20 Best B&B in Round Top, NY - Bed and Breakfast from AED 536

A mountainous landscape with dense forests and a rocky cliff.

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Our top choices for Round Top bed & breakfast

1. Mountain Treasure B&B

Maplecrest

cynthia

AED 579 total

includes taxes & fees

11 Aug - 12 Aug

2. Antique Rose Inn Windham

Windham

David

AED 536 total

includes taxes & fees

11 Aug - 12 Aug

3. Albergo Allegria Hotel

Windham

Roy

AED 689 total

includes taxes & fees

11 Aug - 12 Aug

4. Fairlawn Inn

Hunter

Rachel

AED 1,027 total

includes taxes & fees

30 Aug - 31 Aug

Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, desk, laptop workspace, blackout drapes

5. Changing Times Boutique Country Lodging

Craryville

Jamie

AED 823 total

includes taxes & fees

11 Aug - 12 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

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Top Round Top Hotel Reviews

Pocketbook Hotel and Bath

10/10 Excellent

"Beautiful property, would stay again"

Hotel Vienna

10/10 Excellent

"Great weekend visit at Hotel Vienna with our 2 small dogs! Check in and check out were super easy, staff was helpful and accommodating, and the property was really quiet, very clean and super well maintained. The bathrooms were obviously recently renovated and very tastefully done, the bed was firm and linens soft and comfy. Breakfast was pastries, cereal, and yogurt; all were high quality, fresh and delicious. Cappuccino and tea were lovely. Shower pressure could have been a bit better, but that was literally the only downside. We did not have a chance to use the pool, but it looked very clean, located in a nice, stand-alone building with windows and skylights. Barrel sauna is just outside on the deck, and both are is surrounded by beautiful landscaping. The main building also has two sunny, well furnished decks, and there are fire pits with Adirondack chairs located about the property, and there's direct access to the Windham Path and dog park. Sad I missed the free Saturday morning yoga, but I'll definitely try to make it next time. All in all, this hotel was perfect, peaceful, and we'll definitely be back to explore all the things we missed!"

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"We had the most beautiful amazing stay! It was a bit hard to find our cabin when we got there because there was no maps or anything that we could access while driving with no reception in the area, but we eventually found it. Our air-conditioning didn’t work well in the unit and it was quite hot but other than that it was perfect and we will absolutely stay again, hopefully in the fall!"

Wylder Hotel Windham

10/10 Excellent

"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."

St. Charles Hotel

8/10 Good

"It’s basic, it’s simple, it gets the job done. I didn’t use the shower, but the sink water pressure was a little lower than preferred. It’s in a fantastic location at a great price for what you need. Clean rooms. Didn’t think it would be clean when I walked in, but it totally was. 2 small kids wanted to watch TV, and the WiFi wasn’t strong enough, that was the main issue for my stay. It did however work for iPads. What I will commend was that the owner (presumably) picked up the phone right away and sent the manager to help. It didn’t for the TV, but at least the iPads worked. A few WiFi extenders is likely all that’s needed. I’d definitely stay again. Thanks again St, Charles! And owner and manager."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"Excellent experience! Such a beautiful location. Room was absolutely perfect and staff was so helpful and accommodating. Breakfast was so good!! Such a perfect setting. I had to work a little in the morning and the lobby area was so perfect. Will be back, this time for fun not work!"

Frequently asked questions

Searching for B&Bs in Round Top?

Whether you're on a family vacation and want a small, cozy place to stay, or you're a solo traveler hoping to get some tips from locals, a B&B might be the right choice for your trip. When you want to explore some of the destination's attractions, Catskill State Park is worth a visit.

How do you know if a B&B is the best choice for you?

With attentive service, an atmosphere suited to mingling with other guests, and delectable breakfasts, B&Bs all have a unique setting.

What are the best B&Bs in Round Top?

Here are some well-liked B&Bs in the area: Albergo Allegria Hotel: 21 rooms. 10.2 mi (16.4 km) from the heart of Round Top. Enjoy the unique décor and library. Mountain Treasure B&B: 6 rooms. 7.9 mi (12.8 km) from the downtown core. Enjoy the free full breakfast and unique décor. Morning Glory B n B Woodstock NY: 5 rooms. Situated 15.7 mi (25.2 km) from the heart of Round Top. Fairlawn Inn: 9 rooms. 9.5 mi (15.3 km) from the heart of downtown. Enjoy the arcade game room and library. Antique Rose Inn Windham: 3 rooms. Located 9.5 mi (15.3 km) from the core of Round Top. Enjoy the free full breakfast and unique décor.

When should I stay at a B&B in Round Top?

When you're planning your escape to Round Top, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Round Top are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

What is there to do in Round Top?

If you want to check out some popular attractions in Round Top, you might enjoy a visit to Catskill State Park. North-South Lake Campground & Day Use Area and Kaaterskill Falls are also some sites to visit if you want to see more of the area.

How can I get to and around Round Top?

You can map out your trip in and around Round Top ahead of time with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 17 mi (27.3 km) away from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Round Top bed & breakfast

1. Mountain Treasure B&B

2. Antique Rose Inn Windham

3. Albergo Allegria Hotel

4. Fairlawn Inn

5. Changing Times Boutique Country Lodging

6. Morning Glory B n B Woodstock NY

Top Round Top Hotel Reviews

Pocketbook Hotel and Bath

Hotel Vienna

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Wylder Hotel Windham

St. Charles Hotel

voco James Newbury Hudson Valley by IHG

Courtyard by Marriott Kingston

Residence Inn by Marriott Kingston

Hampton Inn Kingston

Frequently asked questions

Explore a world of travel with Expedia

Search B&B in Round Top

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Round Top bed & breakfast

1. Mountain Treasure B&B

2. Antique Rose Inn Windham

3. Albergo Allegria Hotel

4. Fairlawn Inn

5. Changing Times Boutique Country Lodging

6. Morning Glory B n B Woodstock NY

Top Round Top Hotel Reviews

Pocketbook Hotel and Bath

Frequently asked questions

Explore a world of travel with Expedia