Ashland Vacations from $680

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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.
Cranmore Mountain Lodge Bed & Breakfast

Cranmore Mountain Lodge Bed & Breakfast

3 out of 5
Kearsarge
Price was $822, price is now $680 per person
$680
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Manchester (MHT)
8.8/10 Excellent! (248 reviews)
This was such a cute little getaway spot. The property was pretty, and the food was delicious.

Reviewed on Apr 20, 2026

The Inn at Thorn Hill & Spa

The Inn at Thorn Hill & Spa

4 out of 5
Price was $1,130, price is now $880 per person
$880
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Manchester (MHT)
9.8/10 Exceptional! (1,004 reviews)
Such an amazing place, nice people annd staff and good food! I’m definitely coming back when I have the chance. So peaceful, cozy and clean. Me and my husband are speechless we have nothing bad to say about it. We just came back home and we already miss it. If you’re looking for a quiet, peaceful and relaxing weekend this is it. Nice restaurants and outlets 15min drive away from it. I’m also pregnant and we spent our “last weekend “ together before having our first bay and they treat me with so much kindness. Zero regrets.

Reviewed on Apr 26, 2026

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $1,062, price is now $839 per person
$839
per person
Jul 22 - Jul 26
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Manchester (MHT)
9.2/10 Wonderful! (207 reviews)
The property is good for skying in the area. Nothing fancy, but works perfectly for families who are out all day.

Reviewed on Apr 19, 2026

Eagle Mountain House & Golf Club

Eagle Mountain House & Golf Club

3.5 out of 5
Price was $1,014, price is now $818 per person
$818
per person
Jul 22 - Jul 26
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Manchester (MHT)
8.8/10 Excellent! (1,000 reviews)
A cute spot! Stayed on the first floor which was fine because it was winter but if it was summer might be a little loud because of people on the deck.

Reviewed on Mar 30, 2026

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
Price was $1,684, price is now $1,411 per person
$1,411
per person
Jul 22 - Jul 26
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Beautiful historic hotel staff is great. Everything is as it should be.

Reviewed on Apr 22, 2026

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Discover the most popular places to visit in Ashland

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

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

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
$144 nightly
The price is $156 total per night from May 25 to May 26
$156 total
May 25 - May 26
Total with taxes and fees
9.2/10 Wonderful! (208 reviews)
The lodge is a bit dated but it has everything we need and very spacious. The pool was a hit with the kids. We will definitely be staying here again in the future

Reviewed on Apr 26, 2026

Cold Spring Plymouth Resort
Quality Inn Ashland

Quality Inn Ashland

2.5 out of 5
53 West St Ashland NH
Fully refundable
$85 nightly
The price is $92 total per night from Apr 30 to May 1
$92 total
Apr 30 - May 1
Total with taxes and fees
7.8/10 Good! (838 reviews)
The room was clean, comfortable, and well-maintained. The bed was especially cozy, and I appreciated the quiet atmosphere at night. Housekeeping did a great job keeping everything fresh during my stay.

Reviewed on Apr 7, 2026

Quality Inn Ashland
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy Meredith NH
$150 nightly
The price is $163 total per night from May 20 to May 21
$163 total
May 20 - May 21
Total with taxes and fees
8.4/10 Very Good! (970 reviews)
Resort is nice. Room was nice. Really didn't get to experience many of the features due to schedule.

Reviewed on Apr 26, 2026

Mill Falls Resort Collection at the Lake
See all 2,048 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 $680 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.

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