Hotels in Ashland

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March 2026
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April 2026

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Mar 3 - Mar 4
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Mar 4 - Mar 5
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Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Where to stay in Ashland?

Catskill Motor Court Motel
Catskill Motor Court Motel
Catskill
  • Scenic Catskill retreat near North-South Lake with complimentary amenities.
$96 nightly
$104 total
Apr 1 - Apr 2
Total with taxes and fees
Catskill Motor Court Motel
SunView Motel
SunView Motel
Tannersville
  • Experience the charm of Tannersville with serene mountain views and outdoor escapes.
$139 nightly
$150 total
Mar 4 - Mar 5
Total with taxes and fees
SunView Motel
Deer Mountain Inn
Deer Mountain Inn
Haines Falls
  • Discover woodland serenity at Deer Mountain Inn, surrounded by Hudson Valley treasures.
$360 nightly
$387 total
Mar 16 - Mar 17
Total with taxes and fees
Deer Mountain Inn
Hotel Mountain Brook
Hotel Mountain Brook
Tannersville
  • Rustic mountain retreat with hiking trails, complimentary breakfast, and attentive staff.
$159 nightly
$172 total
Apr 1 - Apr 2
Total with taxes and fees
Hotel Mountain Brook
The Perch Hotel
The Perch Hotel
Cornwallville
  • Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
$320 nightly
$346 total
Apr 2 - Apr 3
Total with taxes and fees
The Perch Hotel
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
Hunter
  • Discover a cozy mountain retreat with access to skiing and waterfall adventures.
$136 nightly
$147 total
Mar 22 - Mar 23
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
Amaya Bed&Breakfast
Amaya Bed&Breakfast
Oak Hill
$304 nightly
$329 total
Mar 15 - Mar 16
Total with taxes and fees
Amaya Bed&Breakfast
Mountain Treasure B&B
Mountain Treasure B&B
Maplecrest
  • Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
$127 nightly
$137 total
Mar 29 - Mar 30
Total with taxes and fees
Mountain Treasure B&B
Fairlawn Inn
Fairlawn Inn
Hunter
  • Elegant mountain escape with daily breakfast and nearby winter sports activities.
$259 nightly
$280 total
Mar 7 - Mar 8
Total with taxes and fees
Fairlawn Inn
The Leeway
The Leeway
Mount Tremper
$226 nightly
$254 total
Mar 9 - Mar 10
Total with taxes and fees
The Leeway
Howland House
Howland House
Mount Tremper
$175 nightly
$196 total
Mar 4 - Mar 5
Total with taxes and fees
Howland House
Antique Rose Inn Windham
Antique Rose Inn Windham
Windham
  • Victorian ski retreat with mountain access and daily breakfast in Windham.
$135 nightly
$146 total
Mar 4 - Mar 5
Total with taxes and fees
Antique Rose Inn Windham
Emerson Resort & Spa
Emerson Resort & Spa
Mount Tremper
  • Rustic getaway in the Catskills with full-service spa and seasonal outdoor pool.
$247 nightly
$277 total
Mar 15 - Mar 16
Total with taxes and fees
Emerson Resort & Spa
The Haüs Windham
The Haüs Windham
Windham
  • Modern alpine retreat near slopes with inviting rustic design and free amenities.
$246 nightly
$266 total
Mar 24 - Mar 25
Total with taxes and fees
The Haüs Windham
Hotel Vienna
Hotel Vienna
Windham
  • Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
$149 nightly
$161 total
Mar 4 - Mar 5
Total with taxes and fees
Hotel Vienna
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
Windham
  • Experience mountain charm at a Victorian B&B just 5 minutes from Windham Resort.
$156 nightly
$169 total
Mar 4 - Mar 5
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant
Eastwind Windham
Eastwind Windham
Windham
  • Stay mountainside at this Windham retreat with a cozy bar lounge and daily breakfast.
$190 nightly
$205 total
Mar 4 - Mar 5
Total with taxes and fees
Eastwind Windham
Wylder Hotel Windham
Wylder Hotel Windham
Windham
  • Experience this charming retreat minutes from Windham Mountain Resort.
$244 nightly
$264 total
Mar 8 - Mar 9
Total with taxes and fees
Wylder Hotel Windham
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
Windham
  • Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
$169 nightly
$183 total
Mar 4 - Mar 5
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
Windham
  • Experience mountainside elegance with access to free ski shuttles and an outdoor pool.
$250 nightly
$270 total
Mar 4 - Mar 5
Total with taxes and fees
The Outpost by Windham Mountain Club
View all properties

Top landmarks in Ashland

Ashland Town Hall

Ashland Town Hall is worth a visit, located 1.5 mi (2.4 km) from central Ashland.
See properties

Check out reviews of Ashland hotels guests love

Xenia Resort

Xenia Resort

10/10 Excellent
"Staff/owners are good people, the rooms are small but clean, the setting along the river surrounded by the Catskills is lovely. Nice rear porch, outdoor fire rings-- a real folksy vibe. Close to Hunter Mtn."
john delbert 2-night trip
Posted 10 hours ago
Xenia Resort
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

2/10 Terrible
"The hotel was crawling with inconsiderate families with extremely loud children"
layla 2-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark
The Colonial Motel

The Colonial Motel

10/10 Excellent
"This place is amazing. We travel a lot and stay in all different kinds of places. We thought this place was impeccably clean with comfortable beds. The bathroom is updated, the fridge has a freezer, the coffee was actually good, the place looks cute and the owner is terrific. We will come back and highly recommend!"
Dominika 1-night trip
Posted 2 days ago
The Colonial Motel
SunView Motel

SunView Motel

2/10 Terrible
"The noise from my neighbor talking on his phone loudly for hours (past 11 pm) took all the relaxation out of my night and interrupted my sleep. And the hotel was completely unresponsive to my calls and texts about this; in fact I did not encounter one member of the staff my entire stay despite arriving before 7 pm and leaving after 10 am the following morning. I expect a refund for this terrible experience which I have already requested through hotels.com."
Susan 1-night trip
Posted 3 days ago
SunView Motel
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

8/10 Good
"This is a lovely location. The staff was very nice, and the amenities were well kept and enjoyable. My only issue is that I sent a message through Expedia to the Club asking about whether or not there was a full kitchen in the unit I booked. I was somewhat confused by the description and pictures on the Expedia site. The response to my message was a stock answer (like part of their FAQ's )that the studios did not have microwaves or refrigerators. As it turned out, I booked the Deluxe Studio, which I knew, and that came with a full kitchen, which is what I thought. As a result, I didn't come with supplies that I might otherwise have used for breakfast. Similarly, the Club offered a "grab and go" breakfast, but I wasn't aware of that in advance either. An individual should have responded to my message to the Club. "
Lydia 2-night trip
Posted 4 days ago
Kaatskill Mountain Club at Hunter Mountain
Hotel Mountain Brook

Hotel Mountain Brook

8/10 Good
"The room was very clean, and the staff was very helpful and professional."
bruce 2-night trip
Posted 4 days ago
Hotel Mountain Brook
Catskill Seasons Inn

Catskill Seasons Inn

2/10 Terrible
"Reservation not being honored"
Christopher 1-night trip
Posted 6 days ago
Catskill Seasons Inn
Eastwind Windham

Eastwind Windham

10/10 Excellent
"Great ty, sauna was not working unfortunately "
Michael 2-night trip
Posted 7 days ago
Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"it's sprawling and has a lot of amenities. I think it's fabulous for kids - they had a magic show, cookie decorating, smores. They have an onsite bakery and restaurant. Tubing. They have shuttles, so you don't feel "stuck." It is very family friendly. I would say it's actually for families versus couples. "
Maya 3-night trip
Posted 9 days ago
Wylder Hotel Windham

Frequently asked questions

How much does a hotel room cost in Ashland?
You can discover great hotels in Ashland from $104 with properties to suit all budgets and needs. To find an affordable hotel in Ashland that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Ashland hotels?
Discover great deals on Ashland hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Ashland hotels.
Can I book Ashland hotels with free cancellation?
In order to book a refundable Ashland hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Ashland?
For hotels in central Ashland, check out Hotel Vienna and Silas House. Travelers love Hotel Vienna for its location, as well as the indoor pool, free continental breakfast and private picnics this hotel offers. Silas House is another popular central inn with a free continental breakfast, private picnics and free parking. When you stay at one of these central hotels, you'll be in easy reach of top sights including Windham Mountain Resort.
What accommodations do travelers recommend in Ashland?
Can I book a refundable accommodation in Ashland?
If you're looking for the flexibility to change your travel plans to Ashland, 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.
Where can I stay in Ashland if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 5 vacation homes.
What will the weather in Ashland be like during my visit?
The warmest months in Ashland are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are July and August.
Why should I book my Ashland hotel through Hotels.com?
There are plenty of reasons to book your Ashland 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.

Find out more about Ashland

Discover the Enchantment of Ashland: Where Mountains Meet Majestic Waters

Nestled in the picturesque Catskills, Ashland, New York, is a hidden gem perfect for nature lovers and families seeking adventure. This charming town offers breathtaking mountain views, serene parks, and the gentle flow of nearby rivers. Enjoy hiking trails, fishing spots, and cozy picnics amidst lush landscapes. Ashland's warm community vibe and local events make it an inviting destination for those looking to escape the ordinary. Whether you're exploring scenic routes or relaxing in the tranquil outdoors, Ashland promises a delightful blend of adventure and serenity for every traveler.

Discover great hotels in Ashland

Ashland, New York, offers a range of hotel accommodations, from cozy guest rooms to stylish suites, ideal for a peaceful retreat. Many hotels feature complimentary breakfast options, ensuring a pleasant start to your day as you explore the charming surroundings. Here are some of the best hotels in Ashland that our travelers love:

  1. Cave Mountain MotelOpens in a new window: This charming 2.5-star motel offers a delightful retreat with amenities that cater to the needs of leisure travelers. Enjoy complimentary buffet and traditional breakfast options each morning, setting the perfect tone for a day of exploration. The property features nearby hiking and biking trails, as well as ski opportunities, making it an ideal choice for outdoor enthusiasts. Guests appreciate the entertainment options available, including flat-screen televisions and cable access, ensuring a cozy experience after a day of adventure. The stunning mountain views enhance the overall ambiance, creating a memorable stay.
  2. Black Bear LodgeOpens in a new window: Designed for travelers seeking a pet-friendly experience, Black Bear Lodge is a welcoming 2.5-star motel that accommodates pets with specific restrictions. This property is perfect for those who want to include their furry companions in their travel plans without compromising comfort. The pet policy is thoughtfully crafted, allowing for a seamless stay. Guests can enjoy the inviting atmosphere, making it a popular choice among animal lovers who cherish the opportunity to travel without leaving their pets behind.
  3. Moore's MotelOpens in a new window: This inviting 2.5-star motel focuses on providing a comfortable and connected experience for leisure travelers. Guests appreciate the complimentary WiFi access, available both in-room and in public areas, allowing them to stay connected while enjoying their getaway. The hotel also offers free self-parking, ensuring convenience for those traveling by car. The relaxing atmosphere and essential amenities make it a favored choice for travelers looking to unwind and explore the beautiful surroundings of Ashland.

Top locations to stay in Ashland

When visiting Ashland, New York, consider staying in Windham, Hunter, or Roxbury. Windham is perfect for skiing and hiking enthusiasts, while Hunter offers similar outdoor adventures with a vibrant atmosphere. Roxbury stands out with its charming points of interest. For first-time visitors, Windham is the best choice, providing easy access to outdoor activities and a welcoming community.

  1. HunterOpens in a new window: If you're looking to enjoy the great outdoors, Hunter is the place to stay. Known for its fantastic skiing options in the winter and stunning hiking trails in the summer, this charming town attracts adventure seekers year-round. After an exhilarating day on the slopes or trails, unwind in the cozy lodges or explore the local shops that offer unique crafts and outdoor gear. Hunter also features beautiful views and cultural attractions, making it a well-rounded destination for visitors who appreciate both nature and community vibes.
  2. WindhamOpens in a new window: Windham is a delightful spot for travelers who love winter sports and scenic beauty. Renowned for its ski resort, it draws snow enthusiasts from all over, but the fun doesn’t stop there. In the warmer months, the area transforms into a hiking paradise with lush trails and picturesque landscapes. The charming village has a vibrant arts scene and hosts seasonal festivals that showcase local talent and culture, ensuring a fulfilling stay for everyone.
  3. RoxburyOpens in a new window: Roxbury offers a quaint and peaceful escape for those looking to relax and enjoy small-town charm. Surrounded by the stunning Catskill Mountains, it’s perfect for leisurely hikes or simply soaking in the natural beauty. The community often hosts local events and markets, providing a taste of the region’s culture and creativity. If you’re seeking a laid-back atmosphere with access to outdoor fun, Roxbury is an excellent choice for a tranquil getaway.

Things to do in Ashland

Nestled amidst stunning mountains, serene lakes, and lush forests, Ashland offers outdoor enthusiasts a playground for adventure. Enjoy skiing at nearby resorts, hiking scenic trails, or unwinding by tranquil rivers and beaches. With options for boating and even rejuvenating spa treatments, it’s an ideal getaway for families and nature lovers alike!

  • Belleayre Beach at Pine Hill LakeOpens in a new window – Spend a day at this lovely beach perfect for families! Enjoy swimming, sunbathing, or building sandcastles with the kids. The scenic backdrop of the mountains adds a beautiful touch, making it an ideal spot for a picnic or just relaxing by the water. Don’t forget to bring your beach gear for a fun-filled day in the sun!
  • Mountain Top ArboretumOpens in a new window – Stroll through this serene arboretum, where you can explore a diverse collection of trees and plants native to the region. The walking paths lead you through beautifully landscaped gardens, making it a great place for a leisurely afternoon. Keep your camera ready for the stunning natural beauty that surrounds you!
  • Dolans LakeOpens in a new window – Visit Dolans Lake for a peaceful retreat into nature. This picturesque lake is great for fishing, or simply enjoying the tranquil atmosphere. Bring a book and unwind on the shore, or take a leisurely walk around the area to soak in the sights and sounds of the outdoors.
  • PondOpens in a new window – Discover the charm of a quaint pond, offering a perfect spot for reflection and relaxation. Whether you choose to walk around the pond or sit quietly and appreciate the scenery, it’s a lovely place to reconnect with nature and enjoy some tranquility away from the hustle and bustle.

5 tips for savvy savings when booking a hotel in Ashland

  1. Book for the cheapest times: The most budget-friendly times to visit Ashland are in March, April, and November, when hotel prices tend to be lower. Staying for at least 2 to 3 days offers a great value for money, allowing you to explore the area's key landmarks, historic sites, and cultural attractions. You can enjoy a variety of destinations, including state parks, lakes, mountains, and waterfalls, along with recreational areas and historic homes. This timeframe could provide you with a chance to experience Ashland’s rich history and beautiful scenery while keeping your expenses manageable.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute hotel deals in Ashland, begin by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, ensuring you’re informed about potential savings. Additionally, you can utilize Smart ShoppingOpens in a new window a comparison tool available in the app, to help you compare hotel prices and amenities. This way, if rooms become available or prices drop, you'll be among the first to know, making it easier to seize a last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay in an Ashland hotel. If you're interested in unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that could help you find a better deal.
  4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Ashland's great public transportation options, you might discover a more affordable independent hotel a bit further out that still has good connections. If you’re interested in exploring alternative, less crowded neighborhoods or even some lesser-known nearby cities, you can often find excellent value for your money. Opting for these alternative locations could provide a more authentic and budget-friendly experience.
  5. Become a Member: Join for free and unlock amazing savings on your next stay in Ashland! With membership, you can access exclusive prices on over 100,000 hotels worldwide. As you progress through membership tiers, enjoy benefits like complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Start planning your getaway today and take advantage of these fantastic perks!

Best time to go to Ashland

Ashland experiences its lowest average temperature in January, at 21.9°F (-5.6°C), while July is the hottest month, with an average temperature of 68.7°F (20.4°C). July tends to be the wettest month. The peak travel months to visit Ashland are July, August, and October, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, March, April, and November are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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