B&B in Kingston

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B&B in Kingston

A covered porch with rocking chairs and a red door.

A room with a leather armchair, a blue chair, a round table with a book and a vase, and large windows with curtains.

A dining area with a checkered floor, a round table, and red chairs.

A bedroom with a skylight, a bed with white linens, a wooden headboard, and a nightstand with a lamp.

1. Kingston Carriage House

Rondout

$242

$282 total

includes taxes & fees

Nov 2 - Nov 3

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

A stone building with a chimney, a pool, and a sign for Shandaken Inn.

A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

2. Shandaken Inn

Shandaken

$158

$177 total

includes taxes & fees

Oct 27 - Oct 28

A serene garden with a stone pathway, a small bridge, and a bench.

A rustic wooden pergola in a garden with a house in the background.

A dining area with a wooden table, chairs, a chandelier, and a view of the outdoors through large windows.

A room with a large tapestry, two wicker chairs, a small table, and a globe lamp.

3. Morning Glory B n B Woodstock NY

Woodstock

$219

$245 total

includes taxes & fees

Nov 2 - Nov 3

A park with Adirondack chairs and a table, surrounded by trees.

A vintage car parked in front of a house surrounded by trees.

A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

A lamp post in a grassy area with autumn foliage in the background.

4. Mountain Treasure B&B

Maplecrest

$166

$179 total

includes taxes & fees

Oct 20 - Oct 21

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

5. Antique Rose Inn Windham

Windham

$135

$146 total

includes taxes & fees

Oct 12 - Oct 13

A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

A living room with a fireplace, red walls, and a patterned rug.

A cozy living room with a wicker sofa, a round coffee table, and a piano in the background.

A two-story house with a red and beige exterior, a covered porch, and a snow-covered roof.

6. River Run Bed and Breakfast

Fleischmanns

$159

$175 total

includes taxes & fees

Nov 1 - Nov 2

A large, two-story house with multiple porches and string lights.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

7. Albergo Allegria Hotel

Windham

$174

$188 total

includes taxes & fees

Oct 12 - Oct 13

A vintage black car parked on a road with a white fence and trees in the background.

A two-story house with a front porch, a garage with a red car, and a driveway with a black car.

A bedroom with two single beds, a nightstand with a lamp, a wooden chair, a door, and a wall-mounted light fixture.

A dining area with wooden chairs and tables, a central wooden display cabinet with glass doors, and a green-lit wall lamp.

8. Jenny's Country Manor

Red Hook

$140

$158 total

includes taxes & fees

Oct 12 - Oct 13

A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

A richly decorated living room with a sofa, a coffee table, and a colorful stained glass lamp.

A covered porch with a red floor, potted plants, and red umbrellas.

A pathway lined with trees and illuminated string lights, leading to a building with a visible entrance.

9. Fairlawn Inn

Hunter

A stone bridge over a calm river surrounded by autumn foliage.

A dining area with a wooden table set for four, surrounded by chairs.

A snowy landscape with trees and a bench.

A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

10. Journey Inn Bed & Breakfast

Hyde Park

$242

$273 total

includes taxes & fees

Nov 1 - Nov 2

A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

A hallway with a table, a vase with flowers, a framed picture, and a painting on the wall.

A garden with various plants and flowers, a white fence, and outdoor furniture.

A formal dining table set with plates, cutlery, and wine glasses, surrounded by chairs.

11. Millbrook Country House Bed & Breakfast

Millbrook

$240

$272 total

includes taxes & fees

Oct 15 - Oct 16

A living room with a fireplace, a ceiling fan, a flat-screen TV, and a coffee table.

A kitchen with a stainless steel sink, wooden cabinets, a granite countertop, and a coffee maker.

12. Tin Brook Bed & Breakfast

Walden

$138

$156 total

includes taxes & fees

Oct 13 - Oct 14

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

A room with a white door, a window, and a wall with various framed pictures.

A two-story house with a porch, a front door, and a mailbox.

A fire pit with two Adirondack chairs, a table with drinks, and a house in the background.

13. Changing Times Boutique Country Lodging

Craryville

$200

$224 total

includes taxes & fees

Oct 13 - Oct 14

A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

A red barn with a small window, surrounded by lush greenery and trees.

A cozy living room with a fireplace, wooden floors, and a comfortable seating area.

A spacious room with wooden flooring, a large window, a cabinet, and a small table with a bowl of fruit.

14. it's a good thing

Clinton Corners

$179

$203 total

includes taxes & fees

Oct 13 - Oct 14

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

A room with two yellow armchairs, a small table with a lamp, a framed painting on the wall, and a window with curtains.

A cozy living room with a dark blue sofa, patterned armchair, and a wooden fireplace.

A staircase with a wooden handrail and a wall with three framed paintings of forest scenes.

15. Inn at Pine Plains

Pine Plains

$275

$311 total

includes taxes & fees

Oct 12 - Oct 13

A large two-story house with a snow-covered roof and a front porch.

A neatly made bed with a headboard, two bedside tables with lamps, and a window with sheer curtains.

A two-story house with a gabled roof, a front porch with a railing, and a small front yard with yellow flowers.

A neatly made bed with patterned pillows, a painting above it, and two bedside lamps.

16. Meadowood Inn

Arkville

$122

$159 total

includes taxes & fees

Oct 15 - Oct 16

A rustic hall with wooden beams, long tables set for dining, and a high ceiling with exposed beams.

A living room with a fireplace, two armchairs, and a coffee table.

A tent with a wooden interior, including a sofa, a dresser, and a fireplace.

A bedroom with a four-poster bed, a television mounted on the wall, and a large window with curtains.

17. Stonehill's Farmhouse

Accord

$216

$292 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

A wooden interior with a table, chair, and a view of a red barn through an open door.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

18. Inn at Silver Maple Farm

East Chatham

$174

$195 total

includes taxes & fees

Nov 8 - Nov 9

A large, multi-story house with a snow-covered roof and a prominent tower.

A covered patio with wicker furniture, a table set for dining, and potted plants.

A well-maintained lawn with a few trees and a large building in the background.

A room with a chessboard, a sofa, a bookshelf, and a patterned carpet.

19. Margaretville Mtn Inn B&B and Village Suites

Margaretville

$145

$170 total

includes taxes & fees

Nov 1 - Nov 2

A large, white, two-story building with a symmetrical facade, central entrance, and columns.

A grand hallway with ornate stained glass windows, a central column, and a chandelier.

A couple lying on a blanket outdoors with a picnic setup including a cake, fruits, and drinks.

A fireplace with a mantel displaying framed photos, a clock, and a tiled backsplash.

20. The Queen of the Catskills B&B

Stamford

$214

$235 total

includes taxes & fees

Oct 25 - Oct 26

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Top neighborhoods in Kingston

A church with a tall steeple and arched windows.

Stockade District

Kingston's Stockade District transports you to colonial America with its 17th-century stone houses and historic landmarks. Wander cobblestone streets past the 1658 Senate House where New York's first government met, or explore the Old Dutch Church with its ancient cemetery. The district hosts cultural events and galleries that showcase Kingston's rich heritage, all within a pedestrian-friendly historic core. Farm-to-table restaurants and cozy taverns occupy converted colonial buildings, serving Dutch-inspired cuisine to hungry history buffs. Most attractions are within a 30-minute stroll, though those cobblestones demand sturdy shoes. Boutique B&Bs in historic homes offer authentic stays with period furnishings and personal host interaction.

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A historic steamboat docked under a bridge, a small white building, and a paved walkway with benches.

Rondout

Roundout in Kingston lets you step back in time along cobblestone streets lined with 19th-century warehouses. The Hudson River Maritime Museum and Trolley Museum showcase the area's industrial past, while the waterfront buzzes with pleasure boats and kayakers. Stroll past art galleries housed in limestone buildings or catch river views from the historic lighthouse. Waterfront restaurants serve farm-to-table meals with Hudson Valley flavors in converted industrial spaces. Victorian B&Bs and boutique inns offer charming stays with period touches. The compact historic district is best explored on foot, with easy access to the creek paths and scenic river overlooks.

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Top landmarks in Kingston

Senate House State Historic Site

8.6/10 (49 reviews)

If you're planning a bit of sightseeing head to Senate House State Historic Site— just one of the monuments in Stockade District.

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Ashokan Rail Trail- Woodstock Dike Trailhead

8.0/10 (14 reviews)

Ashokan Rail Trail- Woodstock Dike Trailhead is 6.6 mi (10.6 km) from central Kingston, why not stop by during your stay.

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Ulster Performing Arts Center

7.0/10 (34 reviews)

Ulster Performing Arts Center is in the heart of Kingston, so why not stop by during your stay. If you have fun at Ulster Performing Arts Center, you'll love Hudson River Maritime Museum and Dutchess County Fairgrounds, both located nearby.

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Kingston Rondout Visitor Center

8.4/10 (46 reviews)

Kingston Rondout Visitor Center is worth a pic or two when discovering Rondout.

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Kingston Point Beach

6.6/10 (7 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Kingston Point Beach is a spot you might want to check out, located 1.9 mi (3 km) from central Kingston. If you want to continue walking by the waves, head to Flint Beach and Esopus Meadows Beach.

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Hudson River Maritime Museum

8.4/10 (45 reviews)

Hudson River Maritime Museum is just one of the attractions in Rondout, Kingston so you might want to stop by during your trip. If you want to experience more of the culture Kingston has to offer, head to Kingston Rondout Visitor Center, Kingston Point Beach, and Ulster Performing Arts Center.

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Hudson Valley Mall

7.2/10 (72 reviews)

If you like shopping, take time out to go to Hudson Valley Mall when in Kingston.

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The Chateau

If you're looking for things to do when staying in Kingston, go to The Chateau.

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Kingston and related destinations

Wander through the Stockade District, where stone houses from the 1700s survived British torches during the Revolution. The city's brief tenure as New York's first capital adds gravitas to Senate House State Historic Site. Along the revitalized waterfront, the Hudson River Maritime Museum chronicles the area's nautical past while nearby shops occupy centuries-old buildings. Catch live music at the magnificently restored Ulster Performing Arts Center, with its perfect acoustics. The Trolley Museum offers rides on vintage streetcars from this former transport hub. Kingston Point Beach provides riverside relaxation, while the surrounding Hudson Valley beckons with landscapes that inspired an entire art movement.

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A lighthouse on a small island in a lake, surrounded by lush greenery and a clear sky.

Find out more about Kingston

Spend time appreciating the live music, the entertainment choices and the historic sites in Kingston. If you're visiting during colder months, enjoy activities such as skiing during your stay. Nature lovers can visit Esopus Creek and Ashokan Rail Trail- Woodstock Dike Trailhead. And while you're here, be sure to stop by Ulster Performing Arts Center and Hudson River Maritime Museum.

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