Deals on vacations and trips to Woodford

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Woodford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $945, price is now $713 per person
$713
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,772, price is now $2,096 per person
$2,096
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was $1,249, price is now $953 per person
$953
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

3 out of 5
Save 100% on your flight
Price was $3,708, price is now $2,834 per person
$2,834
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This cottage includes free WiFi in public areas and barbecue grills.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,985, price is now $1,566 per person
$1,566
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

Top Woodford hotels deals

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$170 nightly
The price is $190 total per night
$190 total
Jun 16 - Jun 17
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$329 nightly
The price is $368 total per night
$368 total
Jun 15 - Jun 16
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Parking included
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free Cancellation
$226 nightly
The price is $249 total per night
$249 total
Jun 30 - Jul 1
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$158 nightly
The price is $174 total per night
$174 total
Jul 14 - Jul 15
Total with taxes and fees
Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.
Pool
Hot Tub
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Free Cancellation
$128 nightly
The price is $141 total per night
$141 total
Jun 16 - Jun 17
Total with taxes and fees
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
Pool
Hot Tub
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $228 total per night
$228 total
Jun 28 - Jun 29
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
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.

Popular places to visit

Bennington Battle Monument

Bennington Battle Monument

4.5/5(72 reviews)

After visiting Bennington Battle Monument, make a plan to see the other sights and activities in Old Bennington. Discover the coffeehouses and its art scene while you're in the area.

Bennington Battle Monument

Prospect Mountain Cross-Country Ski Center

4.5/5(11 reviews)

Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.

Prospect Mountain Cross-Country Ski Center

Bennington Center for the Arts

5/5(3 reviews)

Enjoy an outing to Bennington Center for the Arts during your stay in Bennington. Experience the area's art scene and museums.

Bennington Center for the Arts

Frequently asked questions

How much are vacation packages to Woodford?
Exciting adventures await in Woodford, with Travelocity vacation packages starting from as low as $713. Including flights and hotels, these awesome deals make it simple to see more of our beautiful planet.
Where can I get the best vacation package deals for Woodford?
There are exciting Woodford package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Keep that in mind the next time you're ready to check another place off your must-see list.
Why should I purchase my Woodford vacation package with Travelocity?
From enchanting destinations to memorable experiences, we have everything you need to satisfy your wanderlust. Our 24/7 customer support will also ensure you're taken care of before, during and after your vacation. And don't worry if you notice a better price on your reservation, we'll match it. That's our Price Match Guarantee.
Will I save money on my Woodford car rental if I combine it with hotels and flights?
Absolutely — combine your flight, hotel and car into a Woodford vacation package and you'll save tons. With so many places to explore in and around Woodford, that rental vehicle will make exploring easy. Once you've slid into the driver's seat, turn up the stereo and head to Fenway Park, an unmissable sight about 110 mi from Woodford.
What is the best time of year to go to Woodford?
If a tight budget is what's driving your travel decisions, you'll score the best deals in . is the most expensive month. Most tourists venture here around January, February and July. If you want to avoid the hustle and bustle, it's likely to be quieter during September, October and November.
Which airport is best for Woodford?
Albany Intl. Airport (ALB), 40 mi west of the city center, is where many visitors start their adventures in Woodford. But it's possible that Rutland Southern Vermont Regional Airport (RUT) (45 mi away from central Woodford) could be a handier option for you.
Where should I stay when visiting Woodford?
Many travelers opt to spend their nights at the Lake Life At Woodford Cottage. It's sure to be a good base for your Woodford escape.

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