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.
Exeter Inn

Exeter Inn

3.5 out of 5
Price was CA $1,179, price is now CA $880 per person
CA $880
per person
Sep 10 - Sep 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
9/10 Wonderful! (1,003 reviews)
The south was amazing. They help us with our requests. They made us feel very welcome. My girlfriend and I were sharing a special moment on this day and this stuff in hotel over or made it better than we thought.

Reviewed on Jul 5, 2026

Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2.5 out of 5
Price was CA $1,366, price is now CA $1,189 per person
CA $1,189
per person
Sep 10 - Sep 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
8.6/10 Excellent! (959 reviews)
We had the best stay! We stayed for 9 days, our room was always cleaned and had new towels, the beds were comfy and the staff was amazing!!! Everyone was so kind and happy! The one thing we didn’t like was the parking was tight in the front but they didn’t tell us about the spaces in the back! There is another parking lot behind the building! The breakfast was perfect and always stocked up! Deff worth the stay!

Reviewed on Jul 6, 2026

Fairfield Inn & Suites by Marriott Portsmouth Exeter

Fairfield Inn & Suites by Marriott Portsmouth Exeter

3 out of 5
Price was CA $1,142, price is now CA $1,000 per person
CA $1,000
per person
Sep 10 - Sep 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
8.6/10 Excellent! (645 reviews)
Good place to stay, good breakfast, location is in the middle of nowhere, do not sleep on couch mattress it will be nightmare for your back

Reviewed on Jul 7, 2026

The Centennial

The Centennial

4 out of 5
Price was CA $1,306, price is now CA $1,150 per person
CA $1,150
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
The room was clean and comfortable but there was a window ac unit and no shade on the window. Closing the curtains for privacy meant blocking the ac. The room also lacked a full length mirror and had limited bathroom vanity space. I did like the laminate floors, the room was a nice size and the bed was comfy

Reviewed on Jul 5, 2026

Hampton Inn & Suites Exeter

Hampton Inn & Suites Exeter

2.5 out of 5
Price was CA $1,965, price is now CA $1,742 per person
CA $1,742
per person
Sep 10 - Sep 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
9.4/10 Exceptional! (1,003 reviews)
We were in a suite for five nights and it was lovely. The location is not a place you can walk from - definitely need a car. We used it as a base to sightsee in the region and it worked for us.

Reviewed on Jul 6, 2026

Ready to book your vacation to Ashland?

 

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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
The price is CA $246 per night from Jul 22 to Jul 23
CA $246
CA $267 total
Jul 22 - Jul 23
includes taxes & fees
9.2/10 Wonderful! (226 reviews)
"Location is good, value is fair. Furniture old and start being cranky."

Reviewed on Jul 4, 2026

Cold Spring Plymouth Resort
Quality Inn Ashland

Quality Inn Ashland

2.5 out of 5
53 West St Ashland NH
The price is CA $205 per night from Jul 26 to Jul 27
CA $205
CA $222 total
Jul 26 - Jul 27
includes taxes & fees
7.8/10 Good! (852 reviews)
"Breakfast was very limited. AC worked great considering very hot humid days. Only saw one worker all 3 days, morning, afternoon, and evening. Not sure if he was a one person crew. The room was okay, nothing special, but can't expect much for the price we paid. Overall, it served our purpose."

Reviewed on Jul 5, 2026

Quality Inn Ashland
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 21 to Jul 22
CA $165
CA $179 total
Jul 21 - Jul 22
includes taxes & fees
7.8/10 Good! (1,011 reviews)
"Unfortunately, our experience was extremely concerning & disappointing. We arrived at the hotel around 8:00 p.m. on Friday and checked into our room. As we were winding down for the night, the power in our room suddenly went out while we were getting ready for bed. The lights, television, refrigerator, ..."

Reviewed on Jul 6, 2026

Best Western Plus Landmark Inn
See all 2,132 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.
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Stay near popular Ashland attractions

Pauline E Glidden Toy Museum

10.0/10 (1 review)
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.
See properties

Frequently asked questions

How much does an Ashland vacation package cost?
You can grab a vacation package to this popular destination from CA $880 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.

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.