Ashland Holidays from £662

Book a Hotel + Flight or Car together to unlock savings

Photo by Swetha Srinivasan

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    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Your Ashland Holiday

Take the stress out of planning your next amazing adventure with a Ashland holiday package. Whether you're interested in its history, food or something else, this city offers countless exciting experiences to delve into. If your trip to Ashland includes a little sightseeing, visit popular attractions like Framingham State University, Shoppers World and Natick Collection. That dream Ashland holiday is a couple of clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your style.

Top Ashland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
26 Sept - 30 Sept
found 18 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (2,132 reviews)
I believe coffee being put out should be complimentary to guests all day

Reviewed on 6 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on 5 Aug 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,679 reviews)
Ask the front desk for a suitcase holder so you dont have to lay suitcases on the floor. We thought they had the best front desk people ever. Tristine & Diana were especially helpful to us. They will hold your suitcases in a locked area if needed.

Reviewed on 7 Aug 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
26 Sept - 30 Sept
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (569 reviews)
Washer/Dryer did not work properly. Despite 2 calls and 1 email to customer service, the issue was not resolved. The washer didn’t rinse clothing out and they remained sopping wet. They required extensive drying time as a result ( over 4 hours). This was extremely inconvenient.

Reviewed on 2 Aug 2025

Ashland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
15,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Apex Entertainment Centre, Hopkinton State Park and Fun and Games Family Entertainment Centre

Top hotels in Ashland

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £165 per night from 10 Aug to 11 Aug
£165
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,553 reviews)
"Only con which in my opinion isn’t truly a con is the rooms are small. Get the window upgrade totally worth it. Other then a small room everything is else is outstanding. Comfortable bed, easy check in and check out, everything can be done from provided iPad, common areas are wonderful!. Excellent ..."

Reviewed on 4 Aug 2025

citizenM Boston Back Bay
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St, Brookline, MA
Fully refundableReserve now, pay when you stay
The price is £157 per night from 10 Aug to 11 Aug
£157
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (3,283 reviews)
"a 25 min powerwalk to fenway. Neighborhood very safe to walk at night. a 10 min walk opposite direction for a street that has multiple restaurant to choose from. Its a 15-20 min uber ride away to TD garden and freedom trail. I stayed 2 different rooms, since I extended my stay. My first room no phone ..."

Reviewed on 6 Aug 2025

The Arcadian Hotel
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive, Cambridge, MA
Fully refundableReserve now, pay when you stay
The price is £137 per night from 1 Sept to 2 Sept
£137
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (2,078 reviews)
"Loved it."

Reviewed on 6 Aug 2025

Hyatt Regency Boston/Cambridge
See all 1,886 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Ashland travel package cost?
Starting from as little as £662, you can build your own Ashland package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Ashland travel package?
It is possible to cancel your Ashland booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Ashland?
Just imagine all the fun things you could do in Ashland with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into an Ashland travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 properties throughout the world. Whether you're taking a holiday with the entire family or travelling with someone special, planning a trip to Ashland is better with a package.
Does Expedia offer Book Now, Pay Later Ashland holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your hip pocket. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient monthly instalment plans. If making small repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.

Where should I stay in Ashland?
Stay where the action is. Many travellers favor hotels in the vicinity of top sights, such as Framingham State University, Ashland State Park and Bowditch Field.
What are the top hotels in Ashland?
Get your escape off to a fantastic start by reserving a room at Hampton Inn Boston/Natick. It's one of most sought-after hotels in Ashland. Another welcoming option is Best Western Plus Waltham Boston.
How far in advance should I book my Ashland holiday?
It's tricky picking the perfect time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you can't book ahead, don't worry. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Ashland travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of activities and tours and watch your savings stack up. When it comes to creating your Ashland getaway, you're the one in control!
What should I know before booking an Ashland travel package?
So many places to travel to, so many things to see. With a travel package, you'll be able to check more of them off your list. Bundle your hotels, flights and rental cars and land big savings.
Can I choose my airline with an Ashland Expedia travel package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have access to more than 550 airline partners all over the world, so you have options galore when arranging your Ashland escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.