Ashland Holidays from AU$1,660

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Your Ashland Holiday

When a city escape is calling, answer it with an Ashland holiday package. With all your travel arrangements taken care of before you go, all you have to do here is focus on having a blast. A trip to Ashland is an ideal opportunity to do a bit of sightseeing. Check out popular attractions like Hopkinton State Park, Ashland State Park and Whitehall State Park. Whoever you're escaping with and whatever you want to spend, your ultimate Ashland holiday is only clicks away with Expedia.

The Latest Ashland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
per person
16 May - 23 May
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.8/10 Excellent! (1,924 reviews)
Everything well, Room Space not well!

Reviewed on 13 Mar. 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
16 May - 23 May
found 2 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (1,004 reviews)
The room is clean. Location is good. Can walk to supermarket and restaurants. Easy access to bus station. Breakfast is minimum but adequate. staff are polite.

Reviewed on 13 Mar. 2025

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
16 May - 23 May
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
7.4/10 Good! (512 reviews)
Very nice and loved the staff

Reviewed on 28 Feb. 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
16 May - 23 May
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (2,782 reviews)
Great place. Top notch

Reviewed on 13 Mar. 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
16 May - 23 May
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (532 reviews)
On the outskirts of Chinatown. Not alot of dining options close by other than Asian cuisine. A bit on the sketchy side, but felt safe walking during the day. Pics of the common areas are nicer than the actual. Room was good though, clean and had what we needed. Comfy bed. Shower could use an update - flow is very low.

Reviewed on 23 Feb. 2025

Ashland Holiday

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

Our pick of the best Ashland Hotel Deals

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 AU$258 per night from 23 Mar to 24 Mar
AU$258
includes taxes & fees
23 Mar - 24 Mar
9.4/10 Exceptional! (821 reviews)
"Great stay, would recommend and will be staying again."

Reviewed on 9 Mar. 2025

citizenM Boston Back Bay
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 16 Mar to 17 Mar
AU$177
includes taxes & fees
16 Mar - 17 Mar
8.2/10 Very Good! (2,629 reviews)
"My only complaint at all is the pool was cold and let’s face it .. it’s winter ! The pool room was cold as well so it was not even a tiny bit enjoyable as far as the pool . We literally booked this hotel with the pool on purpose and did not get to enjoy it! The parking was great check in was great ..."

Reviewed on 12 Mar. 2025

Four Points by Sheraton Boston Newton
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 23 Mar to 24 Mar
AU$239
includes taxes & fees
23 Mar - 24 Mar
8.4/10 Very Good! (3,466 reviews)
"Stayed for business trip."

Reviewed on 13 Mar. 2025

Copley Square Hotel, a FOUND Hotel
See all 1,781 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Ashland holiday package cost?
Offering excellent value package deals from AU$1,660 on Expedia, you’ll be surprised at how little a holiday to Ashland costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to Ashland?
Plan your trip for the low or shoulder season and you’re likely to find cheap Ashland holiday packages. Remember that school holiday periods and major festivals and events can impact prices, so do some research before you go.
How many days is enough for Ashland?
With a well-organised schedule, you can easily tick off the main Ashland attractions in a few days. But if you’d like to venture off the beaten track or go on day trips, consider booking your Ashland holiday for longer.
How to find the best Ashland package deals?
Begin your search for an Ashland package deal by entering your destination and preferred trip dates under our “Packages” tab. Then select some filters, like “Popular locations” and “Amenities,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with irresistible savings. If you don’t find the perfect Ashland package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Ashland adventure underway.
Is it cheaper to book an Ashland holiday as a package?
You can enjoy significant savings on your Ashland break by booking a customised holiday package. Click on the “Package” heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Ashland?
If you’re considering a spontaneous Ashland trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Ashland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Ashland.
  2. Set your budget: Factor in costs like transportation, flights and meals when calculating how much to set aside for your trip to Ashland. Then, pick a property that suits your budget, whether that’s a wallet-friendly option or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the sights and activities you’d like to get to in Ashland. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left now is to choose an Ashland holiday package that brings all your bookings together.

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