Ashford Vacations from $499

Book a Hotel + Flight or Car together to unlock savings

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.
Holiday Inn Express Hartford South - Rocky Hill by IHG

Holiday Inn Express Hartford South - Rocky Hill by IHG

2.5 out of 5
Price was $664, price is now $499 per person
$499
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (1,003 reviews)
We had a wonderful 4-night stay. The ENTIRE staff were happy and busy doing their job well. Management must be superb because the employees appear to enjoy their jobs…they act like one big family. I’ve never seen a hotel with this much cohesiveness. They take pride in all they do including constantly maintaining the property. Staff were always visible. We’ve stayed in hundreds of hotels and this one stands out as a true gem. Well done!

Reviewed on Oct 9, 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Save 100% on your flight
Price was $839, price is now $598 per person
$598
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (988 reviews)
Just what we needed staff was great and the bed were comfortable.

Reviewed on Sep 20, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,153, price is now $910 per person
$910
per person
Nov 20 - Nov 24
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hartford (BDL)
9.8/10 Exceptional! (1,002 reviews)
Clean and convenient

Reviewed on Sep 29, 2025

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
South Meadows
Price was $623, price is now $506 per person
$506
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
7.6/10 Good! (1,004 reviews)
Excellent hospitality

Reviewed on Oct 9, 2025

Howard Johnson by Wyndham Hartford South – Rocky Hill

Howard Johnson by Wyndham Hartford South – Rocky Hill

2 out of 5
Price was $647, price is now $526 per person
$526
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.2/10 Very Good! (1,002 reviews)
Room was clean and recently updated, linens changed every day, staff was very courteous and extremely helpful

Reviewed on Oct 5, 2025

Don't see what you're looking for?
See all available trips from Columbus to Ashford
View all trips

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 13 to Oct 14
$72 total
Oct 13 - Oct 14
Total with taxes and fees
6.4/10 (336 reviews)
"W"

Reviewed on Oct 6, 2025

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

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

Ashford
$332 nightly
The price is $376 total per night from Nov 3 to Nov 4
$376 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (21 reviews)
Was a great stay! Plenty to do!
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time!"

Reviewed on Jun 22, 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! (17 reviews)
"This is a cute, compact 1BR, 1 Bath cottage with great lake access with just a short walk. Good communication from the owner, easy access to Storrs and neighboring towns, and very clean. Loft area has limited space, but the main bedroom is quite comfortable. The only challenges were unrelated to ..."

Reviewed on Sep 29, 2025

Get rates
Amazing lake house with everything you need!
See all 277 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Ashford vacation package cost?
You'll find cheap prices from $499 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.

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.