Ashford Holidays

  • Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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$97 per night from 1 Dec to 2 Dec
S$97
includes taxes & fees
1 Dec - 2 Dec
6.4/10 (287 reviews)
"Excellent and front desk is very friendly and helpful."

Reviewed on 10 Nov,2024

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 S$156 per night from 3 Dec to 4 Dec
S$156
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (1,009 reviews)
"Has a nice pool area and games for kids in restaurant"

Reviewed on 24 Nov,2024

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 S$119 per night from 3 Dec to 4 Dec
S$119
includes taxes & fees
3 Dec - 4 Dec
8.6/10 Excellent! (1,337 reviews)
"I truly liked pretty much everything. Would definitely stay again and probably will"

Reviewed on 23 Nov,2024

Publick House Historic Inn and Country Motor Lodge
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?
We make it easy to travel somewhere new, with Ashford packages starting from just . You’ll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and experiences to your travel itinerary?
How do I get a cheap travel package to Ashford?
Browse and lock in everything in one place with our Ashford holiday packages. You’ll find deals on hotels, flights, tours and more that’ll keep your pocket happy and your adventurous side busy. And, with more than 550 airlines and 1,000,000 hotel options around the world to choose from, you have countless opportunities to mix and match your own way.
Where should I stay in Ashford?
There’s so much to explore in Ashford, so spend your nights close to its best attractions and spend more time sightseeing. Nathaniel Lyon Memorial Park is one spot that should be on your itinerary.
How far in advance should I book my Ashford holiday?
Browse Expedia to compare flights as soon as you know your travel dates. You can normally purchase a seat up to 12 months prior to departure. If it’s too early for your preferred air carrier, or you’ve left things to the last minute, fear not. Low prices to Ashford sometimes appear a few weeks before the date of departure.
What does an Expedia Ashford travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to create your ideal Ashford package. Once you’ve made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more discounts you’ll get!
What should I know before booking an Ashford travel package?
Locking in all the parts of your getaway together is a simple way to save. Bundle car rentals, airfares and hotels into a neat package. But hotels aren’t your only option. Expedia features all types of properties, including holiday rentals like beachside villas and serviced residences. The list goes on!
Can I choose my airline with an Ashford Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Ashford holiday package?
Don’t worry if you’re rethinking your Ashford holiday package — you can cancel or change your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally understand life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that occurs. When you’re ready to make changes, we’re ready to help.

* 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.