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.
All 26 Rockport B&Bs / inns

Pleasant Street Inn

17 Pleasant Street, Rockport, MA 01966
Hotel amenities
Save Saved
You added Pleasant Street Inn to your Saves list
Pleasant Street Inn
Best prices for your stay
Enter dates for best prices
Check In Check Out
Show Prices
Compare best prices from top travel sites
Ranked #8 of 26 Rockport B&B and Inns
A recent review
4 of 5 stars reviewed 1 week ago
Rochester8890 Rochester8890
Write a Review

47 reviews from our community

Traveler rating
See reviews for
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4 of 5 stars
  • Service
    4 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
Traveler tips help you choose the right room.   Room tips (11)
Date | Rating
  • English first
  • French first
  • Italian first
  • Any
English first
  • All months
  • Mar-May only
  • Jun-Aug only
  • Sep-Nov only
  • Dec-Feb only
All months
11 reviews 11 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed 1 week ago

We wanted to visit Cape Ann/Rockport, MA for a day and needed an affordable place to stay overnight within walking distance of the town's attractions. The Pleasant Street Inn is a beautiful old Victorian home within 5 minutes walking distance of the harbor and the shops and restaurants along Bearskin Neck. The parking accommodations at the inn were excellent. Our... More

Was this review helpful? Yes 1
New Orleans, Louisiana, United States
1 review
5 of 5 stars Reviewed 1 week ago

We ended up in Rockport accidentally, and found this charming little inn on a beautiful hillside. The Inn was clean, the innkeepers friendly, and the views and outdoor areas (deck, porch, garden, etc.) superb. It's a quick walk into a charming little seaside town (think lobster fishermen, ice cream shops, little farmer's markets in front of churches). While we didn't... More

Was this review helpful? Yes
3 reviews 3 reviews
5 of 5 stars Reviewed 3 weeks ago

My husband and I stayed 4 nights at the Pleasant Street Inn in room #1. The room was spacious and spotlessly clean; the mattress was a little firm for my taste, but better than being too soft. The breakfast was amazing - plenty of cold items, cereal, fruit, yogurt, etc., as well as a hot item each day: scrambled eggs,... More

Was this review helpful? Yes
New York City, New York
3 reviews 3 reviews
6 helpful votes 6 helpful votes
1 of 5 stars Reviewed August 6, 2014

This place is definitely not "pleasant". It seems like the Owners try to get negative reviews removed rather than putting their energy towards improving the customer experience. How else to explain there are only 5 reviews since 2007? My stay involved a lazy breakfast of store-bought blueberry muffins, milk past its expiration date, and a general unfriendliness. I was there... More

Was this review helpful? Yes 1
Surprise, Arizona
1 review
5 of 5 stars Reviewed August 2, 2014

The Hospitality and comfort afforded by the Norris 'Estate' and family during our Rockport visit made the experience one of the most memorable of family get togethers we have had. Tasty breakfasts and GOOD coffee were a real treat. And Lynne's willingness to serve and help was above and beyond all expectations. Restaurant reservations, suggestions and directions were freely offered.

Was this review helpful? Yes
Great Bookham, United Kingdom
3 reviews 3 reviews
3 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed July 17, 2014

We stayed here on our way from the White Mountains to Boston for the flight home. The Pleasant Street Inn is quite special. The building, the bedrooms and the common areas are immaculate and beautifully decorated. Lynne is a lovely, friendly host. Even though we were only staying for 1 night, she spoilt us with a full breakfast when we... More

Was this review helpful? Yes 1
Bandera, Texas
5 reviews 5 reviews
3 helpful votes 3 helpful votes
3 of 5 stars Reviewed July 15, 2014

Room was pleasant but small. The bathroom was about the same size as what we have in our 5th wheel. We were expecting more amenities being it was a B&B. It was a chore pulling our luggage up to the 3rd floor by way of an outside stairway. The lady that was the owner was not very friendly. The breakfast... More

Was this review helpful? Yes 2
Ashland, Massachusetts
14 reviews 14 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed June 8, 2014

Found this Inn online and wasn't sure what to expect, but it was even better than the photos depicted. Perfect location, beautiful grounds, extra clean and spacious rooms, and quaint common spaces. We were on the 3rd floor, which was quiet considering the # of rooms in the main house. The stairs are a little steep going from the 2nd... More

Was this review helpful? Yes 1
Dunellen, NJ
1 review
5 of 5 stars Reviewed June 6, 2014

My wife and I spent a lovely overnight at the Pleasant Street Inn on Sunday and we had a wonderful time. The location is at the top on the hill and is just far enough away from town for it to give us the quiet we desired. We stayed in room #8 which had its own separate entrance and an... More

Was this review helpful? Yes
Milton, Massachusetts
15 reviews 15 reviews
5 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed January 1, 2014

Just spent a wonderful New Year's Eve /New Year's day morning with 8 other friends at this charming inn. The location is within walking distance of downtown Rockport. The inn is immaculately clean and all of us enjoyed our quiet rooms. The breakfast was beyond delicious with French toast, peach cobbler, fresh fruit, sausage and muffins! Lynne, the inn keeper,... More

Was this review helpful? Yes
Do you own or manage Pleasant Street Inn?
Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.
Manage your listing

Been to Pleasant Street Inn? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Pleasant Street Inn

Address: 17 Pleasant Street, Rockport, MA 01966
Location: United States > Massachusetts > Cape Ann > Rockport
Price Range (Based on Average Rates): $$
Number of rooms: 9
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Priceline and Odigeo so you can book your Pleasant Street Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.

26 photos of this hotel

Traveler photos: See what travelers like you saw

All traveler photos (23)
View from room (5)
Room/suite (5)
Hotel & grounds (4)
Bathroom (2)
Other (7)

Management photos: Courtesy of the property manager

All management photos (4)
Other (4)
Hotels you might also like...
Check In Check Out
Price Your Stay

Near Pleasant Street Inn

Enlarge Map
Top-rated Attractions Nearby
Motif Number 1
Motif Number 1
Landmarks/ Points of Interest