 5 stars
10
2.0 of 5 stars
10
1.0 of 5 stars
9
TripAdvisor Popularity Index:
  • Measures overall traveler satisfaction based on ratings, reviews and other sources.
#16 of 28 hotels in Islamorada
Show Hotel DetailsHide Hotel Details
  • Hotel class: 3 of 5
  • Rooms: 65
  • Address: 83409 Overseas Highway, P.O. Box 909 Islamorada, FL 33036
Property Type: Resort
  • Hotel featuring an assortment of amenities, sports facilities and leisure activities.
Description: Family-friendly Caribbean style oceanfront resort amid 6.5 acres of sprawling gardens near water sports, shopping and restaurants. This description is based on information provided by the hotel.
Fitness Center Free High-Speed Internet Swimming Pool
Check Rates: $235 Avg. Price
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TripAdvisor Traveler Reviews

Reviews of Chesapeake Resort

( 8-12 of 56 )
“Don't believe the nay sayers!”

Chesapeake Resort

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5 of 5 stars
Tucson, AZ
Jan 19, 2008
2/2 found this review helpful

I was amazed with the Chesapeake Beach Resort. My wife and I were greeted with the most friendly staff I've ever encountered. From the grounds keepers (who do an immaculate job and keeping everything trimmed and even groom the white sand beaches EVERY morning) to manager. My family absolutely loved the chartered fishing (no doubt that Chesapeake hired some truly professional fishermen because even after a cold spell had killed off thousands of fish, their Pro Anglers took us "back country" fishing and caught lots of Black Drum (very tasty with some Tony's seasoning and lemon). But i can't forget to mention all the kayaking and Hobie Cat sailing we did there as well. And after days and days of having the best time of our lives, each night we would come back to our spotlessly cleaned room, relax on the brand new furniture (which they put in the day we arrived) and watch HDTV (i don't know about you fellas, but i never expect a place to have large flat screen TVs with Hi Def football on. Definite plus about this place).

By the way, if you're military, you'll be amazed at how warmly you'll be recieved.

So i've sat here writing for the past 5 minutes only giving praise...and well...that's all i got.

And if you can...get to Ziggy and Mad Dogs, AWESOME FOOD!

  • This TripAdvisor Member:
    • Liked — The
    • Disliked — i guess that would be driving on A1A Highway
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
uniboarder's Summary
Date of Stay: January 2008
Traveled with: Spouse / significant other
Visit was for: Quality time with family
Age group: 25-34
Member since: January 19, 2008
  • My ratings for this hotel are:
    • 5 of 5 stars Value
    • 5 of 5 stars Rooms
    • 5 of 5 stars Location
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Check in / front desk
    • 5 of 5 stars Service
    • 5 of 5 stars Business service
Would I recommend this hotel to my best friend?
absolutely!
I recommend this hotel for:
An amazing honeymoon, A romantic getaway, Girlfriend getaway, People with disabilities, Older travelers, Great pool scene, Pet owners, Families with young children, Families with teenagers, Tourists
I do not recommend this hotel for:
Young singles
I selected this hotel as a top choice for:
Beach / Sun, Outdoor / Adventure, Great food / Wine, Shopping, Spa
Was this review helpful? Yes No
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Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“not a resort”

Chesapeake Resort

Jan 14, 2008
0/2 found this review helpful

Not a resort. It's a typical two level motel right on route 1. The photos on their website make it look much better than it is. I agree with another reviewer here in that it needs a deep cleaning. It's very dated in decor and the building style itself. The "private lagoon" is very tiny. The "white sand" beach is not sandy at all, very rocky, which i suppose is like most of the beaches on the ocean here. I was very disappointed, and wished we had booked the Chica Lodge instead. Now THAT's a resort. The only good thing was the ocean view from our balcony.

  • This TripAdvisor Member:
    • Liked — view of ocean
    • Disliked — falsely represented as a
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
darien1's Summary
Date of Stay: July 2004
Traveled with: Spouse / significant other
Visit was for: Honeymoon
Age group: 35-49
Member since: January 14, 2008
  • My ratings for this hotel are:
    • 2 of 5 stars Value
    • 1 of 5 stars Rooms
    • 2 of 5 stars Location
    • 1 of 5 stars Cleanliness
    • 1 of 5 stars Check in / front desk
    • 2 of 5 stars Service
    • 1 of 5 stars Business service
Would I recommend this hotel to my best friend?
no way!
I recommend this hotel for:
An amazing honeymoon, A romantic getaway, Girlfriend getaway, People with disabilities, Older travelers, Great pool scene, Pet owners, Families with young children, Families with teenagers, Tourists
I do not recommend this hotel for:
Young singles, An amazing honeymoon, A romantic getaway, Girlfriend getaway, People with disabilities, Older travelers, Great pool scene, Pet owners, Families with young children, Families with teenagers, Tourists
I selected this hotel as a top choice for:
Beach / Sun
Was this review helpful? Yes No
Check Rates
Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“islamorada a perfect vacation”

Chesapeake Resort

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5 of 5 stars
england
Dec 4, 2007
1/1 found this review helpful

we stayed at chespeake lodge resort on Islamorada, and I would tell anyone GO and VISIT!! evrything and evrybody including the weather was
perfect, just a great relaxing vacation...we are returning next year!!

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Was this review helpful? Yes No
Check Rates
Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“Resort??? No way!!!!”

Chesapeake Resort

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2 of 5 stars
Berlin, Germany
Dec 4, 2007
0/1 found this review helpful

Stayed here for 2 days - i was very happy that i could leave after the 2 nights. I am not sure why this place is called "resort". okay it is on the sea (not a real beach there) and it has pools, but nothing looked like a resort. and if you go there, please do not book a standard room. you will sleep right next to the loud highway (so that's why again i would not say this is a resort). the rooms are horrible. very old and i was afraid of walking barefeet through the room. you will stick like glue at the carpet. the smell of the room was disgusting. also the pillows and covers smelled. i was glad i had some disinfection spray with me. the bathroom is very small. so i would not recommend to stay there!

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
holidaylover13's Summary
Date of Stay: November 2007
Traveled with: Spouse / significant other
Visit was for: Quality time with family
Age group: 25-34
Member since: October 10, 2007
  • My ratings for this hotel are:
    • 2 of 5 stars Value
    • 1 of 5 stars Rooms
    • 3 of 5 stars Location
    • 2 of 5 stars Cleanliness
    • 3 of 5 stars Check in / front desk
    • 3 of 5 stars Service
Would I recommend this hotel to my best friend?
no way!
I recommend this hotel for:
An amazing honeymoon, A romantic getaway, Girlfriend getaway, People with disabilities, Older travelers, Great pool scene, Pet owners, Families with young children, Families with teenagers, Tourists
I do not recommend this hotel for:
An amazing honeymoon, A romantic getaway, Great pool scene
I selected this hotel as a top choice for:
Beach / Sun
Was this review helpful? Yes No
Check Rates
Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“Great Get Away”

Chesapeake Resort

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4 of 5 stars
New Jersey
Oct 10, 2007
1/1 found this review helpful

We had a wonderful time at the Chesapeake Resort. We spent a long weekend 4 nights and 3 days at this charming resort. The grounds are beautiful and well maintained. There are endless spots to relax and take in the beautiful scenary. The rooms are clean and charming. It is in a great location and I can't wait to visit again.

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Was this review helpful? Yes No
Check Rates
Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com

Reviews of Chesapeake Resort

( 8-12 of 56 )
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Chesapeake Resort Address

83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036