Ashland Vacation Packages 2026 from $729

Ashland flight + hotel vacation packages

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

Hideaway Inn Mt.Sunapee

$729

per person

Jul 12 - Jul 16

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Bring the family and enjoy the arcade/game room, along with hiking/biking trails. There's an indoor pool on site, and a fireplace in the lobby and a communal living room are also provided.

Tiny Home Topline

Save 100% on your flight

$4,103

per person

Jul 12 - Jul 16

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

This apartment featured laundry facilities and a virtual front desk. Take advantage of the free self parking.

The Village of Loon Mountain Fixed Rooms

$912

per person

Jul 12 - Jul 16

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this aparthotel. A terrace and a picnic area are also provided.

Mountain View Grand Resort & Spa

$889

per person

Jul 12 - Jul 16

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

This smoke-free hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 4 outdoor tennis courts and perks like free WiFi. Enjoy the indoor pool and unwind at the bar/lounge and poolside bar.

Townhomes at Bretton Woods

$1,583

per person

Jul 12 - Jul 16

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

This smoke-free aparthotel features a golf course, a full-service spa, and a nightclub. There's a free ski shuttle, and ski lessons, ski rentals and ski storage are available on site. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.

Top Ashland hotels deals

Cold Spring Plymouth Resort

460 North Ashland Road Ashland NH

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$160 total

May 31 - Jun 1

Total with taxes and fees

A golf course and an outdoor pool are featured at this vacation home. Enjoy the indoor pool and perks like free WiFi. There's a gym on site, and laundry facilities and barbecue grills are also offered.

Pool

Hot Tub

Quality Inn Ashland

53 West St Ashland NH

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$102 total

May 31 - Jun 1

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A lobby fireplace, express check-out, and a computer station are also on offer.

Parking included

Free WiFi

Mill Falls Resort Collection at the Lake

281 Daniel Webster Hwy Meredith NH

$148 nightly

$160 total

May 25 - May 26

Total with taxes and fees

This smoke-free hotel features a full-service spa, a marina, and 4 restaurants. Enjoy the outdoor pool and perks like free self parking. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Hot Tub

Steele Hill Resorts

516 Steele Hill Road Sanbornton NH

$189 nightly

$205 total

May 19 - May 20

Total with taxes and fees

A golf course, a full-service spa, and 2 indoor pools are all featured at this hotel. Bring the family and enjoy the children's pool, waterslide, and playground. Enjoy the 2 outdoor tennis courts and perks like free self parking and free WiFi.

Pool

Hot Tub

Winnisquam Lake Inn

788 Laconia Rd Tilton NH

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

May 19 - May 20

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a picnic area are also on offer.

Breakfast included

Parking included

Best Western Plus Landmark Inn

480 Main Street Laconia NH

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$125 total

May 24 - May 25

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Don't see what you're looking for?

See all available properties in Ashland

View all properties

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 Railroad Station Museum

You can spend time browsing the exhibits at Ashland Railroad Station Museum in Ashland. Wander the lakeside or discover the area's mountain views.

Pauline E Glidden Toy Museum

You can spend time studying the exhibits at Pauline E Glidden Toy Museum in Ashland. Stroll along the lakeside or discover the area's mountain views.

Whitten Woods Trailhead

You can take time to visit Whitten Woods Trailhead during your travels to Ashland. Discover the mountain views in this relaxing area.

Frequently asked questions

How much are vacation packages to Ashland?

With vacation packages being sold from just $729, there's no need to wipe out your bank balance to travel to Ashland. Travelocity is here to help. Bundle flights, hotels and tours into a convenient package and land exciting discounts. The more you book, the bigger the savings.

How long should my Ashland vacation be?

There's no rule for how long your Ashland vacation should be, but most travelers opt to stay around 2 nights. Got some leeway with your travel dates? Consider booking a couple of extra nights. Then you'll have plenty of time to explore the area's hidden gems too.

Where can I get the best vacation package deals for Ashland?

You can't beat Travelocity when it comes to putting together your Ashland package deal. There are as many as 400 air carriers and 1,000,000 properties around the world to select from. Lock in your trip now and get ready to tick another place off your travel bucket list.

Why should I purchase my Ashland vacation bundle with Travelocity?

You'll not only enjoy huge savings, but you'll also have access to our 24/7 customer support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, uncover hidden treasures and forge long-lasting memories — we'll take care of the little details.

Can I save money on my Ashland car rental if I book it with hotels and flights?

Bundling your hotel, flight and car into an Ashland vacation package is the best way to score better prices. Plus, having your own rental car gives you absolute freedom to find your way to all the landmarks you can't wait to check out. Situated 95 mi from Ashland, Fenway Park is one place that should be on your itinerary. Fasten your seat belt and make a day trip of it.

Which airport is best for Ashland?

Manchester-Boston Regional Airport (MHT) is one place you can kick off your Ashland adventure. Situated 55 mi south of Ashland, it welcomes travelers from all over each day. Another good option is Lebanon Municipal Airport (LEB), 35 mi away from central Ashland.

What is there to do in Ashland?

Ashland is teeming with sights to discover, like Ashland Railroad Station Museum and Pauline E Glidden Toy Museum. These two fantastic attractions are on most tourists' travel schedules.

Where should I stay when visiting Ashland?

Many travelers choose to check in to the Quality Inn. It's sure to be a good base for your Ashland escape.