Search Annandale-on-Hudson hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Annandale-on-Hudson hotels

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (443)
Upscale wilderness retreat near Opus 40 and Esopus Bend Nature Preserve. This luxury holiday park offers Tempur-Pedic beds, plush dressing gowns, on-site dining, and a welcoming bar. Free WiFi and parking complement the attentive staff and pristine grounds.

"Great location. Amazing views. "
United States
Sarig
The price is NZ$362
includes taxes & fees
21 Jan - 22 Jan 2026
AutoCamp Catskills

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (520)
Tucked in Tannersville, this mountain hotel offers easy access to Hunter Mountain and nearby trails. Enjoy free breakfast daily and parking, plus outdoor adventures like kayaking and biking. The friendly staff ensures a memorable alpine getaway.

"everything was excellent amazing place and great location"
United States
Grigoriy
The price is NZ$277
includes taxes & fees
13 Jan - 14 Jan 2026
Hotel Mountain Brook

The Nest Hudson

The Nest Hudson
3.5 star property
Hudson
9.6 out of 10, Exceptional, (211)
This Hudson hotel offers a serene garden terrace and snack bar just 10 minutes from the train station. Nearby hiking trails and winter sports provide outdoor adventure, while Hudson Opera House and Area Library cultural attractions are within easy reach.

"The suite was perfect, charming, roomy. Parking is on the street, which was a concern, but we had no problem. Very walkable to shopping and restaurants. Lovely stay."
United States
Beth
The Nest Hudson

Hudson Mariner

Hudson Mariner
3.0 star property
Hudson
9.2 out of 10, Wonderful, (114)
Just 5 minutes from Hudson Station, this welcoming hotel offers free WiFi and convenient parking. Explore the nearby Max and Lillian Katzman Theatre or Hudson Opera House, then return for a restful night with daily housekeeping service.

"Excellent will go back anytime"
United States
James
Hudson Mariner

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (127)
Get cosy at Nautical Nest, just an 11-minute walk from Hudson Station. Free WiFi and parking make exploring Hudson Opera House and Hudson Area Library simple, while daily housekeeping ensures a comfortable home base.

"Very cute, great location in town, nice and quiet"
United States
Michael
The price is NZ$237
includes taxes & fees
7 Jan - 8 Jan 2026
Nautical Nest

Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (333)
Luxurious retreat in the heart of Kingston with a café, bar, fitness centre, and sauna. Clean rooms provide a peaceful haven after exploring nearby Birch Body Care. The friendly staff ensures a memorable stay with complimentary breakfast, WiFi, and parking.

"Room was great and staff very friendly"
Canada
Byron
The price is NZ$495
includes taxes & fees
29 Jan - 30 Jan 2026
Hotel Kinsley

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (813)
Enjoy a stay at this welcoming Rhinebeck inn with free breakfast, WiFi, and parking. Located near Starr Library and Dutchess County Fairgrounds, the restaurant and bar/lounge enhance your visit. Guests love the helpful staff and convenient location.

"Beautiful and convenient place. Love and will stay again"
United States
Elaine
The price is NZ$194
includes taxes & fees
1 Jan - 2 Jan 2026
Beekman Arms and Delamater Inn

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (327)
Kaatskill Mountain Club offers an outdoor pool, sauna, and steam room just steps from Hunter Mountain. Grab American cuisine at Van Winkles for lunch or dinner after a day exploring nearby D Ski Lift. Guests consistently praise the attentive staff and convenient location.

"Beautiful resort. "
United States
Kelly
The price is NZ$449
includes taxes & fees
13 Jan - 14 Jan 2026
Kaatskill Mountain Club & Condos by Vail Resorts

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (165)
Situated close to Senate House and the Fireman's Museum, this cosy guesthouse offers complimentary WiFi and parking. Nearby hiking and mountain biking trails beckon adventure seekers, while in-room Netflix ensures relaxation after exploration.

"Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!"
United States
Ema
The Wiltwyck

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (193)
This charming hotel offers complimentary breakfast, WiFi, and parking. Outdoor enthusiasts can enjoy nearby hiking trails, kayaking, and mountain biking. The Victorian property features a garden and terrace, and sits close to Woodstock Public Library.

"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is NZ$249
includes taxes & fees
4 Jan - 5 Jan 2026
Twin Gables of Woodstock

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (217)
Nestled near the train station in artistic Woodstock, this tranquil hotel offers deep-tissue massages and on-site spa services. Unwind at the bar or café after exploring nearby SweetHeart Gallery, all with free WiFi and parking.

"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1002)
Escape to this peaceful Kingston retreat with an indoor pool for year-round splashing. Enjoy drinks at the bar or coffee at the café, plus free WiFi and parking. Hudson Valley Mall and Robert E. Post Memorial Park are just minutes away.

"Great stay!!"
United States
Anita
The price is NZ$228
includes taxes & fees
18 Jan - 19 Jan 2026
Courtyard by Marriott Kingston

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (832)
Rustic lodge offering dinner at Hunter Tavern, plus free breakfast, WiFi, and parking just minutes from Hunter Mountain and Kaaterskill Falls. Guests love the helpful staff, clean rooms, and proximity to ski lifts.

"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is NZ$285
includes taxes & fees
8 Jan - 9 Jan 2026
Hunter Lodge, a Bluebird by Lark

Hudson Whaler

Hudson Whaler
2.5 star property
Hudson
9.6 out of 10, Exceptional, (273)
A boutique hotel in Hudson with a cosy lobby fireplace, close to Stoddard Corner and Hudson Area Library. Free WiFi and parking enhance your stay, while the walkable location puts you just 18 minutes from Hudson Station.

"What a great location!"
United States
Kimberly
Hudson Whaler

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1004)
Near FDR Presidential Library and historic home site, this Hyde Park hotel offers 24-hour fitness, free WiFi, and complimentary breakfast. Train station proximity and free parking make exploring easy. Guests praise the clean rooms, value, and attentive staff.

"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is NZ$149
includes taxes & fees
15 Jan - 16 Jan 2026
Quality Inn Hyde Park Poughkeepsie North

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (93)
This charming guesthouse offers a spa pool and complimentary bicycles, perfect for exploring nearby hiking trails. Close to The Comeau Property and Woodstock Public Library, guests enjoy free WiFi, parking, and a peaceful garden terrace in this beautiful mountain setting.

"Quaint, quirky, very environmentally conscious, fun old vinyls, and a cedar fragrant hot tub!"
United States
Dietlinde
The price is NZ$291
includes taxes & fees
8 Jan - 9 Jan 2026
The Herwood Inn

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (804)
Enjoy free perks like WiFi, parking, and buffet breakfast at this Kingston hotel. Travellers praise the helpful staff and clean rooms. The 24-hour fitness centre keeps you active while Hudson Valley Mall and Robert E. Post Memorial Park are nearby.

"Staff was very kind and courteous "
United States
Natasha
The price is NZ$220
includes taxes & fees
19 Jan - 20 Jan 2026
Residence Inn by Marriott Kingston

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109)
Rustic charm awaits at this Craryville B&B with free WiFi and parking. Explore the neighbouring hiking and biking trails or try kayaking. Lake Taghkanic State Park and West Beach are just moments away from this countryside haven.

"Great experience, looking forward to staying again."
United States
Greg
The price is NZ$289
includes taxes & fees
31 Jan - 1 Feb 2026
Changing Times Boutique Country Lodging

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
Embark on outdoor adventures with on-site hiking trails and snowshoeing at this cosy B&B. Located near Vanderbilt Mansion and minutes from Culinary Institute of America, enjoy complimentary full breakfast and free parking while exploring Hyde Park's historic treasures.

"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is NZ$436
includes taxes & fees
28 Jan - 29 Jan 2026
Journey Inn Bed & Breakfast

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (348)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is NZ$397
includes taxes & fees
5 Jan - 6 Jan 2026
Diamond Mills Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Annandale-on-Hudson attractions

Top Annandale-on-Hudson Hotel Reviews

More cheap accommodation in Annandale-on-Hudson

Frequently asked questions

What's the best place for a stay in Annandale-on-Hudson?
Located 5.2 mi (8.4 km) from the heart of Annandale-on-Hudson, Residence Inn by Marriott Kingston is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Hunter Lodge, a Bluebird by Lark and AutoCamp Catskills. See all available top hotels, or vacation rentals in Annandale-on-Hudson.
What are some of the best holiday rentals that Annandale-on-Hudson has to offer?
Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Annandale-on-Hudson is located on a river, and has a fireplace, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. See all vacation rentals in Annandale-on-Hudson.
If I need to cancel my hotel reservation in Annandale-on-Hudson, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Annandale-on-Hudson.
What is staying in Annandale-on-Hudson like?
Visitors can enjoy all that Annandale-on-Hudson has to offer, including the university setting, art and museums. There are 1685 hotels and other accommodation options in the surrounding area. Find out more about Annandale-on-Hudson.
What should I do while I'm visiting Annandale-on-Hudson?
A favourite place to visit is Hessel Museum of Art. You'll also find Saugerties Lighthouse and Saugerties Village Beach in the area. Take a look at what more there is to see and do in Expedia's Annandale-on-Hudson guide.
What's the seasonal weather like in Annandale-on-Hudson?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Annandale-on-Hudson are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia