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Ashford flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Green River Bridge Inn

Green River Bridge Inn

3 out of 5
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
Stay at this 3-star B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sweet Pond State Park and Leyden State Forest 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 $82 per night
CA $82
CA $98 total
Jul 30 - Jul 31
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
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
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

The price is CA $425 per night
CA $425
CA $712 total
Aug 21 - Aug 22
includes taxes & fees
Book a stay at this beach vacation home in Ashford. Enjoy a beach locale, a garden, and laundry facilities. 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

The price is CA $315 per night
CA $315
CA $573 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this family-friendly vacation home in Ashford. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Tinkerville Brook Reserve and Bob White Farm 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 $122 per night
CA $122
CA $136 total
Aug 3 - Aug 4
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 $147 per night
CA $147
CA $164 total
Aug 3 - Aug 4
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.
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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 $1,085. 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