Ashland Vacations from $404

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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.
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
Price was $503, price is now $404 per person
$404
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Manchester (MHT)
7/10 Good! (1,000 reviews)
the gentlemen at the front desk was awesome!!

Reviewed on Dec 4, 2025

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $545, price is now $431 per person
$431
per person
Jan 23 - Jan 26
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Manchester (MHT)
9.4/10 Exceptional! (38 reviews)
Funky place, easy access, good lodging and very close to the ski area. Only thing missing was a hair dryer! Would definitely stay again!

Reviewed on Dec 8, 2025

The Centennial

The Centennial

4 out of 5
Price was $569, price is now $466 per person
$466
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Manchester (MHT)
8.8/10 Excellent! (1,000 reviews)
Spectacular in every way. Great service, fabulous room, nice bar. We'll worth it.

Reviewed on Nov 27, 2025

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $576, price is now $474 per person
$474
per person
Jan 23 - Jan 26
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Manchester (MHT)
9/10 Wonderful! (153 reviews)
Everything is excellent

Reviewed on Nov 23, 2025

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Price was $992, price is now $833 per person
$833
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Manchester (MHT)
9.6/10 Exceptional! (352 reviews)
Beautiful place to stay.

Reviewed on Nov 26, 2025

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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
$110 nightly
The price is $120 total per night from Jan 7 to Jan 8
$120 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
9/10 Wonderful! (159 reviews)
Spacious accommodation and excellent amenities

Reviewed on Nov 29, 2025

Cold Spring Plymouth Resort
Quality Inn

Quality Inn

2.5 out of 5
53 West St Ashland NH
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $76 total per night from Dec 21 to Dec 22
$76 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (821 reviews)
Desk staff was incredibly helpful at checkin

Reviewed on Nov 23, 2025

Quality Inn
Glynn House Inn

Glynn House Inn

4 out of 5
59 Highland Street Ashland NH
9.6/10 Exceptional! (157 reviews)
Everything was excellent apart from 2 little things. First, the bed was horribly soft. Absolutely no support and you needed a compass to find your way out of the middle of that thing. I know bed softness is a personal preference but both of us in there agreed, way too soft. Only other issue was the ...

Reviewed on Oct 27, 2025

Get rates
Glynn House Inn
See all 1,968 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 $404 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.