Ashford Holidays

Book a Hotel + Flight or Car together to unlock savings

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 1.567.200 ₫ per night from 29 Jun to 30 Jun
1.567.200 ₫
1.874.371 ₫ total
29 Jun - 30 Jun
includes taxes & fees
6.4/10 (318 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
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is 3.035.899 ₫ per night from 6 Jul to 7 Jul
3.035.899 ₫
3.391.099 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,203 reviews)
"Clean and the staff were great."

Reviewed on 23 Jun 2025

Wellsworth Hotel
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 2.327.292 ₫ per night from 27 Jul to 28 Jul
2.327.292 ₫
2.599.586 ₫ total
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (1,424 reviews)
"The old building was beautiful and the restaurant, bar and bakery were great."

Reviewed on 23 Jun 2025

Publick House Historic Inn and Country Motor Lodge
See all 268 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.