Ashland Vacations from $477

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Your Ashland Vacation

Say farewell to the stress of planning and hello to a Ashland vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Tenney Mountain, which is great for nature, views and hiking. Make your trip to Ashland even more enjoyable by going sightseeing. Plymouth State University, The Flying Monkey Movie House and Performance Center and Lake Waukewan are some of the big attractions you'll want to explore. No matter your travel plans or budget, organizing a tailored Ashland vacation is a breeze with Expedia.

The Latest Ashland vacation packages

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

Moultonborough Inn

3 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 21
found 3 hours ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
9/10 Wonderful! (161 reviews)
It was clean and quiet and there was lots of room with a kitchenette. Very nice.

Reviewed on Jun 24, 2025

The Centennial

The Centennial

4 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Kalamazoo (AZO) to Manchester (MHT)
8.8/10 Excellent! (950 reviews)
Everything was great! Very clean and the staff was excellent

Reviewed on Jul 1, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
per person
Sep 6 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Lebanon (LEB)
9/10 Wonderful! (712 reviews)
Excellent property large spacious rooms great restaurant on property

Reviewed on Jun 28, 2025

Super 8 by Wyndham Tilton/Lake Winnipesaukee

Super 8 by Wyndham Tilton/Lake Winnipesaukee

2 out of 5
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Kalamazoo (AZO) to Manchester (MHT)
7.4/10 Good! (1,005 reviews)
The woman at the front desk was super friendly and constantly was joking with me every time I was going in and out through the front area. Give her a raise for putting up with the inebriated during bike week!

Reviewed on Jun 23, 2025

Hampton Inn & Suites Manchester-Bedford

Hampton Inn & Suites Manchester-Bedford

2.5 out of 5
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Kalamazoo (AZO) to Manchester (MHT)
8.6/10 Excellent! (1,001 reviews)
Best sleep I have had in a hotel in a long time.

Reviewed on Jul 3, 2025

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Discover the most popular places to visit in Ashland

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.

Pauline E Glidden Toy Museum

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.

Ashland Railroad Station Museum

Whipple House Museum

You can spend time exploring the galleries in Whipple House Museum during your trip to Ashland. Stroll along the lakeside or discover the area's mountain views.

Whipple House Museum

Ashland Hotel Deals

Cold Spring Plymouth Resort
Cold Spring Plymouth Resort
3.5 out of 5
460 North Ashland Road, Ashland, NH
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $148 total per night from Jul 7 to Jul 8
$148 total
Jul 7 - Jul 8
Total includes taxes and fees
9/10 Wonderful! (126 reviews)
Bike Week
"Everything was good, except the toilet was running for a while before filling up, but it was taken care of. Would come back"

Reviewed on Jun 22, 2025

Cold Spring Plymouth Resort
Quality Inn
Quality Inn
2.5 out of 5
53 West St, Ashland, NH
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $101 total per night from Aug 4 to Aug 5
$101 total
Aug 4 - Aug 5
Total includes taxes and fees
7.8/10 Good! (773 reviews)
"Quiet area met our expectations"

Reviewed on Jul 3, 2025

Quality Inn
Mill Falls Resort Collection at the Lake
Mill Falls Resort Collection at the Lake
3 out of 5
281 Daniel Webster Hwy, Meredith, NH
$187 nightly
The price is $203 total per night from Jul 24 to Jul 25
$203 total
Jul 24 - Jul 25
Total includes taxes and fees
8.2/10 Very Good! (715 reviews)
Little getaway
"We loved our stay last week! The room was great and a beautiful view! We would book this again if we go back to the area. Also, we ate at Camp and it was delicious!! We ate at Lakehouse grill and I had the best steak I have had in a very long time!!"

Reviewed on Jul 1, 2025

Mill Falls Resort Collection at the Lake
See all 1,999 properties in Ashland
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.

Find the Best Ashland Vacation Packages

Ashland Essential Information

Language
English
Currency
U.S dollars
Population
1,250
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Squam Lakes Natural Science Center, Wellington State Park and Museum of the White Mountains

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Frequently asked questions

How much does an Ashland vacation package cost?
Offering excellent value package deals from $477 on Expedia, you'll be surprised at how little a vacation to Ashland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Ashland?
You can typically find lower prices and better availability in April, November and December. Explore our cheap Ashland vacation packages and you could get some great off-season deals.
How many days is enough for Ashland?
Generally, a handful of days is great for an Ashland vacation. With a well-organized itinerary, you can see all the major sights like Riveredge Marina, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Ashland?
Ashland has all the ingredients you need for a fantastic getaway --- walking trails, family-friendly attractions and markets are just the start. Whether you'd like to check out sights like Ashland Railroad Station Museum and Whipple House Museum, or take the path less traveled, there's plenty to see and do on your Ashland vacation.
How to find the best Ashland package deals?
Finding a cheap Ashland package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Ashland package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Ashland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Ashland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Ashland?
If you've got your Ashland travel dates confirmed, book as soon as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Ashland vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Ashland trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.