Top B&B in Town of Olive in 2026

A mountainous landscape with autumn foliage.

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Our top choices for Town of Olive bed & breakfast

1. Shandaken Inn

Shandaken

Amit

2. Kingston Carriage House

Rondout

Edward

AED 952 total

includes taxes & fees

26 Aug - 27 Aug

3. Journey Inn Bed & Breakfast

Hyde Park

Charles

AED 1,027 total

includes taxes & fees

10 Sep - 11 Sep

4. Mountain Treasure B&B

Maplecrest

Daniel

AED 579 total

includes taxes & fees

24 Aug - 25 Aug

Breakfast, lunch, dinner and brunch served

5. Stonehill's Farmhouse

Accord

etgar

AED 1,037 total

includes taxes & fees

27 Aug - 28 Aug

Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

6. Morning Glory B n B Woodstock NY

Woodstock

Alonso

AED 860 total

includes taxes & fees

6 Sep - 7 Sep

7. Fairlawn Inn

Hunter

Rachel

AED 1,107 total

includes taxes & fees

29 Aug - 30 Aug

Signature Suite, Balcony, Mountain View | Terrace/patio

8. Arts Inn

Fleischmanns

Taylor

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Top Town of Olive Hotel Reviews

Hampton Inn by Hilton New Paltz

8/10 Good

"Great location in New Paltz but it's overpriced unless you NEED to stay in the town. Plenty of comparable if not more reasonably priced hotels within 30 minute ride. Staff was great. Close to downtown and campus. Rooms were spacious--AC was ok but pillows WAY too small and sheets barely fit bed."

Beekman Arms and Delamater Inn

8/10 Good

"The Beekman Arms is a beautiful, historic hotel, and there is much to like about it. However, be warned: There is no elevator, and in its several buildings, the stairs are steep. Also be warned: the complementary breakfast is served in only one of the buildings (not the main one), and a walk of a block or two, depending on where you are staying, may be necessary, at times in the rain. On our second day there, the breakfast was disappointing, with the variety of breads and pastries present on our first day replaced by only one kind of bread and a soft roll. There were also no herbal teas available and only one variety of instant oatmeal. Our room on the second floor of the main house was charming but tiny, taken up mostly by a four-poster bed that, for my wife, was about chest high. The stool provided to enable her to get into it was helpful, but some might be put off. The huge, thick mattress was, however, quite comfortable. We got an unusually good rate on the room, due (according to the hotel) to the 250th anniversary year of the U.S. I would say it is questionable whether, with all its quirks and the tiny room, our stay would have been worth the higher, usual rate. But it was interesting to stay at an historic site decorated with authentic memorabilia of its illustrious past."

Emerson Resort & Spa

8/10 Good

"The Emerson is a great resort/spa. Our room was just beautiful, clean , and comfortable. However, you will need to plan your stay well before you arrive since spa treatments book up quickly. My stay was spur of the moment so there was no availability, not even for a pedicure. Also be advised that there is no cell service (didn’t matter to me) but there is WiFi. I was aware that the restaurant was closed on the days of my stay so I can’t comment on the food. Even though this is a nice place, I don’t think I’ll be staying here again."

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Town of Olive bed & breakfast

1. Shandaken Inn

2. Kingston Carriage House

3. Journey Inn Bed & Breakfast

4. Mountain Treasure B&B

5. Stonehill's Farmhouse

6. Morning Glory B n B Woodstock NY

7. Fairlawn Inn

8. Arts Inn

9. Breezy Hill Inn

10. Coldbrook Bed and Breakfast

11. Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

12. Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

13. Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast

14. Serene 2-bedroom bed & breakfast in charming Saugerties

15. The Stone House B&B

16. A Kingston Bed & Breakfast

17. Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

18. The Homestead

19. VacationHouse Bed & Breakfast

Top Town of Olive Hotel Reviews

Hampton Inn by Hilton New Paltz

Kaatskill Mountain Club & Condos by Vail Resorts

Beekman Arms and Delamater Inn

Howard Johnson by Wyndham Saugerties

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Courtyard by Marriott Kingston

Emerson Resort & Spa

Americas Best Value Inn New Paltz

Residence Inn by Marriott Kingston

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