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.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $526, price is now $428 per person
$428
per person
Jul 27 - Jul 31
found 16 hours ago
Roundtrip flight included
New York (NYC) 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.
Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $2,298, price is now $1,580 per person
$1,580
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Augusta (AUG)
A bar/lounge and a garden are featured at this hotel, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A snack bar/deli, luggage storage, and concierge services are also on offer.
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Price was $1,959, price is now $1,528 per person
$1,528
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was $558, price is now $451 per person
$451
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
New York (NYC) to Augusta (AUG)
Ski-in/ski-out access, a gym, and a restaurant are all featured at this smoke-free hotel. 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.
Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

2.5 out of 5
Price was $1,220, price is now $997 per person
$997
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

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
$132 nightly
The price is $144 total per night
$144 total
May 31 - Jun 1
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. 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
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
$105 nightly
The price is $114 total per night
$114 total
May 31 - Jun 1
Total with taxes and fees
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
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
$117 nightly
The price is $127 total per night
$127 total
Jun 14 - Jun 15
Total with taxes and fees
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
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave Augusta ME
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $149 total per night
$149 total
May 24 - May 25
Total with taxes and fees
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
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
$122 nightly
The price is $133 total per night
$133 total
May 20 - May 21
Total with taxes and fees
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
Pet friendly
Hampton Inn Augusta

Hampton Inn Augusta

2.5 out of 5
388 Western Ave Augusta ME
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $133 total per night
$133 total
May 31 - Jun 1
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast 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 $428. 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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