Ashland Vacations from $300

Book a Hotel + Flight or Car together to unlock savings

Photo by Swetha Srinivasan

Your Ashland Vacation

When you choose an Ashland vacation package, you can relax and enjoy your escape to the fullest. Delve into the highlights of this lively city knowing that all your travel needs have been looked after before you go. If taking in sights is part of the plan during your trip to Ashland, check out well-known attractions like Framingham State University, Natick Collection and Shoppers World. Whoever you're taking a break with and whatever your bank balance, your dream Ashland vacation is just a few clicks away with Expedia.

The Latest Ashland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 26
found 15 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
9.4/10 Exceptional! (2,275 reviews)
I stayed to go to my granddaughters graduation and it was just what I needed. Staff was great, the continental breakfast was yummy. I will definitely stay again if I am in the area.

Reviewed on Jun 7, 2024

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
10/10 Exceptional! (3 reviews)
Everything was perfect

Reviewed on May 28, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul 27 - Jul 30
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Great hotel. Very accommodating!

Reviewed on Jun 6, 2024

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 18
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (217 reviews)
Beautiful room, amenities, service, snacks and coffee station.

Reviewed on May 26, 2024

The Boxer

The Boxer

4 out of 5
West End
Save 100% on your flight
per person
Aug 14 - Aug 18
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.6/10 Excellent! (1,006 reviews)
Easy check in, good response from the staff when I had questions in advance of my trip.

Reviewed on Jun 7, 2024

Ashland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
15,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Apex Entertainment Center, Hopkinton State Park and Fun and Games Family Entertainment Center

Ashland Hotel Deals

The Arcadian powered by Sonder
The Arcadian powered by Sonder
3.5 out of 5
1200 Beacon St, Brookline, MA
The price is $137 per night from Jul 2 to Jul 3
$137
$153 total
includes taxes & fees
Jul 2 - Jul 3
7.8/10 Good! (2,237 reviews)
"Great!"

Reviewed on Jun 6, 2024

The Arcadian powered by Sonder
The Westin Copley Place, Boston, a Marriott Hotel
The Westin Copley Place, Boston, a Marriott Hotel
4 out of 5
10 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $220 per night from Jul 5 to Jul 6
$220
$286 total
includes taxes & fees
Jul 5 - Jul 6
9/10 Wonderful! (1,023 reviews)
"Loved my corner room with panoramic views!"

Reviewed on Jun 3, 2024

The Westin Copley Place, Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
4 out of 5
39 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $178 per night from Jun 16 to Jun 17
$178
$207 total
includes taxes & fees
Jun 16 - Jun 17
8.2/10 Very Good! (1,592 reviews)
"Convenient location and easy access to parking garage."

Reviewed on Jun 6, 2024

Sheraton Boston, a Marriott Hotel
See all 1,645 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Ashland vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Ashland from just $300. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Ashland?
Crafting your own Ashland vacation package with Expedia is one of the easiest ways to save. We have access to more than 550 airlines and 1,000,000 hotels all over the world. With such a huge range to pick from, you’ll have no trouble pulling together your next dream adventure.
Where should I stay in Ashland?
A getaway to Ashland isn’t complete without seeing Framingham State University, Metrowest Medical Center - Framingham Campus and Ashland State Park. Stay near these tourist attractions and make sightseeing simple.
What are the top hotels in Ashland?
Whether you’re planning to stay for one or several nights in Ashland, you’ll get a great night’s rest at Warren Conference Center and Inn. This place is a favorite with plenty of travelers.
How far in advance should I book my Ashland vacation?
While prices fluctuate, we generally suggest booking your seats as soon as possible. Most international fares can be found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be in luck. Cheap tickets to Ashland sometimes appear only weeks before departure.
What does an Expedia Ashland travel package include?
With Expedia, you can choose a combination of hotels, car rentals and flights to create your perfect Ashland travel package. Once you’ve made your booking, you can add on all the fun stuff like tours and activities. Remember — the more you bundle, the more discounts you’ll get!
What should I know before booking an Ashland travel package?
Bundling your bookings into an Ashland vacation package is the easiest way to organize your trip. Not only that, you’ll get great discounts when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with an Ashland Expedia vacation package?
You sure can. We offer more than 550 airline partners all over the world, so pick the carrier that matches your budget and travel needs.
If I'm not able to travel, can I cancel my Ashland vacation package?
Don’t worry if you’re rethinking your Ashland vacation package — you can cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We get that life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Ashland

Image for Ashland State Park

Ashland State Park

3.5/5(2 reviews)

Explore the great outdoors at Ashland State Park, a lovely green space in Ashland. Stroll along the lakeside or visit the shops while you're in the area.

Ashland State Park

Other vacations you might like

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