Book Exclusive Ashland Vacation Packages

Choose one or more items to build your trip:

Ashland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
Mandarin Oriental, Boston
Raffles Boston
The Charles Hotel
The Kendall Hotel

Top Ashland hotels deals

Don't see what you're looking for?
See all available properties in Ashland
View all properties
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.

Popular places to visit

Ashland Vacations

Experiencing the real essence of Ashland begins with delving into the little details. Ready to learn just where this unique destination is and what attractions you should explore?

You can find it 3 miles (5 kilometers) from Framingham and 4 miles (6 kilometers) away from Southborough.

Eager to meet some locals? That shouldn't be an issue. 16,000 people call this part of Massachusetts home.

Places to visit in Ashland

Shoppers World is the place to be if you're craving some window-shopping. With crowds of people bustling in and out, you'll have lots of fellow shopaholics to keep you company! Want more ideas? Natick Collection is the perfect place to go if you're craving a bit of window-shopping. With crowds of people coming and going, there'll be heaps of fellow shopaholics to keep you company! But there's more. Pack a good read, find a secluded spot and enjoy the pleasant garden aromas at Garden in the Woods.

Where do you fly into for Ashland?

The thrill and excitement of exploring a totally new destination will never get old. Once you've landed at Logan International Airport (BOS), the central area of Ashland will be just 25 miles (40 kilometers) to the west from here.

Frequently asked questions

How much are vacation packages to Ashland?
With Travelocity vacation packages, you could live it up in Ashland for only CA $1,388. Activities, flights and hotels — we’ve got it covered. You’ll save a bunch just by bundling together your bookings. With everything taken care of before you even set off, you won’t have a care in the world.
How long should my Ashland vacation be?
The majority of people opt to spend roughly 2 nights in Ashland, but it’s your choice. If you’re eager to check out all the fantastic things this place has waiting for you, why not hang around another couple of nights?
Where can I get the best vacation package deals for Ashland?
For an excellent Ashland package deal, no one compares to Travelocity. Take your pick of 400 air carriers and 665,000 properties worldwide to create your ultimate trip — it’s as easy as that.
Why should I book my Ashland vacation package via Travelocity?
We take the hassle out of travel planning. Whether you’re looking for an amazing new place to wander around or want to ensure you get the best deal around, we’ve got your back. Our 24/7 customer support, excellent service and Price Match Guarantee mean you can book with confidence.
Can I save money on my Ashland car rental if I bundle it with hotels and flights?
Combining your hotel, flight and car into an Ashland vacation package is an excellent way to land the best prices. Plus, having your own wheels gives you total freedom to get to all those big sights you’re eager to see. Located 190 kilometersfrom Ashland, The Egg is one attraction that should have a place on your itinerary. Turn up the tunes and make a day trip of it.
What is the best time of year to go to Ashland?
If you’d like to avoid pricey airfares, tourist masses and full hotels, plan your trip outside of . The quietest time to travel around Ashland is . You’ll find hotel prices are the highest in and the most affordable in .
Which airport is best for Ashland?
Many people choose to fly into Boston, MA (BOS-Logan Intl.), 40 kilometerseast of downtown Ashland. Others prefer Providence, RI (PVD-T.F. Green) (60 kilometersaway from central Ashland) or Manchester, NH (MHT-Manchester-Boston Regional) (76 kilometersaway from central Ashland).
What is there to do in Ashland?
Ashland State Park deserves to be on your must-see list. After you’ve checked off this popular attraction, simply roam the streets of Ashland and learn what really makes this wonderful place tick.
Where should I stay when visiting Ashland?
If you’re looking for somewhere to lay your head, check out the Warren Conference Center and Inn. It’s the top pick for many visitors.
Can I go on vacation to Ashland at this time?
Travelocity has the local know-how to help make your travel dreams a reality, so before planning your trip to Ashland, look over our Covid-19 Travel Advisor. This is where you can get the latest info about travel restrictions, quarantine policies and many other details.