Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

3 out of 5
Price was $394, price is now $323 per person
$323
per person
Nov 15 - Nov 19
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Stone Park

Stone Park

4 out of 5
Price was $570, price is now $464 per person
$464
per person
Nov 15 - Nov 19
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-in, and express check-out are also on offer.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was $504, price is now $417 per person
$417
per person
Dec 5 - Dec 7
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Admirals Quarters Inn

Admirals Quarters Inn

2 out of 5
Save 100% on your flight
Price was $1,545, price is now $1,280 per person
$1,280
per person
Nov 12 - Nov 18
found 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
A rooftop terrace, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, a communal living room, and a picnic area are also on offer.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $501, price is now $416 per person
$416
per person
Nov 15 - Nov 19
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking and a free area shuttle.

Top Windsor hotels deals

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd, Augusta, ME
Free Cancellation
Reserve now, pay when you stay
The price is $158 total per night
$158 total
per night
Oct 26 - Oct 27
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
The price is $120 total per night
$120 total
per night
Nov 1 - Nov 2
This hotel features a hot tub, a gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. Free parking, a business center, and free WiFi in public areas are also offered.
Pool
Hot Tub
Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

2.5 out of 5
332 Main St, Waterville, ME
Free Cancellation
The price is $117 total per night
$117 total
per night
Nov 2 - Nov 3
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

3 out of 5
375 Main Street, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
The price is $143 total per night
$143 total
per night
Oct 5 - Oct 6
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Breakfast included
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave, Augusta, ME
Free Cancellation
Reserve now, pay when you stay
The price is $146 total per night
$146 total
per night
Oct 5 - Oct 6
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
The price is $117 total per night
$117 total
per night
Oct 31 - Nov 1
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
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.

Frequently asked questions

How much are vacation packages to Windsor?
Prepare to be surprised — you can recharge your batteries in Windsor for as low as $323. Let Travelocity save you money and hassle with our vacation packages. With experiences, hotels and flights all in one place, why wait?
Where can I get the best vacation package deals for Windsor?
Travelocity is where to go to score an awesome Windsor package deal. Choose from as many as 400 airlines and 1,000,000 properties around the world and create a vacation package that's perfect for you. With this amount of choice, now's the time to book your next big adventure.
Why should I purchase my Windsor vacation bundle with Travelocity?
From incredible destinations to memorable experiences, we have everything you need to satisfy your travel desires. Our 24/7 customer support will also ensure you're being well taken care of before, during and after your getaway. And don't panic if you spot a lower price on your reservation, we'll match it. That's our Price Match Guarantee.
Will I save money on my Windsor car rental if I combine it with my hotel or flight?
With a Windsor vacation package, you can combine your hotel, car and flight bookings and save a nice amount. If you can't wait to explore the best of this wonderful destination, why not make tracks to Franconia Notch State Park? This famous attraction is 110 mi from Windsor. With your own wheels, you'll be there soon enough.
Which airport is best for Windsor?
Portland Intl. Jetport Airport (PWM) is 60 mi from the city center and is the starting point for many adventures. Alternatively, Bangor Intl. Airport (BGR) is 50 mi away from central Windsor and Knox County Regional Airport (RKD) is 30 mi away from central Windsor.
Where should I stay when visiting Windsor?
If you're searching for somewhere to base yourself, take a look at the Windsor Lakefront House. It's the top choice for many visitors.

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