Top 10 Hotels in Ashland, NY (from $89) 2026 - Competitive Prices

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Our top choices for Ashland hotels

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

1. Hunter Lodge, a Bluebird by Lark

Hunter

Celia

$166 nightly

$180 total

Oct 26 - Oct 27

Total with taxes and fees

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

A modern house with a large garage and a vintage camper parked in the driveway.

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

2. AutoCamp Catskills

Saugerties

Gene

$179 nightly

$200 total

Oct 29 - Oct 30

Total with taxes and fees

A multi-story building with outdoor seating and a stone-paved patio.

A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

3. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Maria Lourdes

$207 nightly

$224 total

Sep 30 - Oct 1

Total with taxes and fees

A log cabin with a deck, outdoor seating, and a view of a forest.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

A wooden covered bridge in a forested area with a paved path leading to it.

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

4. Hotel Vienna

Windham

Paul

$145 nightly

$157 total

Oct 1 - Oct 2

Total with taxes and fees

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

A well-maintained garden with a red bridge, a welcome sign, and a building with a gabled roof.

A couple standing on a wooden deck overlooking a landscaped garden with a river view.

A hallway with intricate carvings on the walls and a large vase in the center.

5. Emerson Resort & Spa

Mount Tremper

Leticia

$202 nightly

$226 total

Sep 30 - Oct 1

Total with taxes and fees

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A wooden cabin with a balcony, surrounded by snow-covered trees.

A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

6. Eastwind Windham

Windham

Sharon

$319 nightly

$344 total

Sep 29 - Sep 30

Total with taxes and fees

A rustic interior with a stone fireplace, wooden beams, and a chandelier.

A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.

A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.

A table set for two with a view of a lush green landscape and hills in the background.

7. Urban Cowboy Lodge

Big Indian

Karcynn

$195 nightly

$218 total

Sep 29 - Sep 30

Total with taxes and fees

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

A corridor with white walls, wooden slats, and a concrete floor.

A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

8. The Graham & Co.

Phoenicia

Steven

$171 nightly

$191 total

Sep 29 - Sep 30

Total with taxes and fees

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 breakfast buffet setup with a variety of food items, including bread, cereal, and fruits, in a modern hotel dining area with striped chairs and a large window.

9. Residence Inn by Marriott Kingston

Kingston

Margaret

$143 nightly

$160 total

Oct 4 - Oct 5

Total with taxes and fees

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

10. Wylder Hotel Windham

Windham

Shardei

$361 nightly

$390 total

Oct 29 - Oct 30

Total with taxes and fees

A covered porch with outdoor seating, a staircase, and potted plants.

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".

A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

11. The Colonial Motel

Grand Gorge

Malabika

$81 nightly

$89 total

Sep 29 - Sep 30

Total with taxes and fees

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

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

A hotel room with a sofa, ottoman, desk, chair, television, and a mirror.

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

12. Kingston Regency Inn

Kingston

Christopher

$153 nightly

$171 total

Oct 4 - Oct 5

Total with taxes and fees

A wooden cabin with large windows overlooking a forested area with a waterfall.

A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

A modern living room with a grey sofa, a small round table, and a hanging light fixture.

A modern bedroom with a wooden bed, a desk, and large windows.

13. Woodstock Way Hotel

Woodstock

Vannetta

$428 nightly

$475 total

Oct 20 - Oct 21

Total with taxes and fees

A modern kitchen with marble countertops, a refrigerator, and various food dispensers.

A hotel room with a bed, a sofa, a desk, and a view of the outdoors.

A spacious lobby with a reception desk, seating area with chairs and tables, and a chandelier.

14. Ramada by Wyndham Cobleskill

Cobleskill

Cheryl

$86 nightly

$97 total

Sep 29 - Sep 30

Total with taxes and fees

A river flowing through a forested area with rocks and autumn-colored trees.

A dining area with a wooden table and a single green chair.

A front door with a WiFi sign, a Christmas wreath, and a bear statue.

Two white Adirondack chairs in a forest with fallen leaves.

15. Black Bear Lodge

Prattsville

ADOLFO

$149 nightly

$161 total

Oct 1 - Oct 2

Total with taxes and fees

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

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

A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

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

16. Courtyard by Marriott Kingston

Kingston

George

$127 nightly

$142 total

Oct 25 - Oct 26

Total with taxes and fees

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

17. Hotel Mountain Brook

Tannersville

Kristen

$224 nightly

$242 total

Sep 30 - Oct 1

Total with taxes and fees

A swimming pool with lounge chairs and potted plants.

A hotel room with two beds, a desk, a chair, and a TV on a stand.

A two-story building with a large front porch, a chimney, and a balcony.

A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

18. Moore's Motel

Prattsville

Jennifer

$120 nightly

$130 total

Sep 29 - Sep 30

Total with taxes and fees

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

A grassy field with a bench and a mountain in the background.

A hotel room with two beds, wooden paneling on the walls, and two framed pictures.

A white door with a sign reading "BREAKFAST" above it, a thermometer, and a drawing of stacked cups with steam.

19. Cave Mountain Motel

Windham

Anthony

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

A building with a porch and outdoor seating area.

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.

20. Albergo Allegria Hotel

Windham

Daphna

$174 nightly

$188 total

Sep 29 - Sep 30

Total with taxes and fees

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Where to stay near Ashland

Ashland offers a delightful blend of adventure and relaxation, perfect for ski enthusiasts and outdoor lovers. Nearby towns provide friendly atmospheres and stunning scenery, making it an ideal destination for family-friendly excursions and sports vacations. Discover the charm and excitement that awaits in this beautiful region.

A wooden covered bridge in a forest with autumn foliage.

Two skiers on a snowy slope with a valley and mountains in the background.

A wooden bridge over a stream surrounded by autumn foliage.

A snowy ski slope with trees on either side and a view of the valley below.

Windham

Discover Windham, a picturesque destination ideal for nature lovers and adventure seekers looking for a weekend getaway. With stunning attractions like Kaaterskill Falls, the serene Huntersfield State Forest, and the charming Ashland Park, Windham invites travelers to explore its natural beauty year-round. Located about 6 miles by car from Ashland, this city offers easy access to thrilling ski resorts during the winter months. Choosing Windham for your stay ensures a memorable experience in the heart of the Catskills.

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A waterfall cascading down a rocky cliff surrounded by greenery.

A waterfall cascading into a river surrounded by autumn-colored trees and rocky terrain.

A cable car moving over a forested mountain during autumn.

A road with a yellow center line, surrounded by autumn-colored trees and mountains in the distance.

A calm river with autumn foliage and hills in the background.

Hunter

Experience the charm of Hunter, a fantastic hub for adventure seekers and families eager to explore the stunning Catskill Mountains and enjoy outdoor activities year-round. With attractions like Kaaterskill Falls and Catskill State Park, visitors can immerse themselves in nature's beauty while enjoying skiing and sports during the peak winter months. Located about 14 miles by car from Ashland, Hunter offers a convenient base for your vacation, making it an excellent choice for your next getaway.

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A white church with a bell tower, surrounded by trees.

Jewett

If you are a nature lover or an adventure seeker, look no further than Jewett, known for its stunning landscapes and outdoor activities. This charming city offers easy access to the beautiful Catskill State Park, the breathtaking Kaaterskill Falls, and the inviting Ashland Park. While visitor numbers peak from June to August, Jewett remains a great choice for a weekend getaway year-round. Located about 3 miles from Ashland, Jewett provides a perfect base for exploring the area's natural wonders.

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A lake surrounded by autumn-colored forest and mountains under a cloudy sky.

A river with large rocks and a tree on the left.

A rock face with a carved horse and a small structure.

Prattsville

Prattsville stands out as a prime spot for families and outdoor enthusiasts interested in a nature-filled getaway. Nestled near the beautiful Bearpen Mountain State Forest, visitors can enjoy skiing and explore scenic lakes and parks, including the delightful Ashland Park. With its rich history showcased at the Zadock Pratt Museum, Prattsville offers diverse experiences year-round. Located about 4 miles by car from Ashland, it’s an ideal choice for your next vacation, providing easy access to adventure and relaxation.

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Lexington

Travelers seeking a weekend getaway will find Lexington to be the ideal base for their vacation, featuring stunning landscapes and an abundance of outdoor activities. With the majestic Catskill Mountains and Catskill State Park nearby, nature enthusiasts can indulge in hiking, skiing, and exploring picturesque lakes. Just about 5 miles from Ashland, Lexington offers easy access to local landmarks like Ashland Park, making it a smart choice for your stay. Enjoy the perfect blend of adventure and relaxation in this charming destination.

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Stay near popular attractions in and around Ashland

Discover the charm of Ashland, where adventure awaits! Whether you're seeking thrilling ski slopes, serene parks, or cultural experiences, this destination offers something for everyone. Embrace the outdoors and create unforgettable memories with family and friends in this picturesque setting.

A waterfall cascading into a pool surrounded by lush greenery and rocky terrain.

Catskill State Park

8.0/10 (1 review)

Experience the best of outdoor adventures at Catskill State Park, a paradise for nature lovers and hikers. With its stunning landscapes and diverse wildlife, you can explore trails and enjoy breathtaking views. Located about 28 miles by car from Ashland, it's an ideal base for your exploration of the Catskills.

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A snow-covered road with trees on both sides and a cloudy sky.

Hunter

Often cited as a favorite among outdoor enthusiasts, Pond offers a picturesque escape with its romantic scenery and beach vibes. Located about 13 miles by car from Ashland, this tranquil lake is perfect for a day of relaxation or exploration, making it an ideal spot for a memorable getaway.

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A vast field with tall grasses and a forested hill in the background under a partly cloudy sky.

Mountain Top Arboretum

9.0/10 (42 reviews)

Highly recommended for families and outdoor lovers, Mountain Top Arboretum offers a unique experience with its diverse collection of trees and plants. Located about 18 miles by car from Ashland, this scenic spot is perfect for a leisurely day trip, making it an easy addition to your itinerary.

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Belleayre Beach

8.6/10 (7 reviews)

Considered a premier spot for beach lovers, Belleayre Beach offers a relaxing atmosphere with scenic views and inviting water. Located about 30 miles by car from Ashland, this destination is perfect for a day of sun and fun. Staying nearby provides easy access to its refreshing beach vibes.

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Dolans Lake

A standout venue known for its romantic scenery, Dolans Lake in Hunter, New York, offers a perfect escape for nature lovers and outdoor enthusiasts. Enjoy beach vibes while soaking in the beautiful surroundings. It’s about a 15-mile drive from Ashland, making it a convenient spot for a day trip or a relaxing stay.

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Empire State Railway Museum

A fascinating mix of history and culture awaits railway enthusiasts at the Empire State Railway Museum, located in Phoenicia, New York. Experience the rich heritage of railroading through engaging exhibits. It's about a 31-mile drive from Ashland, making it a convenient stop for your exploration of the region.

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Ashland Park

Perfectly suited for families, Ashland Park offers a delightful outdoor space with vibrant city vibes. Just 0.5 mile away from Ashland, this urban park invites visitors to enjoy its lush greenery and recreational areas. Staying nearby ensures easy access to this charming destination for relaxation and fun.

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Huntersfield State Forest

A must-see for outdoor lovers, Huntersfield State Forest offers stunning scenery and adventure in Windham, New York. Located about 3 miles from Ashland, this state park invites exploration with its beautiful trails and natural landscapes, making it an ideal spot for a refreshing getaway.

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Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

8/10 Good

"Great location, friendly staff. Very large rooms but felt a bit musty being that we were on the lower level. The hallway was extremely dark at night, almost hard to see."

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Nice Resort. Helpful friendly staff. Heated pool and 2 hot tubs. Nice workout room. Restaurant with bar had good food and drinks. Wish they would have been open for lunch. Studio had had a decent amount of room with nice views. It had a mini fridge but was lacking a microwave. Resort lacked a good breakfast option. But overall it was a very nice experience"

The Colonial Motel

10/10 Excellent

"Second time staying and they were a good as they were the first time."

Hotel Mountain Brook

10/10 Excellent

"Fabulous hotel to stay at in the Catskills. Very near to all the different villages in the mountains. The hotel is Beautifully appointed and our cabin, (rose) was fabulous. Breakfast was continental with a different hot dish served daily along with freshly baked pastries. Delicious! Kudos to the mgr Chloe and her team"

Hotel Vienna

10/10 Excellent

"Very nice property with very nice rooms and great staff. Would definitely recommend!"

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

Shandaken Inn

8/10 Good

"The hotel staff is very friendly and provides excellent service . The room is clean and comfortable. The breakfast is not really good. The potatoes are too spicy. We asked the waitress if we could change. She rejected directly and didn’t give us any choices. However, when we had the breakfast in second day morning, we required to change too spicy potatoes. The waitress was very nice and helped change to fruit after she talked with supervisor. If the breakfast could give more choices, the hotel would be more attractive."

Starlite Motel

10/10 Excellent

"Great place to get away for the weekend. Spent our first wedding anniversary here and couldn’t have been happier."

More cheap stays in Ashland

The Colonial Motel

37283 NY-23 Grand Gorge NY

$81 nightly

$89 total

Sep 29 - Sep 30

Total with taxes and fees

9.6/10 Exceptional! (496 reviews)

SunView Motel

5844 Main St Tannersville NY

$118 nightly

$128 total

Oct 1 - Oct 2

Total with taxes and fees

Starlite Motel

8722 Route 28 Big Indian NY

$125 nightly

$140 total

Sep 29 - Sep 30

Total with taxes and fees

9.2/10 Wonderful! (314 reviews)

Phoenicia Lodge

5987 New York 28 Phoenicia NY

$192 nightly

$215 total

Sep 29 - Sep 30

Total with taxes and fees

9/10 Wonderful! (67 reviews)

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

$207 nightly

$224 total

Sep 30 - Oct 1

Total with taxes and fees

9.2/10 Wonderful! (430 reviews)

The Perch Hotel

7604 NY-23 East Windham NY

$297 nightly

$321 total

Oct 29 - Oct 30

Total with taxes and fees

Hotels in Ashland with star-rating

Find out more about Ashland

Top reasons to visit Ashland

Winter Sports Paradise: Ashland is perfect for skiing enthusiasts with local resorts offering thrilling slopes and winter activities.
Cultural Enrichment: Experience the renowned Shakespeare Festival, adding a unique cultural dimension to your visit.
Outdoor Adventures: Explore nearby national and state parks, ideal for hiking and family-friendly excursions.
Scenic Views: Enjoy picturesque landscapes in Ashland Hills, perfect for relaxation and picnics.
Welcoming Atmosphere: Experience the friendly vibe of downtown Ashland, complemented by charming accommodations.

Find great hotels near Ashland

Discover a range of hotel accommodations in Ashland, New York, perfect for any traveler seeking adventure or a cozy family getaway. From affordable hotels to charming motels, Ashland offers pet-friendly options to ensure everyone can enjoy their vacation. Whether you're looking for a comfortable stay or unique agritourism experiences, you'll find the ideal lodging to suit your needs in this picturesque destination.

Hunter Lodge, a Bluebird by Lark: Nestled 11 miles away from Ashland, Hunter Lodge, a Bluebird by Lark is a budget-friendly escape rated 9.2 by guests. This lodge is perfect for adventure seekers and pet owners alike, offering a host of outdoor activities like snowboarding, canoeing, and fishing nearby. With a pet-friendly policy allowing dogs in rooms, guests can enjoy a cozy stay with their furry companions. The lodge emphasizes recreation, making it an ideal choice for those looking to embrace the great outdoors while enjoying a comfortable and welcoming atmosphere.
Hotel Vienna: Located just 6 miles from Ashland, Hotel Vienna is a charming budget-friendly option with an impressive guest rating of 9.4. This hotel is especially suited for golf enthusiasts and business travelers, boasting opportunities for golf-themed activities. Guests can also take advantage of nearby adventure sports, including kayaking and zip-lining. The warm ambiance and friendly service create an inviting atmosphere, making Hotel Vienna a delightful choice for those seeking both leisure and business amenities.
Kaatskill Mountain Club & Condos by Vail Resorts: Situated 10 miles from Ashland, Kaatskill Mountain Club & Condos by Vail Resorts offers a budget-friendly stay with a guest rating of 9.2. Ideal for ski lovers and adventure seekers, this property provides easy access to ski shuttles and lifts. Guests can enjoy a variety of thrilling activities, including downhill skiing and snowboarding, making it a paradise for winter sports enthusiasts. With spacious accommodations and a focus on outdoor adventure, this destination is perfect for those looking to create unforgettable mountain memories.

Where to stay near Ashland

Ashland, New York, is a hidden gem perfect for adventurous travelers. Enjoy the vibrant atmosphere of downtown Ashland, where friendly locals welcome you. Explore the picturesque Ashland Hills for scenic views and picnic areas ideal for relaxation. Whether you're skiing or seeking family-friendly excursions, Ashland offers an unforgettable experience. Nearby towns also provide a charming backdrop for your vacation, ensuring a delightful blend of adventure and tranquility.

Windham: Located 5 miles from Ashland, Windham is a delightful city that attracts visitors year-round, with a peak in winter from December to February. Known for its vibrant ski culture, Windham offers thrilling adventures in skiing and sports, making it a popular destination for outdoor enthusiasts. Visitors can enjoy a variety of ski resorts and fields, while the breathtaking natural landmarks, including mountains, lakes, and waterfalls, provide stunning backdrops for both relaxation and exploration. The charming local vibe and seasonal events ensure there's always something happening.
Hunter: Situated 9 miles from Ashland, Hunter is a charming city that draws a moderate influx of travelers, especially during the winter months. Known for its excellent skiing opportunities, Hunter caters to adventure seekers and sports lovers alike. The area boasts several ski resorts and fields, offering an exhilarating experience for both novices and experts. Surrounded by majestic mountains, tranquil lakes, and picturesque waterfalls, Hunter invites visitors to immerse themselves in the beauty of nature while enjoying outdoor activities throughout the year.
Jewett: Just 3 miles from Ashland, Jewett is a hidden gem that captivates visitors with its scenic charm. The city sees a spike in tourism during the summer months of June to August, making it a fantastic spot for those seeking outdoor adventure. Like its neighbors, Jewett is known for skiing and sports, with several ski fields and resorts nearby. Visitors can explore local landmarks, including stunning mountains, serene lakes, and well-maintained urban parks, providing a perfect blend of relaxation and adventure for all ages.

Things to do in Ashland

Ashland, New York, is an ideal destination for ski enthusiasts and adventure seekers, offering a range of activities like skiing at local resorts. In addition to winter sports, visitors can enjoy the renowned Shakespeare Festival, which adds a cultural flair to your trip. Whether you're hitting the slopes or appreciating the arts, Ashland provides a unique blend of excitement and entertainment for your vacation.

Shopping

In Ashland, visit local shops for unique gifts and souvenirs. If you're up for a drive, check out the Hudson Valley Mall, around 15 miles away, which features a mix of well-known retailers and smaller boutiques for a great shopping experience.

Recreation

Experience rejuvenation at the Ashland Wellness Spa, where you can indulge in soothing massages and holistic treatments. For outdoor fun, explore the scenic hiking trails in the Catskills, offering breathtaking views and an opportunity to connect with nature while enjoying fresh air and exercise.

Adventure

Explore the thrilling hiking trails of the Catskill Mountains, offering stunning vistas and diverse wildlife. For a unique adventure, try kayaking on the nearby lakes, where you can paddle through serene waters surrounded by nature's beauty.

Nightlife

Ashland boasts a cozy nightlife with local bars and taverns like The Ashland Tavern, where you can enjoy live music and craft beers. For a more laid-back vibe, check out the nearby café scene, perfect for evening hangouts and conversations with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Ashland

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Ashland are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Ashland is Tuesday. The most expensive day to stay in Ashland is Friday.
Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your search based on your preferences, such as budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
Consider bundling your trip: You can save money by combining your hotel stay in Ashland with your flights and activities through an Expedia package.

Find the best attractions near Ashland

Ashland, New York, is a fantastic destination for skiing and adventure sports, offering a variety of outdoor activities. Visitors can explore nearby national and state parks, as well as nature reserves, perfect for families and culture enthusiasts alike. Whether you're looking to hit the slopes or enjoy a scenic hike, Ashland provides a range of attractions that cater to outdoor lovers and those seeking memorable experiences in the great outdoors.

Catskill State Park: Experience the stunning natural beauty of Catskill State Park, just 14 miles from Ashland. With endless hiking trails, scenic vistas, and vibrant wildlife, it’s a paradise for outdoor enthusiasts and nature lovers alike.
Belleayre Beach: Relax and soak up the sun at Belleayre Beach, also 14 miles away. This serene beach offers a perfect spot for swimming, picnicking, and enjoying the tranquil atmosphere of the surrounding mountains.
Mountain Top Arboretum: Explore the diverse plant collections at Mountain Top Arboretum, located 12 miles from Ashland. This family-friendly destination provides a peaceful outdoor experience with beautiful landscapes and educational programs for all ages.

Best time to go to Ashland

The best time to visit Ashland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	21.9°F (-5.6°C)	Light Rain	Mostly Cloudy	Average	Average
February	24.1°F (-4.4°C)	Light Rain	Mostly Cloudy	Average	Average
March	31.6°F (-0.2°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
April	43.3°F (6.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
May	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Average	Average
June	63.0°F (17.2°C)	Light Rain	Mostly Sunny	Average	Average
July	68.7°F (20.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	59.9°F (15.5°C)	Light Rain	Mostly Sunny	Average	Average
October	48.9°F (9.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
November	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	28.2°F (-2.1°C)	Light Rain	Mostly Cloudy	Average	Average

The nearest major airports for your trip to Ashland

When planning your visit to Ashland, New York, you have several airport options. ALBany International Airport (ALB) is the closest, located 41 miles away, with nearby hotels such as The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both just 8 miles from the airport. Bradley International Airport (BDL) in Hartford, CT, is 89 miles away, offering hotels like DoubleTree by Hilton Hartford - Bradley Airport, which is 1 mile from the airport. For those considering Westchester County Airport (HPN), it is located 92 miles from Ashland, with hotel options like The Opus Westchester, just 4 miles away, providing convenient transportation services.

Frequently asked questions

What is the best area to stay in Ashland?

The best area to stay in Ashland is downtown, particularly around Main Street, for its central location and access to local attractions.Downtown Ashland is the heart of the city's activity, characterized by its historic buildings and a walkable layout. Main Street is where you'll find a concentration of local shops, art galleries, and diverse dining options. The Ashland Creek runs through the downtown area, adding to its pleasant setting.Couples will find downtown an excellent choice due to its proximity to the Oregon Shakespeare Festival theaters, which are a major draw. Evening strolls to dinner or a performance are convenient, and there are many cozy cafes and wine bars for a relaxed experience.Families also benefit from staying downtown. Lithia Park, a large and well-maintained urban park with playgrounds, walking trails, and open spaces, is directly adjacent to the downtown area.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ashland.

How much is the nightly rate at a Ashland hotel?

Prices for hotels in Ashland often vary, but you can find a great deal from $89 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Ashland hotels

1. Hunter Lodge, a Bluebird by Lark

2. AutoCamp Catskills

3. Kaatskill Mountain Club & Condos by Vail Resorts

4. Hotel Vienna

5. Emerson Resort & Spa

6. Eastwind Windham

7. Urban Cowboy Lodge

8. The Graham & Co.

9. Residence Inn by Marriott Kingston

10. Wylder Hotel Windham

11. The Colonial Motel

12. Kingston Regency Inn

13. Woodstock Way Hotel

14. Ramada by Wyndham Cobleskill

15. Black Bear Lodge

16. Courtyard by Marriott Kingston

17. Hotel Mountain Brook

18. Moore's Motel

19. Cave Mountain Motel

20. Albergo Allegria Hotel

Where to stay near Ashland

Windham

Hunter

Jewett

Prattsville

Lexington

Stay near popular attractions in and around Ashland

Catskill State Park

Hunter

Mountain Top Arboretum

Belleayre Beach

Dolans Lake

Empire State Railway Museum

Ashland Park

Huntersfield State Forest

Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Kaatskill Mountain Club & Condos by Vail Resorts

The Colonial Motel

Hotel Mountain Brook

Hotel Vienna

Jimmy OConnors Windham Mountain Inn

Emerson Resort & Spa

Shandaken Inn

Starlite Motel

More cheap stays in Ashland

The Colonial Motel

SunView Motel

Starlite Motel

Phoenicia Lodge

Kaatskill Mountain Club & Condos by Vail Resorts

The Perch Hotel

Hotels in Ashland with star-rating

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