Ashland Vacation Packages

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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.

Top Ashland Vacation Deals

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

The Centennial

4 out of 5
Price was CA $634, price is now CA $452 per person
CA $452
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
8.8/10 Excellent! (989 reviews)
Absolutely beautiful. Clean. Great staff. Classy! Definitely go back for sure.

Reviewed on Aug. 22, 2025

The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

2 out of 5
Price was CA $1,341, price is now CA $1,124 per person
CA $1,124
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
No reviews
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
Price was CA $580, price is now CA $500 per person
CA $500
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
8.6/10 Excellent! (1,000 reviews)
The hotel was nice and the staff was great!

Reviewed on Aug. 23, 2025

Hampton Inn & Suites Manchester-Bedford

Hampton Inn & Suites Manchester-Bedford

2.5 out of 5
Price was CA $554, price is now CA $481 per person
CA $481
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
8.4/10 Very Good! (1,003 reviews)
The beds were comfortable Carpeting in the halls were dirty

Reviewed on Aug. 17, 2025

Holiday Inn Express & Suites Merrimack by IHG

Holiday Inn Express & Suites Merrimack by IHG

2.5 out of 5
Price was CA $589, price is now CA $517 per person
CA $517
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
8.8/10 Excellent! (1,003 reviews)
Property was lovely.

Reviewed on Aug. 21, 2025

Ready to book your vacation to Ashland?

 

Choose your dates

Ashland Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
53 West St, Ashland, NH
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 14 to Sep 15
CA $123
CA $134 total
Sep 14 - Sep 15
includes taxes & fees
7.8/10 Good! (796 reviews)
"Nice quiet hotel. Room was a good size and clean"

Reviewed on Aug. 8, 2025

Quality Inn
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
The price is CA $148 per night from Sep 1 to Sep 2
CA $148
CA $161 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (138 reviews)
Short but cozy & clean stay!
"Great quick overnight stay for our family to do some school shopping. It was great to have an open concept and a fully stocked kitchen! Sadly we were unable to check in until 6 pm and check-out time was pretty early at 10 am the next day, some sort of discount or perk would have been appreciated ..."

Reviewed on Aug. 19, 2025

Cold Spring Plymouth Resort
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Aug 26 to Aug 27
CA $98
CA $107 total
Aug 26 - Aug 27
includes taxes & fees
6.6/10 (696 reviews)
Winnisquam Inn
"The property is dated but clean. Staff was very friendly and helpful."

Reviewed on Aug. 12, 2025

Winnisquam Lake Inn
See all 1,979 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Ashland vacation package cost?
You can grab a vacation package to this popular destination from CA $452 on Expedia. But how much your vacation to Ashland costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Ashland?
If you'd like to snag a cheap Ashland vacation package, consider visiting in January, March and November. You'll generally find better prices on flights and accommodations during these months — ideal for budget-conscious travellers.
How many days is enough for Ashland?
You can see all the leading sights in Ashland in a few days, including the must-see Little Squam Lake. If you want an extended Ashland vacation, check out what sort of activities and day tours are available close by.
Is it worth booking a vacation package to Ashland?
Ashland has everything you need for an awesome getaway — walking trails, markets and family-friendly attractions are just the start. Whether you want to check out sights like Ashland Railroad Station Museum and Pauline E Glidden Toy Museum, or venture off the beaten track, you'll have plenty to do on your Ashland vacation.
How to find the best Ashland package deals?
Finding a cheap Ashland package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Ashland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Ashland vacation as a package?
You can enjoy significant savings on your next Ashland getaway by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Ashland?
If you have your Ashland travel dates finalized, book early to grab some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Ashland?

  1. Pick your travel dates: What you'd like to do in Ashland and your favourite season can help you decide when to go.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Ashland.
  3. Work out your trip length: Consider how long you want to spend exploring Ashland. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Ashland vacation package.

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