Ashford Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Find the Best Ashford Vacation Packages

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 SARĀ 263 per night from Jul 19 to Jul 20
SARĀ 263
SARĀ 314 total
19 Jul - 20 Jul
includes taxes & fees
6.6/10 (369 reviews)
"Needed a respite. An area to do work and be calm and this was the perfect area. Hidden off the road. Friendly staff."

Reviewed on 16 July 2026

Ashford Motel
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford CT
9.8/10 Exceptional! (33 reviews)
"Great place to relax!"

Reviewed on 17 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 SARĀ 1,076 per night from Jul 19 to Jul 20
SARĀ 1,076
SARĀ 1,857 total
19 Jul - 20 Jul
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 310 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 vacation 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 determine how much your vacation to Ashford costs.
What are the cheapest months to go to Ashford?
January, March and December are great times to look for cheap Ashford vacation packages. Traveling in less busy months means you can typically find better prices on flights and accommodations.
How to find the best Ashford package deals?
Landing a cheap Ashford package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view 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 generally lower.
Is it cheaper to book an Ashford vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Ashford vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Ashford?
If you've got your Ashford vacation dates locked in, book as soon as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Ashford?

  1. Choose your travel dates: The things you'd like to do in Ashford and your preferred season can help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to factor in other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Ashford.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to get to in Ashford. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the ideal Ashford vacation package for you.