Hotels in Annandale-on-Hudson

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Where to stay in Annandale-on-Hudson?

A hotel room with two beds, a desk, and a large window.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

An outdoor patio with a round table and orange chairs, a black metal fence, and string lights.

A stone building with multiple windows and a door, situated on a street corner.

1. Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

$130

$146 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor patio with a fire pit, seating, and a building in the background.

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

A modern hotel room with a grey sofa, an orange armchair, a small wooden table, and a large window with sheer curtains.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

2. Courtyard by Marriott Kingston

Kingston

$127

$142 total

includes taxes & fees

Oct 25 - Oct 26

A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

A candy store with shelves of various treats and a sign that reads "TREATS".

An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

3. Hampton Inn Kingston

Kingston

$141

$157 total

includes taxes & fees

Oct 26 - Oct 27

A spacious lobby with a fireplace, comfortable seating, and large windows.

An outdoor patio with a fire pit, wicker furniture, and a red building in the background.

An indoor swimming pool with lounge chairs and a view of the outside.

A multi-story hotel with a well-lit entrance, a flag, and a sign indicating it is a Marriott Residence Inn.

4. Residence Inn by Marriott Kingston

Kingston

$143

$160 total

includes taxes & fees

Oct 4 - Oct 5

A landscaped garden with coniferous trees and a bed of yellow flowers.

A compact kitchenette with a microwave, a small refrigerator, and a flat-screen TV mounted on the wall.

A flat-screen TV mounted on a wall above a wooden countertop.

5. Hudson Valley 9w Motel

Lake Katrine

$95

$156 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with a glass ceiling, indoor seating, and a brick wall.

A restaurant with booths, tables, and a bar area.

A bar area with a long counter, multiple bar stools, and a television mounted above the bar.

6. Kingston Regency Inn

Kingston

$129

$159 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.

A hotel room with two beds, a TV, a dresser, and a door leading to another room.

A Howard Johnson Inn with a beige facade, red trim, and a clear blue sky with clouds.

7. Howard Johnson by Wyndham Saugerties

Saugerties

$139

$156 total

includes taxes & fees

Sep 27 - Sep 28

A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

A covered outdoor dining area with tables set for two, featuring white tablecloths and black metal chairs.

A wooden interior with a barrel and a wine rack.

A bar area with a variety of liquor bottles, a menu board, and a rustic wooden backdrop.

8. Beekman Arms and Delamater Inn

Rhinebeck Village

$152

$172 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

A hotel room with a bed, desk, chair, TV, and kitchenette.

A reception area with a wooden reception desk, a television mounted on the wall, a blue sofa, and a fireplace with plants.

A hotel room with a bed, a desk, a sofa, and two lamps.

9. Comfort Inn Saugerties

Saugerties

$169

$189 total

includes taxes & fees

Sep 27 - Sep 28

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

A modern house with a sloped roof, large windows, and a well-maintained lawn.

A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.

10. AutoCamp Catskills

Saugerties

$151

$209 total

includes taxes & fees

Oct 20 - Oct 21

A modern bedroom with a large bed, a red sofa, a fireplace, and a television.

A wooden deck with wicker chairs and a small table, overlooking a forested area.

A window with a view of a forested area, a small potted plant, and a black kettle on the windowsill.

A room with a long wooden table, multiple chairs, a sofa, and large windows offering a forest view.

11. The Harlow House

Rhinebeck

$198

$225 total

includes taxes & fees

Sep 29 - Sep 30

A hotel room with two beds, a nightstand, a lamp, and two framed pictures on the wall.

A compact hotel room with a wooden dresser, a television, a microwave, a small refrigerator, a trash bin, and a chair.

A bathroom with a walk-in shower, grab bars, and a white tiled wall.

A multi-story hotel with a flat roof, large windows, and a brick facade.

12. Super 8 by Wyndham Kingston

Kingston

$88

$99 total

includes taxes & fees

Oct 4 - Oct 5

A row of metal chairs and a wooden barrel on a concrete floor against a wooden wall.

A hotel room with two beds, a desk with a lamp, a chair, a coffee machine, and a window with curtains.

A hotel room with two beds, a nightstand with a lamp, a chair, and a window with curtains.

A two-story building with a covered porch and a stone chimney.

13. Rhinebeck Village Inn

Rhinebeck Village

$119

$135 total

includes taxes & fees

Oct 26 - Oct 27

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A bar with a patterned floor, bar stools, and a bar counter with taps.

A historic hotel with a prominent tower and a brick facade.

14. Diamond Mills Resort

Saugerties

$269

$326 total

includes taxes & fees

Sep 27 - Sep 28

A room with a view of a lake, a balcony with a table and chairs, and a sofa.

A building with a yellow exterior, a door with a glass panel, a potted plant, and a sign indicating accessibility.

A single bed with a wooden frame, white bedding, and a patterned throw. There is a wooden floor and a small rug in front of the bed.

A bathroom with a freestanding bathtub, a window with blinds, and a towel rack.

15. Rhinecliff Hotel

Rhinecliff

$191

$217 total

includes taxes & fees

Sep 27 - Sep 28

A blue door with a white frame, a small table with a chair, a rug, and potted plants on the porch.

A living room with a sofa, a round table, and a wooden bench. There is a door and a framed picture on the wall.

A red brick building with a blue door, white windows, and a small garden with a chair and plants.

16. The Wiltwyck

Kingston

$119

$189 total

includes taxes & fees

Sep 28 - Sep 29

A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

A bedroom with a bed, desk, chair, and a window with curtains.

A room with a wooden desk, a chair, a coffee maker, a framed picture, a vase with flowers, and a bed.

A modern bathroom with a marble floor, a large mirror, and a towel rack.

17. Overlook Hotel

Saugerties

$175

$196 total

includes taxes & fees

Sep 28 - Sep 29

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

A living room with a fireplace, a sofa, a chair, and a coffee table.

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

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

18. Jenny's Country Manor

Red Hook

$140

$158 total

includes taxes & fees

Sep 27 - Sep 28

A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

A long wooden table with a vase of flowers, candles, and glass bottles, surrounded by chairs.

A white house with a porch, surrounded by greenery and flowering plants.

A tent with a bed, a chair, and a small table.

19. Gatherwild Ranch

Germantown

$223

$272 total

includes taxes & fees

Sep 27 - Sep 28

View all properties

Go beyond your typical stay in Annandale-on-Hudson

Top landmarks in Annandale-on-Hudson

Bard College

8.6/10 (100 reviews)

If you'd like to get a taste of Annandale-on-Hudson student life, check out Bard College, in the heart of the town.

See properties

Hessel Museum of Art

If you like art, you might want to browse the collections at Hessel Museum of Art in the heart of Annandale-on-Hudson. If you want to experience more of the culture Annandale-on-Hudson has to offer, head to Bard College, Falling Waters Preserve, and Saugerties Lighthouse.

See properties

Check out reviews of Annandale-on-Hudson hotels guests love

Residence Inn by Marriott Kingston

Kingston

10/10 Exceptional

We loved the breakfast area. It offered many choices. It was fun. We usually never go to breakfast when it is offered in a hotel. We tried to make the breakfast everyday here. The lounge area and eating area were very comfortable. There was no coffee left out after breakfast though. The staff were very nice. I never used the pool or gym so I have no opinion there. The room was a one bedroom studio suite with a king bed. The bathroom was outside of the bedroom so my son didn’t have to walk...

Anonymous traveler

AutoCamp Catskills

Saugerties

10/10 Exceptional

Nickolas

Overlook Hotel

Saugerties

10/10 Exceptional

One night stay in a newly renovated, beautiful room. Thoughtful touches throughout. Big, brand new bathroom with a fancy shower. Even though it was right next to the hi-way, it was quiet. The appearance of the hotel from the outside was unique so we weren’t sure what to expect, but everything was great. We weren’t there long enough to use the outside bbq area. There are a lot of sketchy motels on the road near it and the front outside is being renovated so we held our breath, but no need....

Karen

The Harlow House

Rhinebeck

10/10 Exceptional

The Harlow House is a unique, modern hotel. The room was clean, beautiful, and thoughtfully designed. We really enjoyed the king bed and spacious bathroom. Air conditioning worked great and kept us comfortable. Check in was easy. The owner was attentive and quick to respond. The hotel is stunning, situated in the middle of the woods on a quiet, and well kept plot of land. We awoke to a serene setting featuring a family of deer grazing in the nearby woods. It’s only a few minutes drive to...

Matthew

A living room with a fireplace, green sofa, and a leopard print armchair.

A wooden deck with outdoor seating and a house in the background.

A white house with a green door, black trim, and a porch with a lantern.

A modern bedroom with a large bed, a bedside table with a lamp, a view of greenery outside, and a checkered rug.

Twin Gables of Woodstock

Woodstock

10/10 Exceptional

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

A building with a central entrance, multiple windows, and outdoor seating.

A staircase with ornate black railings and a large chandelier.

A swimming pool with a person in the water, surrounded by outdoor furniture and a building with a balcony.

Mirbeau Inn & Spa

Rhinebeck Village

10/10 Exceptional

Paula

A restaurant with orange seating, white tablecloths, and potted plants.

A living room with a red patterned rug, a blue armchair, a yellow sofa, and a black coffee table.

A room with a red accent wall, a large potted plant, and a small stool.

A cozy living room with a wood-burning stove, wicker furniture, and a bookshelf.

Hotel Kinsley

Stockade District

10/10 Exceptional

Brian

Comfort Inn Saugerties

Saugerties

10/10 Exceptional

Jess

A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.

A picnic setup with a table, food, drinks, and binoculars by a stream.

A cozy living room with a fireplace, comfortable seating, and a dining area with a table set for four.

A bedroom with a large bed, a fireplace, a TV, and a painting on the wall.

The Woodstock Inn on the Millstream

Woodstock

10/10 Exceptional

Susan

A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

A hotel room with two beds, a wooden dresser, a television, and a stone wall.

A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

A swimming pool with lounge chairs and a red building in the background.

Red Ranch Motel

Catskill

10/10 Exceptional

Ellie

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Exceptional

Maria

Hampton Inn Kingston

Kingston

10/10 Exceptional

Marie

Hudson Valley 9w Motel

Lake Katrine

10/10 Exceptional

Mark

Beekman Arms and Delamater Inn

Rhinebeck Village

10/10 Exceptional

John

The Wiltwyck

Kingston

10/10 Exceptional

I was in the lower level suite with king size bed, living room and kitchen. It certainly went beyond my expectations and was very affordable. The historic house is beautifully renovated with attention to detail. To Make matters even better , there's an unbelievable French restaurant one block away. In addition it is in a very safe neighborhood. I highly recommend this property unless you have any mobility issues. The driveway is incredibly steep as are the stairs. If you have someone to drop...

Lin

Diamond Mills Resort

Saugerties

10/10 Exceptional

Anonymous traveler

Rhinecliff Hotel

Rhinecliff

10/10 Exceptional

Marie

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

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.

A traditional living room with a fireplace, floral patterned sofa, and a patterned rug.

Changing Times Boutique Country Lodging

Craryville

10/10 Exceptional

Our second time staying here was even more lovely than the first! We brought more family members after our great experience last year. We love the easy check in, cozy comfortable rooms, lots of extras (books and DVDs in the hallway, sweet treats downstairs and in the rooms) and Loretta is the BEST host! She makes an exquisite breakfast and accommodates our early start time. Can’t wait to stay here again.

Kathleen

Frequently Asked Questions

What accommodations do travelers like in Annandale-on-Hudson?

Guests like Beekman Arms and Delamater Inn, Courtyard by Marriott Kingston and Kingston Regency Inn.

Can I book a refundable accommodation in Annandale-on-Hudson?

If you're looking for the flexibility to change your travel plans to Annandale-on-Hudson, most hotels provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Annandale-on-Hudson be like during my trip?

The warmest months in Annandale-on-Hudson are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are October and August.

Why should I book my Annandale-on-Hudson hotel with Hotels.com?

There are plenty of reasons to book your Annandale-on-Hudson travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.