Book Exclusive Ashford Vacation Packages

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Ashford flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Hartford Manchester

Courtyard by Marriott Hartford Manchester

3 out of 5
Price was CA $780, price is now CA $712 per person
CA $712
per person
Dec 9 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Stay at this 3-star business-friendly hotel in Manchester. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are located nearby.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was CA $2,244, price is now CA $1,952 per person
CA $1,952
per person
Dec 9 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Stay at this 4-star spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Xfinity Theatre and Blue Back Square are located nearby.
DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown

4 out of 5
Downtown Hartford
Price was CA $1,119, price is now CA $993 per person
CA $993
per person
Dec 9 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Stay at this 4-star business-friendly hotel in Hartford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the clean rooms in our reviews. Popular attractions Xfinity Theatre and XL Center are located nearby.
Fairfield Inn & Suites Hartford Manchester

Fairfield Inn & Suites Hartford Manchester

2.5 out of 5
Price was CA $823, price is now CA $745 per person
CA $745
per person
Dec 9 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are located nearby.
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
Price was CA $811, price is now CA $756 per person
CA $756
per person
Dec 9 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Hartford (BDL)
Stay at this 4-star business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Northwest Park and Connecticut Fallen Firefighters Memorial 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 $84 per night
CA $84
CA $101 total
Nov 4 - Nov 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.
Parking included
Free WiFi
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

The price is CA $251 per night
CA $251
CA $498 total
Nov 4 - Nov 5
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
Amazing lake house with everything you need!

Amazing lake house with everything you need!

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
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 $125 per night
CA $125
CA $139 total
Nov 4 - Nov 5
includes taxes & fees
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. 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 $150 per night
CA $150
CA $168 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this 3-star 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 Southbridge Town Common and Central Mills Historic District are located nearby.
Pool
Hot tub
Best Western Manchester

Best Western Manchester

2.5 out of 5
20 Taylor Street, Manchester, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $134 per night
CA $134
CA $155 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this family-friendly hotel in Manchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are located nearby.
Pet-friendly
Parking included
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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

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

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

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 $712. 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