Book Exclusive Ashland Vacation Packages

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Ashland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Blackberry River Inn

Blackberry River Inn

3 out of 5
per person
Apr. 25 - Apr. 28
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
Stay at this 3-star B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Haystack Mountain State Park and Haystack Park Pond are located nearby.
the Alander

the Alander

2.5 out of 5
per person
Apr. 25 - Apr. 28
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions Undermountain Golf Course and Copake Town Park are located nearby.

Top Ashland hotels deals

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $251 per night
CA $251
CA $303 total
includes taxes & fees
3 Feb - 4 Feb
Stay at this 3-star 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 attractions Hunter Mountain and H Ski Lift are located nearby.
Breakfast included
Pet-friendly
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $196 per night
CA $196
CA $211 total
includes taxes & fees
2 Feb - 3 Feb
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. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pool
Breakfast included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $270 per night
CA $270
CA $364 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pool
Pet-friendly
The Roxbury

The Roxbury

3 out of 5
2258 Co Rd 41, Roxbury, NY
Get rates
Stay at this 3-star golf hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Relay State Forest and Plattekill Mountain are located nearby.
Pool
Hot tub
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR, Hunter, NY
The price is CA $317 per night
CA $317
CA $382 total
includes taxes & fees
2 Feb - 3 Feb
Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter Mountain and D Ski Lift are located nearby.
Pool
Free WiFi
SunView Motel

SunView Motel

2.5 out of 5
5844 Main St, Tannersville, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $181 per night
CA $181
CA $196 total
includes taxes & fees
16 Feb - 17 Feb
Book a stay at this golf motel in Tannersville. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and Kaaterskill Falls are located nearby.
Parking included
Free WiFi
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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.

Popular places to visit

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?

Ashland Town Hall

Ashland Vacations

Are you all set for your next trip? Make sure you don't miss out on any excitement in Ashland by knowing a few things about it before you dash off.

You'll discover this Kingston neighborhood 30 miles (48 kilometers) northwest of the downtown action.

The population of Kingston is roughly 24,000.

Places to visit in Ashland

There's nothing like getting out into nature, and the Kingston region has some superb outdoor pursuits for you to try. How about a little snowboarding? The good times don't need to end there. Think about doing some skiing as well.

Where do you fly into for Ashland?

Board the plane and catch forty winks. Once you've landed at Albany International Airport (ALB), you'll have to travel 40 miles (64 kilometers) to reach the main area of Ashland.

Frequently asked questions

How much are vacation packages to Ashland?
Your travel daydreams can come true in Ashland for only CA $899. Our affordable package deals include flights and hotels, so they’re bound to make booking nice and easy. The only thing you’ll need to concentrate on is having a good time.
Where can I get the best vacation package deals for Ashland?
No matter how you like to travel, Travelocity can help you snap up the best Ashland package deal. All you need to do is select a combination from our 400 air carriers and 1,000,000 properties worldwide.
Why should I purchase my Ashland vacation package with Travelocity?
Because you’ll never roam on your own if you book through us, and we offer 24/7 customer support and excellent service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to pick from. We’re here to help you jet off on the vacation of a lifetime.
Can I save on my Ashland car rental if I combine it with hotels and flights?
You most certainly can — combine your car, hotel and flight into an Ashland vacation package and you can save plenty. With so much to uncover in and around Ashland, that rental vehicle will make exploring a breeze. Once you’re in the driver’s seat, get out on the wide open road and make tracks to Times Square, a famous attraction approximately 177 kilometers from Ashland.
Which airport is best for Ashland?
Albany Intl. Airport (ALB) is where many vacationers touch down. It’s located around 64 kilometers northeast from downtown Ashland. You can also check out the deals to Stewart Intl. Airport (SWF), which is 88 kilometers away from central Ashland.
Where should I stay when visiting Ashland?
Many people opt to hit the hay at the Ashland · Home Theatre, Game Room, Private Driving Range. It’s a terrific base for your Ashland escape.

Photos of local treasures

Browse Ashland vacation photos for more inspiration