Ashford Vacations from $442

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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.
Solano Inn

Solano Inn

2.5 out of 5
Save 100% on your flight
Price was $579, price is now $442 per person
$442
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
8.8/10 Excellent! (204 reviews)
Outside is a bit dated apparently it used to be under different name and ownership but the room is amazing. It’s a bit off the beaten path but it’s easy short ride from Middletown. I got a room last minute. Room is large with large tv and king size bed. Very cute decor with small fridge with freezer (many hotels don’t have the freezer) microwave coffee maker etc. great stay and Very quiet

Reviewed on Oct 13, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $2,280, price is now $1,678 per person
$1,678
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
9.8/10 Exceptional! (1,004 reviews)
Clean and convenient

Reviewed on Sep 29, 2025

The Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
Downtown Hartford
Price was $1,504, price is now $1,241 per person
$1,241
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
9/10 Wonderful! (1,005 reviews)
Friendly staff, well located just garage was tricky. It’s across the street but on weekends the grated gate it down so you have to either call the attendant or have vallet guy wand you through.

Reviewed on Oct 13, 2025

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,491, price is now $1,237 per person
$1,237
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
10/10 Exceptional! (141 reviews)
It was wonderful & staff was great! I loved staying here!

Reviewed on Oct 22, 2025

Courtyard by Marriott Hartford Manchester

Courtyard by Marriott Hartford Manchester

3 out of 5
Price was $715, price is now $595 per person
$595
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hartford (BDL)
8.4/10 Very Good! (930 reviews)
Stayed her to visit with my daughter and would definitely stay here again.

Reviewed on Sep 29, 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 Oct 26 to Oct 27
$72 total
Oct 26 - Oct 27
Total with taxes and fees
6.4/10 (341 reviews)
Reception was very helpful

Reviewed on Oct 18, 2025

Ashford Motel
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Ashford
$326 nightly
The price is $369 total per night from Oct 29 to Oct 30
$369 total
Oct 29 - Oct 30
Total with taxes and fees
9/10 Wonderful! (23 reviews)
Smaller than i thoight but beautifully laid out. Convenient to restaurant and easy access off the highway. Would definitely recommend

Reviewed on Oct 1, 2025

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford
9.6/10 Exceptional! (19 reviews)
Everything was spotless clean. Had everything anyone needed.

Reviewed on Oct 18, 2025

Get rates
Amazing lake house with everything you need!
See all 279 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 $442 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.

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