Book Exclusive Ashford Vacation Packages

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Ashford flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
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 $1,345, price is now CA $1,051 per person
CA $1,051
per person
Jul 22 - Jul 27
found 7 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) 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 Arts Center and Oliver Ellsworth Homestead are located nearby.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was CA $2,204, price is now CA $1,681 per person
CA $1,681
per person
Jul 22 - Jul 27
found 7 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) 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 Blue Back Square and Noah Webster House are located nearby.
Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was CA $2,710, price is now CA $2,147 per person
CA $2,147
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to Hartford (BDL)
Book a stay at this business-friendly hotel in Glastonbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Glastonbury Historic District and Wethersfield Cove Park are located nearby.
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was CA $1,462, price is now CA $1,162 per person
CA $1,162
per person
Jul 22 - Jul 27
found 7 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Book a stay at this family-friendly apartment in Vernon. Enjoy free parking, a fitness center, and a fireplace in the lobby. Popular attractions Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are located nearby.
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Downtown Hartford
Price was CA $1,427, price is now CA $1,140 per person
CA $1,140
per person
Jul 22 - Jul 27
found 7 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Book a stay at this business-friendly apartment in Hartford. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions Dunkin' Donuts Park and Hartford Stage are located nearby.

Top Ashford hotels deals

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

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

Ashford CT
The price is CA $241 per night
CA $241
CA $484 total
May 7 - May 8
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.
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 $82 per night
CA $82
CA $98 total
May 4 - May 5
includes taxes & fees
Stay at this motel in Ashford. Enjoy free WiFi, free parking, and room service. Popular attractions Bob White Farm and Tinkerville Brook Reserve are located nearby.
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.
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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

Ashford CT
The price is CA $316 per night
CA $316
CA $574 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach vacation home in Ashford. Enjoy a beach locale, a fitness center, and a garden. Popular attractions Tinkerville Brook Reserve and Bob White Farm are located nearby.
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 $147 per night
CA $147
CA $164 total
May 3 - May 4
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.
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 $105 per night
CA $105
CA $117 total
May 31 - Jun 1
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.
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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.

Popular places to visit

Tinkerville Brook Reserve

Explore the great outdoors at Tinkerville Brook Reserve, a lovely green space in Ashford. You can enjoy the coffeehouses while in the area.

Tinkerville Brook Reserve

Rankin Preserve

You can take time to visit Rankin Preserve during your travels to Ashford. While you're in the area, wander around the natural setting.

Rankin Preserve

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.

Westford Hills Distillery

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 $1,051. 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