Ashford Vacations from $341

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Your Ashford Vacation

With a vacation package to Ashford, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you depart, so you can enjoy each moment experiencing this interesting city. Want some sightseeing ideas for your trip to Ashford? Chaplin Museum and Nickerson Park are two popular attractions here. Check out Expedia's extensive range of travel options and start organizing your ultimate vacation to Ashford today.

The Latest Ashford vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hartford (BDL)
6.6/10 (1,489 reviews)
The area was convenient but hotel needs renovations

Reviewed on Jul 2, 2025

Best Western Manchester

Best Western Manchester

2.5 out of 5
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hartford (BDL)
8.6/10 Excellent! (132 reviews)
It was super late when we checked in but everything was clean and nice room. Very comfortable.

Reviewed on Jul 2, 2025

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
South Meadows
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hartford (BDL)
7.6/10 Good! (999 reviews)
Great stay for an overnight, slightly dated rooms but nothing noteworthy

Reviewed on Jun 29, 2025

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 out of 5
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hartford (BDL)
7.2/10 Good! (804 reviews)
There was smell as soon as you entered to building. Almost like they needed a dehumidifier. Got to the room and put on the AC. Left and came back at 1am with it not cool. Everything was damp.

Reviewed on Jul 1, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
per person
Sep 12 - Sep 16
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hartford (BDL)
9.8/10 Exceptional! (987 reviews)
Valet parking was especially nice in West Hartford where parking is cutthroat.

Reviewed on Jun 13, 2025

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Ashford Hotel Deals

Ashford Motel
Ashford Motel
2 out of 5
26 Ashford Motel Road, Ashford, CT
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $72 total per night from Jul 14 to Jul 15
$72 total
Jul 14 - Jul 15
Total includes taxes and 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 Jun 22, 2025

Ashford Motel
Amazing lake house with everything you need!
Amazing lake house with everything you need!
Ashford
9.8/10 Exceptional! (13 reviews)
"Place was fantastic. Super nice quiet area . Place was very clean , easy to access and very well maintained. Highly recommended"

Reviewed on Jun 18, 2025

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
$392 nightly
The price is $444 total per night from Jul 15 to Jul 16
$444 total
Jul 15 - Jul 16
Total includes taxes and fees
9/10 Wonderful! (21 reviews)
"Great cottage! Very responsive host! We will be back!"

Reviewed on Jun 14, 2025

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
See all 269 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.

Find the Best Ashford Vacation Packages

Ashford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Taylor Brooke Winery, Harrisville Golf Course and Woodstock Golf Course

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Frequently asked questions

How much does an Ashford vacation package cost?
You'll find cheap prices from $341 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 vacation to Ashford costs.
What are the cheapest months to go to Ashford?
If you'd like to book a cheap Ashford vacation package, consider planning a trip in October, November and December. You're likely to find better prices on hotels and flights during these quieter months --- ideal for budget-conscious travelers.
How many days is enough for Ashford?
Usually, a handful of days is enough to explore the top attractions during your Ashford vacation. However, if you prefer to have some time to relax or go on day tours, 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations 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 vacation 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.
Does Expedia offer Book Now, Pay Later Ashford vacation packages?
Secure your ideal getaway to Ashford with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next payday --- we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.