Trade Winds on the Bay

Hotels
8 (369 reviews)
2 Park Drive , Rockland , us

Facilities

Offsite parking discounted rates available
Non-smoking rooms
Air conditioning
Hot tub/Jacuzzi
Sauna
Non-smoking throughout
Heated pool
Salt-water pool
Shallow end
Staff adhere to local safety protocols
See all facilities

Review Highlights

Pros:
Friendly staff
Great location
Spacious rooms
Cons:
Cleanliness issues
Limited breakfast options
Outdated condition in some areas

Categories

Cleanliness
7.14
Several reviews mentioned issues related to cleanliness and maintenance.
Service
8.61
Guests highlighted friendly and helpful staff, especially Chris, who went above and beyond.
Location
9.15
Multiple reviews praised the central and convenient location near the harbor and local attractions.
Room Quality
7.6
Some rooms were spacious and pleasant, but others were outdated and needed repairs.
Amenities
8.13
Amenities like the pool and lobby area were appreciated, but some guests noted limited breakfast options.
Value for Money
8.09
Guests felt that the price was reasonable for the services offered.
Food and Beverage
7.14
Limited breakfast options were mentioned negatively, affecting overall satisfaction.
Overall Experience
8.11
Despite some negative aspects, many guests expressed a willingness to return.
* This sentiment is summarized by AI based on user reviews.
Updated at: 2025-12-10 20:19

Property Description

Stunning Sea Views and Luxurious Amenities

Prime Location: Trade Winds on the Bay is ideally situated in Rockland, just steps away from South End Beach, Carver Hill Gallery, and Farnsworth Art Museum.

Relaxation and Recreation: Guests can unwind in the saltwater pool or take a dip in the indoor pool for ultimate relaxation during their stay.

Home Away From Home: Each unit is thoughtfully equipped with modern conveniences such as air conditioning, a flat-screen TV, and a fully equipped kitchen, ensuring a comfortable and enjoyable experience.

Experience the perfect blend of comfort and convenience at Trade Winds on the Bay. Book now for an unforgettable stay by the sea.

Important information:

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
This property does not accommodate bachelor(ette) or similar parties.

Check-in and check-out hours:
Check-out: 11:00 AM

Location

Guest Reviews

8
Based on 369 reviews
Cleanliness: 7.14
Service: 8.61
Location: 9.15
Room Quality: 7.6
Amenities: 8.13
Value for Money: 8.09
Food and Beverage: 7.14
Overall Experience: 8.11
S
Sarah solo_traveller us
9
2026-03-23 via Nuitee
P
Priscilla couple us
10
Pleasant stay
Pros:

The convenience of checking in! Had trouble with our room key on the second night but it was quickly resolved.

Cons:

No complaints at all!

2026-03-21 via Nuitee
T
Tara couple us
10
2026-03-19 via Nuitee
J
Jeff solo_traveller us
5
Given the location was worth the price
Pros:

nice staff, great view

Cons:

The sliding glass door panes were old, had condensation between the double panes and that cut down on the quality of the view. There was no bathroom fan.

2026-03-15 via Nuitee
R
Rickey extended_group us
8
2026-03-09 via Nuitee
I
Ionelia family_with_children us
10
2026-03-05 via Nuitee
A
Ames extended_group us
10
The best
Pros:

Everything

Cons:

Nothign

2026-03-02 via Nuitee
P
Philip couple us
10
2026-02-24 via Nuitee
J
James couple us
10
Was nice place would recommend it
Pros:

Out dated and took for ever to get hot water

Cons:

Hard parking

2026-02-23 via Nuitee
R
Rebecca extended_group us
10
Pros:

Room was spacious, the pool was clean and warm.

2026-02-23 via Nuitee
M
Megan family_with_children us
10
2026-02-09 via Nuitee
S
Susan couple us
10
Pros:

Nice location. Staff was very responsive with messages and updates. Easy check in and a great staff. Enjoyed the pool, hot tub and sauna, also a nice gym available. Clean spacious rooms we had a balcony with a nice view of the bay. Thank you for nice visit.

Cons:

None

2026-01-31 via Nuitee
K
Kiley couple us
9
Pros:

Beautiful view from my window, room was clean and updated

2026-01-26 via Nuitee
F
Frances couple us
7
2026-01-20 via Nuitee
D
Daniel couple us
7
2026-01-20 via Nuitee
N
Nick solo_traveller us
10
Super convenient location and great communication from front desk worker-Meghan
2026-01-20 via Nuitee
J
Judd couple us
8
Good value.
Pros:

Great location.

Cons:

Noise.

2026-01-19 via Nuitee
S
Skye family_with_children us
7
Amazing staff, not a single person was unprofessional, every person was friendly
Pros:

The staff went above and beyond, friendly and accommodating. They answered every question, accommodated requests for extra linens and pillows and housekeeping was on point.

The air conditioner was a huge bonus in hideous heat. The view was beautiful. The room was spacious and the fridge was by far the largest fridge I've ever had in any hotel.

Close to Rockport, downtown Rockland, many other coastal attractions and cities.

Cons:

The wood was so saturated with water from the roof we woke to water leaking into our room from inside on the ceiling. The decking on the balcony splintered so we had to be in shoes when sitting to watch the boats.

2026-01-19 via Nuitee
J
Jim solo_traveller us
4
Pros:

Chris at front desk was helpful.

Cons:

Wall heater was not working. Room was adjacent to another connecting room which was noisy. Old hotel needs signs in the hallways so we can find the elevator. Booking. Com is cumbersome to communicate with.

2026-01-19 via Nuitee
L
Linda couple us
9
2026-01-19 via Nuitee