Ashford Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Ashford

Ashford Motel
Ashford Motel
2 out of 5
26 Ashford Motel Road, Ashford, CT
Fully refundableReserve now, pay when you stay
The price is S$92 per night from 16 Jul to 17 Jul
S$92
16 Jul - 17 Jul
includes taxes & fees
6.4/10 (319 reviews)
"It was exactly what I needed- easy and affordable. Some reviewers complained about the loud AC, but it wasn't any louder than any other motel AC, and in fact I found it to be a nice white noise. And it worked great which is the important thing. The room was perfectly clean and the lady at the desk ..."

Reviewed on 22 Jun, 2025

Ashford Motel
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 16 Jul to 17 Jul
S$127
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (1,444 reviews)
"This property is the best value my family had on our vacation and possibly ever. We appreciated everything we experienced during our brief time spent on the property. Thank you."

Reviewed on 11 Jul, 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 20 Jul to 21 Jul
S$153
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (1,236 reviews)
"Third stay here and I love it. Beautiful property, large rooms, great pool, friendly and helpful staff. Had dinner there too. A bit pricey but food was good and service great. Used to be an optical manufacturing plant and has been beautifully repurposed into a lovely hotel. Best place to stay if ..."

Reviewed on 13 Jul, 2025

Wellsworth Hotel
See all 265 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.

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. 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.