Ashland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Swetha Srinivasan

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 4.710.027 ₫ per night from 24 Aug to 25 Aug
4.710.027 ₫
5.484.826 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (1,639 reviews)
"From the fun design to the fully tech-enabled room, I can’t say enough about the level of detail with CitizenM. Everything was well thought out and created a wonderful stay. Highly recommend the hotel and area restaurants."

Reviewed on 19 Aug 2025

citizenM Boston Back Bay
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 4.224.552 ₫ per night from 1 Sept to 2 Sept
4.224.552 ₫
4.919.492 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (3,784 reviews)
"Clean, friendly, safe, and easy to walk to Boston Public Library, farmers’ market, Hop on/Hop off, and shops in Back Bay."

Reviewed on 20 Aug 2025

Copley Square Hotel, a FOUND 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 4.367.958 ₫ per night from 1 Sept to 2 Sept
4.367.958 ₫
5.674.846 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (2,108 reviews)
"The only thing I did not like is our room never was cool enough to sleep well. Everything else was perfect."

Reviewed on 18 Aug 2025

Hyatt Regency Boston/Cambridge
See all 1,885 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.

Popular places to visit

Ashland State Park

You can take time to visit Ashland State Park during your travels to Ashland. While you're in the area, wander around the parks.

Ashland State Park

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.