Ashland Vacations from $419

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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.
Exeter Inn

Exeter Inn

3.5 out of 5
Price was $523, price is now $419 per person
$419
per person
May 22 - May 25
found 17 hours ago
Roundtrip flight included
Chicago (CHI) to Manchester (MHT)
9/10 Wonderful! (1,004 reviews)
Great place to be snowed in!

Reviewed on Apr 14, 2026

The Centennial

The Centennial

4 out of 5
Save 100% on your flight
Price was $680, price is now $465 per person
$465
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Manchester (MHT)
8.8/10 Excellent! (1,000 reviews)
Lovely and very helpful staff - Late night and early morning! Bed was very comfortable and breakfast was out early and very nice.

Reviewed on Apr 6, 2026

Hampton Inn & Suites Exeter

Hampton Inn & Suites Exeter

2.5 out of 5
Save 100% on your flight
Price was $793, price is now $616 per person
$616
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Manchester (MHT)
9.2/10 Wonderful! (1,006 reviews)
Breakfast menu was good and parking was safe and easy. All the facilities and room was clean.

Reviewed on Apr 15, 2026

Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2.5 out of 5
Price was $905, price is now $712 per person
$712
per person
Jun 24 - Jun 29
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Manchester (MHT)
8.6/10 Excellent! (925 reviews)
Very accessible to UNH

Reviewed on Apr 16, 2026

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Save 100% on your flight
Price was $1,066, price is now $852 per person
$852
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Manchester (MHT)
9.6/10 Exceptional! (362 reviews)
Everything was above and beyond. Our room was lovely. Every staff member was great! I would highly recommend the BVI.

Reviewed on Jan 29, 2026

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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
$147 nightly
The price is $160 total per night from Apr 30 to May 1
$160 total
Apr 30 - May 1
Total with taxes and fees
9.2/10 Wonderful! (204 reviews)
Very clean property, great price! Unit was great, plenty of space, well equipped. Great location, easy drive to multiple ski resorts.

Reviewed on Mar 30, 2026

Cold Spring Plymouth Resort
Quality Inn Ashland

Quality Inn Ashland

2.5 out of 5
53 West St Ashland NH
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $102 total per night from May 2 to May 3
$102 total
May 2 - May 3
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 3 to May 4
$163 total
May 3 - May 4
Total with taxes and fees
8.4/10 Very Good! (966 reviews)
Pool was open late which was nice, pool area could use an upgrade. When booking it said balcony but we didn't get that. Our window had the screen popped out and house keeping just came into the room at 8 a.m. the restaraunt was great and had a very friendly staff.

Reviewed on Apr 11, 2026

Mill Falls Resort Collection at the Lake
See all 2,060 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 $419 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.