Ashland, NY

Travel Guide

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
$139 nightly
The price is $150 total per night from Dec 7 to Dec 8
$150 total
Dec 7 - Dec 8
Total with taxes and fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (1,008 reviews)
"Pleasant stay. Would definitely stay there again."

Reviewed on Nov 5, 2026

Hunter Lodge, a Bluebird by Lark
Emerson Resort & Spa

Emerson Resort & Spa

3.5 out of 5
5340 NY-28 Mount Tremper NY
$165 nightly
The price is $184 total per night from Nov 9 to Nov 10
$184 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this spa hotel in Mount Tremper. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Emerson Place Kaleidoscope and ...
9/10 Wonderful! (116 reviews)
"Restaurant was closed. Room was excellent."

Reviewed on Nov 4, 2026

Emerson Resort & Spa
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $152 total per night from Nov 15 to Nov 16
$152 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (906 reviews)
"Great staff"

Reviewed on Nov 4, 2026

Hotel Vienna
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.
Starlite Motel

Starlite Motel

2.5 out of 5
8722 Route 28 Big Indian NY
Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Mountain Ski Center and Belleayre Beach are ...
9.2/10 Wonderful! (321 reviews)
"Grounds are nice, rooms are not. The pictures for this property are VERY deceiving. An effort was made in decor a long while back, but that won’t help the crusty doors, carpet, kitchen, bathtub, paint and chipped furniture throughout, in addition to mold around the tub. For the amount paid, we expected ..."

Reviewed on Oct 26, 2026

Starlite Motel
Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin

Fleischmanns NY
Stay at this cabin in Fleischmanns. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Belleayre Mountain Ski Center and ...
9.6/10 Exceptional! (140 reviews)
"It’s a beautiful spot and the cabin is clean, comfortable, and well equipped. The host is friendly and communicates in a timely manner to ensure that guests enjoy their stay. We always look forward to returning."

Reviewed on Oct 18, 2026

Sauna Belleayre Cozy Cabin
Relax In The Mountains!

Relax In The Mountains!

South Kortright NY
Stay at this cabin in South Kortright. Enjoy a garden, laundry facilities, and patios. Popular attractions John Lennox State Demonstration Forest and Hobart ...
9.8/10 Exceptional! (92 reviews)
"Beautiful cabin with ample space. Well stocked kitchen. I brought supplies with me, but did not need them.We have rented numerous cabins over the years. One thing that I especially liked about this one was the staircase leading up to the second floor loft, rather than ladder type steps.The cabin ..."

Reviewed on Oct 19, 2026

Relax In The Mountains!
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.

Stay near popular Ashland attractions

Frequently asked questions

Is Ashland worth visiting?
Ashland is worth visiting for its diverse culinary scene, offering Italian and North American dining options. Travelers can also explore local landmarks such as Ashland Town Hall, which provides a glimpse into the area's history and community. It's a great spot for those seeking both good food and local culture.
When is the best time to visit Ashland?
The best time to visit Ashland is from May through September, when the climate is generally most pleasant. For fewer crowds and better value, the quieter months of November through February are a good option, offering cooler weather and a chance to experience the destination during its winter season.
What is Ashland known for?
Ashland is known for Ashland Town Hall, which serves as a central point of civic life. Travelers can also enjoy the city's Italian food culture, providing a variety of authentic dishes and dining experiences.
What is a good itinerary length for Ashland?
A good itinerary length for Ashland is one day to explore Ashland Town Hall and enjoy local dining options like Italian, North American, or Asian cuisine. For a slightly more relaxed visit, two days allows you to revisit favorite eateries and soak in the local atmosphere.
What are the top things to do in and around Ashland?
In Ashland, visit Ashland Town Hall, a significant local landmark.
What cuisines can you find in Ashland?
In Ashland you can find New American cuisine, featuring dishes like gourmet burgers, creative small plates, and farm-to-table options. Travelers can also enjoy Italian pasta dishes, Mexican tacos, and a variety of Asian flavors including Chinese, Japanese, and Thai. There are also options for Southern soul food and French cuisine.
Can I book a refundable hotel in Ashland?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Ashland by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Ashland with Expedia?
Expedia makes it easier to plan your Ashland trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Ashland?
The best choice depends on your travel style. Hotels in Ashland can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Ashland trip on Expedia?
Once you've booked your Ashland trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Ashland trip?
Expedia offers customer support before, during, and after your Ashland trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Ashland?
If it's your first trip to Ashland, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Ashland hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Ashland hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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