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.

The Looking Glass Bed and Breakfast

28-30 Chestnut Street, Rhinebeck, NY 12572 (Formerly Sleeping Beauty Bed and Breakfast)
Hotel amenities
The Looking Glass Bed and Breakfast
Ranked #3 of 13 Rhinebeck B&B and Inns
Which Rhinebeck hotels are on sale?
Check-in Check-in Check-out Check-out
See hotels
Write a Review

33 reviews from our community

    Trip type
Traveller rating
    23
    6
    1
    2
    1
Date Rating
Oxford, United Kingdom
Senior Reviewer
10 reviews 10 reviews
7 hotel reviews
Reviews in 7 cities Reviews in 7 cities
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 27 May 2013

We really enjoyed our stay at the Looking Glass B&B; the innkeeper was very welcoming and the B&B is really homely. We stayed in the Cherry Blossom room which had a lovely porch to sit in and a private entrance leading to the garden / carpark. The breakfast was freshly prepared each day with lots of variety and there was... More

Was this review helpful? Yes
Philadelphia, Pennsylvania
Senior Contributor
27 reviews 27 reviews
27 hotel reviews
Reviews in 23 cities Reviews in 23 cities
17 helpful votes 17 helpful votes
4 of 5 stars Reviewed 14 December 2012

Rhinebeck is a charming town for a weekend getaway, and The Looking Glass was an enjoyable place to stay; the house is lovely, and Cari is a personable hostess and willing to share suggestions. Located just a short distance from the center of town, in warmer weather it would be a pleasant walk. While the room was a bit small... More

Was this review helpful? Yes 1
NYC
Top Contributor
116 reviews 116 reviews
43 hotel reviews
Reviews in 68 cities Reviews in 68 cities
61 helpful votes 61 helpful votes
5 of 5 stars Reviewed 7 December 2012

Here's a B&B where the owner really cares and enjoys her role as hostess. We felt genuinely welcome and we were very comfortable in the room with the sunporch. The bed was nice, cozy and comfortable (homemade quilts). Note that there is no tv in the room, but there is a communal tv. They have an open pantry with all... More

Was this review helpful? Yes
See 2 more reviews by ReneeRon for Rhinebeck
washington
Reviewer
3 reviews 3 reviews
3 hotel reviews
Reviews in 3 cities Reviews in 3 cities
1 helpful vote 1 helpful vote
3 of 5 stars Reviewed 5 November 2012

I recently enjoyed a stay at the Looking Glass Bed and Breakfast. The decor could use some updating but the room was clean and comfortable and it was a short walk to all of the shops and restaurants. Cari - the hostess - was warm and welcoming. Compared with some of the other bed and breakfasts we have stayed in,... More

Was this review helpful? Yes 1
Penn Yan
Reviewer
4 reviews 4 reviews
Reviews in 2 cities Reviews in 2 cities
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 26 September 2012

Every year for the Hudson Valley Wine Festival my wife and I stay in this charming / elegant B&B. It is in the Village of Rhinebeck, 1/2 block walk from the center, with all the restaurants, farmer's market on Sunday, and shops. One of the best breakfasts, substantial, varied, fresh with very good quality. This past year we enjoyed the... More

Was this review helpful? Yes 1
See 2 more reviews by David D for Rhinebeck
Wayne, Pennsylvania
Top Contributor
91 reviews 91 reviews
31 hotel reviews
Reviews in 50 cities Reviews in 50 cities
67 helpful votes 67 helpful votes
4 of 5 stars Reviewed 21 September 2012

We spent one night here after visiting the CIA for lunch, FDR's home, and the Vanderbilt mansion all in Hyde Park, just a short distance away. The Looking Glass is in a very pleasant neighborhood within walking distance to the shops and restaurants in Rhinebeck. We particularly enjoyed the porch in the evening and then took our brekfast out there... More

Was this review helpful? Yes 1
Canton, Connecticut
2 reviews
Reviews in 2 cities Reviews in 2 cities
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 3 September 2012

Charming, relaxing B & B with a wonderful innkeeper. Rooms are lovely, with private bathrooms. Delicious, abundant breakfast with something for everyone, from egg dishes to amazing baked treats. Butler's pantry is a nice touch with fresh fruits, yogurt, and snacks. But the best feature is the amazing treatment here--warm but not intrusive and extremely accomodating. We were in town... More

Was this review helpful? Yes 1
Australia
Senior Reviewer
6 reviews 6 reviews
6 hotel reviews
Reviews in 6 cities Reviews in 6 cities
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 22 August 2012

As pre arranged with Cari, we arrived late and she was waiting with a very warm and welcoming greeting. Lovely room and bathroom, great breakfast, great location to walk in to town. Good onsite parking.

Was this review helpful? Yes 2
New York, New York, United States
1 review
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 14 May 2012

i loved it here. i came when i was pregnant to attend a week at omega. i had emailed cari with a few questions as it was my first pregnancy and she was sooo accommodating via email and also made me feel very comfortable with their cancellation policy. in fact she went over the top with her customer service as... More

Was this review helpful? Yes 4
New York City, New York
Senior Reviewer
9 reviews 9 reviews
9 hotel reviews
Reviews in 9 cities Reviews in 9 cities
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed 5 December 2011

If you're looking for a cozy B&B within an eight minute walk from the charming town of Rhinebeck, The Looking Glass B&B is an excellent choice. Our room (the Mitten room) had views on two sides, faced the back, and was extremely quiet. The queen bed was deliciously comfortable with plenty of pillows and hand made quilts by the mother... More

Was this review helpful? Yes 3
Saugerties Lighthouse
Great value on a similar hotel
Saugerties, Catskill Region
4.5 of 5 stars 15 Reviews
Check Rates
Still looking for a hotel?
Also consider these accommodations in or near Rhinebeck
The Red Hook Country Inn 4.5 of 5 stars 196 reviews Mohonk Mountain House 4.0 of 5 stars 894 reviews WhistleWood Farm Bed and Breakfa... 5.0 of 5 stars 231 reviews Olde Rhinebeck Inn 5.0 of 5 stars 170 reviews
Show Prices ABS:HotelCheckRates-d569231?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d99001?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
View all 2 hotels in Rhinebeck, ranked by popularity

Been to The Looking Glass Bed and Breakfast? Share your experiences!

Write a Review Add Photos Add Videos

Additional Information about The Looking Glass Bed and Breakfast

Address: 28-30 Chestnut Street, Rhinebeck, NY 12572 (Formerly Sleeping Beauty Bed and Breakfast)
Region: United States > New York > Rhinebeck
Hotel Style:
Ranked #3 of 13 B&Bs / Inns in Rhinebeck
Price Range: €€

Owners: What's your side of the story?

If you own or manage The Looking Glass Bed and Breakfast, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

  • Manage your listing