Ashford Holidays

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Your Ashford Holiday

When an adventure in the city is calling your name, answer it with an Ashford holiday package. With all your travel plans in order before you leave, all you need to do here is focus on having a ball. When the time comes to go out and explore, be sure to include Chaplin Museum and Nickerson Park on the to-do list for your trip to Ashford. A couple of quick clicks is all it takes to build a tailored Ashford holiday on Expedia.

Ashford Holiday

Ashford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Taylor Brooke Winery, Roseland Park Golf Course and Harrisville Golf Course

Our pick of the best Ashford Hotel Deals

Ashford Motel

Ashford Motel

2 out of 5
26 Ashford Motel Road Ashford CT
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 4 Aug to 5 Aug
AU$120
4 Aug - 5 Aug
includes taxes & fees
Ashford Motel
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford CT
9.8/10 Exceptional! (34 reviews)
"Jason was a great host and very responsive! If you’re looking for a cute, comfortable, clean cottage with views of the lake this is a great choice! We would definitely rent again! Bonus, it’s dog friendly"

Reviewed on 23 July 2026

Get rates
Amazing lake house with everything you need!
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Ashford CT
The price is AU$597 per night from 5 Aug to 6 Aug
AU$597
5 Aug - 6 Aug
includes taxes & fees
9.2/10 Wonderful! (36 reviews)
"Host was great. Place was clean. Loved the rustic decor. Main draw for us was being right on the lake with kayaks and paddle boards available. Also nice it was stocked with kitchen including paper towel, plastic wrap, foil etc. Another big bonus was the Keurig machine with coffee pods."

Reviewed on 9 July 2026

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
See all 309 properties in Ashford
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

Stay near popular Ashford attractions

Westford Hills Distillery

You can take time to visit Westford Hills Distillery during your travels to Ashford. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

How much does an Ashford holiday package cost?
You'll find cheap prices on Expedia for your Ashford break. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Ashford costs.
What are the cheapest months to go to Ashford?
January, March and December are the best times to look for cheap Ashford holiday packages. Travelling in quieter months means you can typically find better prices on accommodation and flights.
How many days is enough for Ashford?
Typically, a handful of days is enough to see the top attractions during your Ashford holiday. However, if you'd like to have more time to unwind or take day trips, consider extending your trip.
How to find the best Ashford package deals?
Landing a cheap Ashford package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Ashford package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Ashford holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and accommodation separately. Better still, you can tailor your Ashford getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Ashford?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Ashford trip.
How to plan a trip to Ashford?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Ashford.
  2. Budget wisely: Besides the cost of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Ashford.
  3. Decide how long to go for: Now that you're more familiar with Ashford, you can figure out the right length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find an Ashford 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.