Book Exclusive Ashford Vacation Packages

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Ashford flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was CA $1,045, price is now CA $907 per person
CA $907
per person
Sep 17 - Sep 20
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was CA $1,873, price is now CA $1,539 per person
CA $1,539
per person
Aug 10 - Aug 14
found 14 hours ago
Roundtrip flight included
Edmonton (YEA) to Hartford (BDL)
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.
Solano Inn

Solano Inn

2.5 out of 5
Price was CA $1,887, price is now CA $1,566 per person
CA $1,566
per person
Aug 10 - Aug 14
found 14 hours ago
Roundtrip flight included
Edmonton (YEA) to Hartford (BDL)
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Chris Cote's Toptracer Golf Range and Performance Center are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was CA $1,826, price is now CA $1,600 per person
CA $1,600
per person
Aug 10 - Aug 14
found 14 hours ago
Roundtrip flight included
Edmonton (YEA) to Hartford (BDL)
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Historical Society and Windsor Arts Center are located nearby.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was CA $2,233, price is now CA $1,957 per person
CA $1,957
per person
Sep 17 - Sep 20
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Xfinity Theatre are located nearby.

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
The price is CA $85 per night
CA $85
CA $101 total
Jul 23 - Jul 24
includes taxes & fees
Stay at this motel in Ashford. Enjoy free WiFi, free parking, and room service. Popular attractions Tinkerville Brook Reserve and Nipmuck Woods are located nearby.
Parking included
Free WiFi
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford CT
Get rates
Stay at this vacation home in Ashford. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Tinkerville Brook Reserve and Westford Hills Distillery are located nearby.
Kitchen
Washer
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

Ashford CT
The price is CA $452 per night
CA $452
CA $760 total
Jul 9 - Jul 10
includes taxes & fees
Book a stay at this beach cabin in Ashford. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Tinkerville Brook Reserve and Westford Hills Distillery are located nearby.
Kitchen
Washer
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
The price is CA $110 per night
CA $110
CA $123 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Common and Sturbridge Common Historic District are located nearby.
Pool
Spa
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $160 per night
CA $160
CA $179 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Central Mills Historic District and Southbridge Town Common are located nearby.
Pool
Hot tub
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free cancellation
Reserve now, pay when you stay
The price is CA $217 per night
CA $217
CA $250 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly motel in Willimantic. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Brook Mall and Windham Recreation Park are located nearby.
Pool
Hot tub
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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.
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Ashford Vacations

You don't have to know everything about the place to have a fabulous time in Ashford, but you should know a few basic details before you go.

You'll find this Willington neighborhood 5 miles (8 kilometers) east of the downtown area.

Places to visit in Ashford

Head into the wider Willington area and get close to nature with activities like snowboarding. If you're hungry for more, jump at the chance to try some skiing too.

Where do you fly into for Ashford?

Put your seat in the upright position and prepare to hit the tarmac at Bradley International Airport (BDL). This is the closest terminal and it's approximately 25 miles (40 kilometers) to the west from the heart of Ashford. Collect your luggage and start having some fun!

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 CA $907. 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 193 kilometers from Ashford.
Which airport is best for Ashford?
Bradley Intl. Airport (BDL) is 48 kilometers from downtown and is the beginning point for many unforgettable adventures. Alternatively, T.F. Green Airport (PVD) is 56 kilometers away from central Ashford and Tweed - New Haven Regional Airport (HVN) is 97 kilometers 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.