Deals on vacations and trips to Ashford

Save when you book Ashford package deals

Choose two or more items and save on your trip:

Ashford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was $518, price is now $463 per person
$463
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free English breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $923, price is now $793 per person
$793
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Hartford (BDL)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.
Two Trees Inn

Two Trees Inn

2.5 out of 5
Price was $611, price is now $542 per person
$542
per person
Oct 18 - Oct 22
found 14 hours ago
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Capitol Hotel

The Capitol Hotel

3 out of 5
Downtown Hartford
Price was $663, price is now $589 per person
$589
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $628, price is now $561 per person
$561
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Hartford (BDL)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Ashford hotels deals

Ashford Motel

Ashford Motel

2 out of 5
26 Ashford Motel Road Ashford CT
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $84 total per night
$84 total
Sep 14 - Sep 15
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is provided and the front desk is staffed around-the-clock.
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

Ashford CT
$343 nightly
The price is $389 total per night
$389 total
Sep 17 - Sep 18
Total with taxes and fees
This cabin features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford CT
Get rates
This vacation home featured laundry facilities and barbecue grills.
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Ashford CT
$321 nightly
The price is $364 total per night
$364 total
Sep 8 - Sep 9
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
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
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $111 total per night
$111 total
Sep 13 - Sep 14
Total with taxes and fees
A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this Colonial resort. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $122 total per night
$122 total
Sep 6 - Sep 7
Total with taxes and fees
This traditional hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Don't see what you're looking for?
See all available properties in Ashford
View all properties
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

Ashford Town Green

Explore the great outdoors at Ashford Town Green, a lovely green space in Ashford. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

How much are vacation packages to Ashford?
Travelocity has great package deals to Ashford, including flights and hotels, starting from as low as $463. With the money you save, you could book some cool tours or maybe even tack on some extra nights to your exciting adventure.
How long should my Ashford vacation be?
Your Ashford break can be as long as you want, but many travelers stay about 3 nights. Hoping to venture out and discover some lesser-known spots? Lock in a couple more nights and experience another side of this place.
Where can I get the best vacation package deals for Ashford?
For the perfect package deal to Ashford, book with Travelocity. Select from 400 air carriers and 1,000,000 properties around the globe to create your ultimate trip — it's as easy as that.
Why should I purchase my Ashford vacation package via Travelocity?
We've got 24/7 support, excellent service and a Price Match Guarantee. Life's a big journey — and we have alluring destinations for you to journey to in every nook and cranny of the globe. Wander with us and your wallet will thank you for it.
Can I save on my Ashford car rental if I combine it with my hotel or flight?
You sure can — bundle your flight, car and hotel into an Ashford vacation package and you'll save plenty. With so much to uncover in the Ashford area, that rental vehicle will make exploring easy. Once you've buckled up, crank up the music and find your way to Times Square, a top attraction roughly 120 mi from Ashford.
Which airport is best for Ashford?
Bradley Intl. Airport (BDL) is 30 mi from downtown and is the beginning point for many unforgettable adventures. Alternatively, T.F. Green Airport (PVD) is 35 mi away from central Ashford and Tweed - New Haven Regional Airport (HVN) is 60 mi away from central Ashford.
Where should I stay when visiting Ashford?
If you're searching for someplace comfortable to spend your nights, consider the Lakefront Cabin w/ KING Bed & Amazing Lake Views. It's the top choice for many travelers.

Photos of local treasures

Browse Ashford vacation photos for more inspiration

A close-up of a mushroom with a textured cap, surrounded by foliage.