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  • Upfront pricing

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Check prices for these dates

Next weekend
Mar 13 - Mar 15
In two weeks
Mar 20 - Mar 22
In one month
Apr 3 - Apr 5
In two months
May 1 - May 3

Our top choices for Round Top bed & breakfast

Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (113 reviews)
"Great experience, looking forward to staying again."
United States
Greg
$150 nightly
The price is $168
Mar 6 - Mar 7
Total with taxes and fees
Changing Times Boutique Country Lodging
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.4 out of 10, Very Good, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
United States
Andrew
$199 nightly
The price is $223
Mar 8 - Mar 9
Total with taxes and fees
Morning Glory B n B Woodstock NY
Property amenity

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
$127 nightly
The price is $137
Mar 29 - Mar 30
Total with taxes and fees
Mountain Treasure B&B
Garden

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (11 reviews)
"The premises (and the room) were immaculate and aesthetically appealing, the ambiance was superb, and the host (Jonathan) was courteous, accommodating, and charming."
United States
Douglas
$309 nightly
The price is $334
Apr 5 - Apr 6
Total with taxes and fees
Amaya Bed&Breakfast
Exterior

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
$135 nightly
The price is $146
Mar 9 - Mar 10
Total with taxes and fees
Antique Rose Inn Windham
Outdoor dining

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.
$159 nightly
The price is $172
Mar 8 - Mar 9
Total with taxes and fees
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (275 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
$156 nightly
The price is $169
Mar 8 - Mar 9
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant
Exterior detail

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
$169 nightly
The price is $183
Mar 8 - Mar 9
Total with taxes and fees
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

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
$180 nightly
The price is $194
Mar 8 - Mar 9
Total with taxes and fees
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Terrace/patio

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
$189 nightly
The price is $204
Mar 8 - Mar 9
Total with taxes and fees
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
Exterior

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
"Lovely stay"
United States
Deborah
$259 nightly
The price is $280
Mar 14 - Mar 15
Total with taxes and fees
Fairlawn Inn
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.
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Top Round Top Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

8/10 Good
"Rooms were very clean. After hour support was great when we had an issue with the heat not working in our original premium room (big issue when it’s 20 degrees out). Thankfully they were practically empty and were able to switch to a comparable room in the next building. Addie was by far our favorite staff member who was full of life and cheer. Espresso on tap was a plus just wish it was in the room itself. WiFi was TERRIBLE. If you expect to get any work done while away which is very important or would like to stream a show in the cabins, think again lol. The beds & couches were super comfy. The worst part of the room besides the WiFi was the TV. It was beyond mediocre for the sheer size of the room. You could not comfortably see it from the bed or the couch. Also because of the terrible WiFi the tv would constantly cut out. Other wise the local area restaurants are great. Other than that there is not much to do if you do not ski. 2 nights is more than enough. Maybe the summer is better"
Matthew 2-night trip
Posted 20 hours ago
Woodstock Way Hotel

Find out more about Round Top

Round Top B&B information

Number of reviews
977
Accommodation
17 B&B
Lowest Price
$137
Highest Price
$334

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Round Top?
Prices for B&Bs in Round Top often vary, but you can find a great deal from $137 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Round Top B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Round Top?
The best time to book a B&B in Round Top is during the spring months of March to May, when the town comes alive with vibrant flowers and pleasant weather, making it ideal for outdoor activities. This period attracts travelers who appreciate the charm of Round Top, especially with the famous Round Top Antique Show taking place in the spring, drawing collectors and enthusiasts from all over.

April is typically the most popular month to visit, offering comfortable temperatures ranging from the mid-50s to the low 80s Fahrenheit. During this time, visitors can enjoy leisurely strolls through the picturesque landscape, explore local shops, and participate in art events that showcase the region's creative spirit.

For those looking for a more budget-friendly experience, consider planning your trip in December. While this month may be quieter, it offers a unique opportunity to enjoy Round Top's cozy atmosphere, great for a peaceful retreat or a romantic getaway.
What is the difference between a Round Top Bed & Breakfast and a hotel?
Every Round Top B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Round Top B&Bs.

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