A mountainous landscape with dense forests and a rocky cliff.

Search B&B in Round Top

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Round Top bed & breakfast

Front of property

1. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (137 reviews)
"A fantastic stay!"
United States
David
The price is AED 496
AED 536 total
includes taxes & fees
28 Sep - 29 Sep
Antique Rose Inn Windham
Property amenity

2. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (303 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is AED 610
AED 659 total
includes taxes & fees
18 Oct - 19 Oct
Mountain Treasure B&B
Exterior

3. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (286 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is AED 638
AED 689 total
includes taxes & fees
28 Sep - 29 Sep
Albergo Allegria Hotel
Outdoor dining

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

Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Maplecrest
10.0 out of 10, Exceptional, (1 review)
"Agnes was an amazing host! Our stay was incredibly smooth and convenient. The drive to Hunter Mountain was just a short 15 minutes, making it so easy to get there. Breakfast was absolutely delicious, and it was a special touch knowing the eggs were from their own farmed chickens. When it was time to check out, they went above and beyond by helping us clear the snow off our car! We had such a great experience and will definitely be coming back for another visit!"
United States
Tiffany J.
The price is AED 511
AED 631 total
includes taxes & fees
28 Sep - 29 Sep
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Exterior

5. Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (441 reviews)
"We had the most lovely stay. It was really cute and the host was so friendly. The breakfast on the wrap around porch was the cherry on top of a great weekend."
United States
Rachel
The price is AED 951
AED 1,027 total
includes taxes & fees
4 Oct - 5 Oct
Fairlawn Inn
Terrace/patio

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

Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Maplecrest
The price is AED 580
AED 718 total
includes taxes & fees
7 Oct - 8 Oct
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Exterior detail

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

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Maplecrest
The price is AED 544
AED 674 total
includes taxes & fees
30 Sep - 1 Oct
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Terrace/patio

8. 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

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
Maplecrest
The price is AED 609
AED 749 total
includes taxes & fees
25 Oct - 26 Oct
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
Deluxe Room, 1 King Bed, Ensuite | Premium bedding, desk, laptop workspace, blackout drapes

9. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
The price is AED 735
AED 823 total
includes taxes & fees
28 Sep - 29 Sep
Changing Times Boutique Country Lodging
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

10. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (169 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is AED 804
AED 901 total
includes taxes & fees
27 Sep - 28 Sep
Morning Glory B n B Woodstock NY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Round Top Hotel Reviews

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Excellent property. Clean and nice rooms and pool. Really nice breakfast and coffee areas. Nice staff"
Richard 1-night trip
Posted 14 hours ago
Hampton Inn Kingston

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.

Explore a world of travel with Expedia