Ashford Packages (Flight + Hotel)

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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 ฿1,991 per night from 23 Jul to 24 Jul
฿1,991
฿2,381 total
23 Jul - 24 Jul
includes taxes & fees
6.6/10 (367 reviews)
"For the price, you're getting a decent room. Its fairly quiet and you're not far from Sturbridge, MA or Stafford, CT."

Reviewed on 1 Jul 2026

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 ฿2,671 per night from 4 Jul to 5 Jul
฿2,671
฿2,984 total
4 Jul - 5 Jul
includes taxes & fees
9/10 Wonderful! (1,684 reviews)
"Cle"

Reviewed on 2 Jul 2026

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 ฿3,754 per night from 7 Jul to 8 Jul
฿3,754
฿4,194 total
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (1,566 reviews)
"The hotel was cute with an older design. The standard room was quite large with lots of storage space. Highly recommended if you are in the area."

Reviewed on 2 Jul 2026

Wellsworth Hotel
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.

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.