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.
Best Western Plus Rumford Falls

Best Western Plus Rumford Falls

2.5 out of 5
Price was $563, price is now $479 per person
$479
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Augusta (AUG)
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a grocery/convenience store, and a communal living room are also on offer.
Spruce Point Inn

Spruce Point Inn

3.5 out of 5
Save 100% on your flight
Price was $1,373, price is now $1,060 per person
$1,060
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Augusta (AUG)
A full-service spa, 2 restaurants, and 2 hot tubs are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free WiFi.
House near Acadia National Park

House near Acadia National Park

4 out of 5
Save 100% on your flight
Price was $2,277, price is now $1,786 per person
$1,786
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Augusta (AUG)
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $823, price is now $678 per person
$678
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 2 hot tubs and perks like free self parking and a free area shuttle.
Topside Inn

Topside Inn

3 out of 5
Price was $1,391, price is now $1,169 per person
$1,169
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.

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
$152 nightly
The price is $166 total per night
$166 total
Jul 9 - Jul 10
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
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
$112 nightly
The price is $122 total per night
$122 total
Jul 12 - Jul 13
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
Best Western Plus Augusta Civic Center Inn

Best Western Plus Augusta Civic Center Inn

2.5 out of 5
110 Community Drive Augusta ME
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $118 total per night
$118 total
Jul 5 - Jul 6
Total with taxes and fees
A restaurant and a gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, express check-out, and dry cleaning are also on offer.
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave Augusta ME
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $140 total per night
$140 total
Jul 5 - Jul 6
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
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
$122 nightly
The price is $133 total per night
$133 total
Aug 2 - Aug 3
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
Cod Cove Inn, BW Signature Collection

Cod Cove Inn, BW Signature Collection

2.5 out of 5
22 Cross Rd Edgecomb ME
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $206 total per night
$206 total
Jul 5 - Jul 6
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a lobby fireplace, and a library are also on offer.
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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 $479. 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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