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
Book on
TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Prices from our online travel partners are not available
We can't find prices for this hotel
Our online travel partners don't provide prices for this accommodation, but we can search other options in Rhinebeck
Check In Check Out
Show Prices
Management photos
The Looking Glass Bed and Breakfast
View Map
Add Photo Write a Review

41 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
Maryland
Level Contributor
50 reviews
27 hotel reviews
common_n_hotel_reviews_1bd8 23 helpful votes
4 of 5 stars Reviewed November 7, 2014

The Looking Glass was perfect for our needs but I can see why others say it needs updating. In a sense, I agree with that. Updating would take it up a notch... it is not a 5-star luxury kind of place. But, in some ways the old school feel is part of its charm. We were here to visit friends... More 

Helpful?
2 Thank KP_McGlobetrotter14
West Newbury, Massachusetts
Level Contributor
27 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 12 helpful votes
4 of 5 stars Reviewed September 22, 2014

My wife and I stayed at The Looking Glass last weekend to attend an event in the area. This is a very nice, older B&B on a quiet street with just a short walk into Rhinebeck. The B&B could use a little updating, but it was very nice and inviting. The host, Cari, was wonderful and very accommodating. We arrived... More 

Helpful?
Thank Paul N
Floral Park, New York, United States
Level Contributor
33 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
3 of 5 stars Reviewed June 21, 2014

The good: nice innkeeper good breakfast, we'll stocked pantry,good location. The rest: Our room was quite small,very tiny bathroom with the sink in the room. Do not hit your head on the shelf right above sink. Musty curtains, thin layer of dust. Back porch off room nice, but needs an update. Plenty of parking, grounds pretty. No TV In room-----very... More 

Helpful?
Thank Cathy B
New York City, New York
Level Contributor
11 reviews
8 hotel reviews
common_n_hotel_reviews_1bd8 14 helpful votes
5 of 5 stars Reviewed November 3, 2013

Sweet, comfortable, safe, homey: these words sum up this B & B. Nice location on a residential, tree-lined street with parking and close to everything. A very nice host. The breakfast was awesome and the butler's pantry well-stocked - an unusual gesture of hospitality. I recommend!

Helpful?
Thank lovetotravel60763
Montreal, Canada
Level Contributor
54 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 24 helpful votes
5 of 5 stars Reviewed September 3, 2013

I am not a Bed and Breakfast person, as it were....I don't seek them out, but in this case, it was the best option. So with that said, I am really glad I picked The Looking Glass. The hosts were thoughtful and gracious; the home was clean and well maintained. The bed was comfortable and the food was homemade and... More 

Helpful?
1 Thank lionsandlynx
Washington, DC
Level Contributor
20 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 34 helpful votes
5 of 5 stars Reviewed September 3, 2013

Stayed during the week of the fair. Central location made it easy to walk to local restaurants, stores, and the fairgrounds and onsite (and off street) parking made it easy to get around with the added traffic. Owner was friendly and efficient without being intrusive. Beds were comfortable, breakfast was excellent, we didn't notice any noises at night (from outside... More 

Helpful?
1 Thank Bizzleton
Northampton, Massachusetts
Level Contributor
31 reviews
24 hotel reviews
common_n_hotel_reviews_1bd8 31 helpful votes
5 of 5 stars Reviewed September 2, 2013

The rooms were comfortable and clean and nicely decorated. It really felt like your own home because the family's quarters were separate from the lodging so you could use the livingroom without feeling like you were imposing. The breakfast was delicious with hot scones from the oven, an egg dish, fresh fruit and a pastry. The whole feel of the... More 

Helpful?
Thank BetsyRider
Huntington, New York
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 8, 2013

If you want delicious breakfasts, a gracious host, and a Bed and Breakfast in walking distance to town, The Looking Glass is the place for you. The Looking Glass is clean, comfortable, and its owner, Carrie, is a wonderful cook with great advice about the town. The location couldn't be better - right around the corner from the town's shops... More 

Helpful?
1 Thank Mel913
Oxford, United Kingdom
Level Contributor
10 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed May 27, 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 

Helpful?
Thank Isobeleast
Philadelphia, Pennsylvania
Level Contributor
44 reviews
44 hotel reviews
common_n_hotel_reviews_1bd8 36 helpful votes
4 of 5 stars Reviewed December 14, 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 

Helpful?
2 Thank trvlgirl2010
Questions? Get answers from hotel staff and past guests. Ask a question

5 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All Traveler Photos (5)
Viewed
Room/Suite (1)
Viewed
Other (4)
Check In Check Out
Show Prices
Hotels you might also like...
Also consider these accommodations in or near Rhinebeck
5.1 mi away
Hampton Inn Kingston
Hampton Inn Kingston
#1 of 9 in Kingston
4.5 of 5 stars 590 reviews
4.9 mi away
Courtyard by Marriott Kingston
9.8 mi away
Roosevelt Inn
Roosevelt Inn
#1 of 4 in Hyde Park
4.5 of 5 stars 259 reviews
Show Prices
Show Prices
Show Prices
6.2 mi away
BEST WESTERN PLUS Kingston Hotel and Conference Center
10.2 mi away
Diamond Mills Hotel
Diamond Mills Hotel
#2 of 7 in Saugerties
4.0 of 5 stars 114 reviews
1.7 mi away
Old Stone Farm
Old Stone Farm
#5 of 16 in Rhinebeck
5.0 of 5 stars 21 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

#