Ashland Vacations from $178

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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.
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
Price was $213, price is now $178 per person
$178
per person
Nov 7 - Nov 9
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Manchester (MHT)
6.8/10 (738 reviews)
It was a rainy chilly day when we checked in. We turned on the heat. After half an hour of blowing only cold air my husband went to the front desk. The young man came upstairs and held his hand for several minutes then declared we would have heat in 20-30 minutes. After another half hour of cold air I went to the front desk and requested a room change. I am sensitive to cold and will awaken if the room is cold. The man said they were fully booked. So I returned and turned off the cold air machine, closed the curtains, and opened the room door so the warm air in the hall could come in. We were fully dressed and reading. A woman soon arrived with keys to a much nicer room. They were not fully booked. The hall was noisy until after 10 with young children running around but eventually quieted. I arose early and went to the dining room where I fixed a cup of coffee and enjoyed a beautiful sunrise over the lake. It was apparent breakfast would not be much so we went to a terrific diner for breakfast. I would stay again just make sure there was heat.

Reviewed on Oct 3, 2025

The Centennial

The Centennial

4 out of 5
Price was $657, price is now $492 per person
$492
per person
Dec 9 - Dec 13
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
staff was wonderful-upgraded my son & wife when I called to say it was their Wedding night! Also-gave them chocolate dipped strawberries ❤️

Reviewed on Sep 30, 2025

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Save 100% on your flight
Price was $1,302, price is now $993 per person
$993
per person
Dec 9 - Dec 13
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
9.6/10 Exceptional! (345 reviews)
Clean room. Luxurious and beautiful 😍

Reviewed on Oct 5, 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
$121 nightly
The price is $132 total per night from Nov 6 to Nov 7
$132 total
Nov 6 - Nov 7
Total with taxes and fees
9/10 Wonderful! (144 reviews)
Great place
"Dated but great! Tennis, trails, pools, and a gym. Friendly front desk staff. Well equipped condo."

Reviewed on Sep 13, 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
$84 nightly
The price is $91 total per night from Nov 2 to Nov 3
$91 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (810 reviews)
"It was very convenient to highway."

Reviewed on Sep 10, 2025

Quality Inn
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $86 total per night from Oct 13 to Oct 14
$86 total
Oct 13 - Oct 14
Total with taxes and fees
6.6/10 (761 reviews)
"I had a very small room. It’s was clean but didn’t have the lake view but didn’t expect one for the price. The price was very reasonable as I didn’t have much money to spend on a room so it worked just fine for me. I’m sure I will look at staying again once the weather gets cold. I hope you will ..."

Reviewed on Sep 26, 2025

Winnisquam Lake Inn
See all 1,989 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.

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 $178 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.