Ashland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Holiday Inn Express Hotel & Suites White River Junction by IHG
CA $1,010
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
8.6/10 Excellent! (1,002 reviews)
Hotel did not let us know that there was no air conditioning. There were portable ac units in the rooms but they were loud. The lobby and general area were very warm. Laundry signage was wrong as it led to a supply closet. The laundry was actually on different floor and one of the dryers was not working.
Reviewed on Oct 1, 2026
White River Inn and Suites
CA $1,034
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
7/10 Good! (1,002 reviews)
The staff was great. The room was clean. The interstate noise was noticeable. The venting on the air conditioner sucked in the air from the outside balcony from below us which wouldn't have been bad but the guests below were smoking Marijuana. That stunk up our room.
Reviewed on Oct 2, 2026
Inn at Clearwater Pond (Quechee)
CA $1,225
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
9.4/10 Exceptional! (60 reviews)
Very nice property on a beautiful piece of land. Excellent location that is very close to Quechee Gorge and Simon Pierce. Only about 15 minutes to Dartmouth College. Innkeeper was very friendly and helpful and they have a nice Golden Retriever named Sam.
Reviewed on Sep 28, 2026
Ready to book your vacation to Ashland?
Ashland Hotel Deals
Cold Spring Plymouth Resort
460 North Ashland Road Ashland NH
Fully refundableReserve now, pay when you stay
CA $188
CA $204 total
Oct 25 - Oct 26
includes taxes & fees
Waterfront Ashland Home ~ 2 Mi to Downtown!
Ashland NH
9/10 Wonderful! (14 reviews)
"Nice location for kayaking did not swim but could have if we wanted to. The lake front is secluded and it is a short row to the larger lake area. Had no issues with boat owners showing up unannounced and Steven was a great host showed us how things worked which was helpful."
Reviewed on Sep 16, 2026
Mill Falls Resort Collection at the Lake
281 Daniel Webster Hwy Meredith NH
CA $193
CA $270 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"We were very happy with our stay. The location was perfect, the view was beautiful, and the hotel was spotless. Everything felt comfortable and well cared for. We’d gladly stay here again"
Reviewed on Oct 2, 2026
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.
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.
St. Mark's Episcopal Church
10.0/10 (1 review)
After visiting St. Mark's Episcopal Church, make a plan to see the other sights and activities in Ashland. Wander the lakeside or discover the area's mountain views.
Ashland Railroad Station Museum
10.0/10 (1 review)
You can spend time browsing the exhibits at Ashland Railroad Station Museum in Ashland. Wander the lakeside or discover the area's mountain views.
Whitten Woods Trailhead
9.4/10 (3 reviews)
You can take time to visit Whitten Woods Trailhead during your travels to Ashland. Discover the mountain views in this relaxing area.
Riveredge Marina
10.0/10 (1 review)
Explore the waterfront in Ashland with a trip to Riveredge Marina. Stroll along the lakeside or discover the area's mountain views.
Whipple House Museum
10.0/10 (1 review)
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.
Frequently asked questions
How much does an Ashland vacation package cost?
You can grab a vacation package to this popular destination from CA $1,010 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?
- Pick your travel dates: What you'd like to do in Ashland and your favourite season can help you decide when to go.
- 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.
- 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.
- 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.
