Ashland Holidays

Photo by Swetha Srinivasan

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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 S$290 per night from 17 Aug to 18 Aug
S$290
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,589 reviews)
"A really great hotel in a wonderful location. With super-comfy beds, lovely linen and all mod cons, the room is small but perfectly formed. I was surprised that despite the busy road outside, it really is quiet and tranquil inside. Everything works, too - seems like an obvious point but not always ..."

Reviewed on 10 Aug, 2025

citizenM Boston Back Bay
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 S$246 per night from 1 Sept to 2 Sept
S$246
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (2,088 reviews)
"Great view from the room, easy to walk along the river and to other sites."

Reviewed on 9 Aug, 2025

Hyatt Regency Boston/Cambridge
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 S$248 per night from 24 Aug to 25 Aug
S$248
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (3,798 reviews)
Great location!
"A charming hotel in a great location! Close to the public garden and shopping. Will definitely stay here again."

Reviewed on 11 Aug, 2025

Copley Square Hotel, a FOUND Hotel
See all 1,892 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.

Frequently asked questions

How much does an Ashland holiday package cost?
Offering excellent value package deals 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.