Ashland Holidays

Photo by Swetha Srinivasan

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Top Flight + Hotel Deals in Ashland

Price found within the past 48 hours. Click for updated prices.
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
Seaport District
per person
18 Sept - 22 Sept
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (3,781 reviews)
Pool was great. Close to seaport.

Reviewed on 7 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
19 Sept - 22 Sept
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on 3 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
19 Sept - 22 Sept
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (135 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

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
19 Sept - 22 Sept
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Very convenient boutique hotel

Reviewed on 5 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
19 Sept - 22 Sept
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (428 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on 25 Jul 2025

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 €189 per night from 10 Aug to 11 Aug
€189
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 €173 per night from 10 Aug to 11 Aug
€173
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (3,291 reviews)
"needs some updates. bathrooms really small and not too nice."

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 €156 per night from 1 Sept to 2 Sept
€156
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (2,080 reviews)
"Great hotel, clean, spacious and nice area. Parking is pricey but its Boston. I would highly recommend the Hyatt Cambridge. I"

Reviewed on 5 Aug 2025

Hyatt Regency Boston/Cambridge
See all 1,873 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 from €819 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.