Windham Vacation Packages

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Flight and hotel packages to Windham

Prices and availability subject to change. Additional terms may apply.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jun 5 - Jun 11
Roundtrip non-stop flight included
Spokane (GEG) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. 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 and an off-leash area. A bar/lounge, a terrace, and a garden are also provided.
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Downtown Portland
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
New York (LGA) to Portland (PWM)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a gym on site, and laundry facilities and concierge services are also offered.
Hidden Pond

Hidden Pond

4 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Families will appreciate the arcade/game room and picnic area. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and a beach shuttle.
White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the seasonal outdoor pool and perks like free valet parking.

Top Windham hotel deals

Microtel Inn & Suites By Wyndham Windham

Microtel Inn & Suites By Wyndham Windham

3 out of 5
965 Roosevelt Trail, Windham, ME
Free Cancellation
The price is $125 per night
$125
per night
Apr 28 - Apr 29
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.
Breakfast included
Pool
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $85 per night
$85
per night
Apr 28 - Apr 29
This hotel features 2 restaurants, 2 spa tubs, and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Hot Tub
Pet friendly
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $161 per night
$161
per night
Apr 28 - Apr 29
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Pet friendly
Breakfast available
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $145 per night
$145
per night
Apr 28 - Apr 29
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Pet friendly
Breakfast available
Casco Bay Hotel, Ascend Hotel Collection

Casco Bay Hotel, Ascend Hotel Collection

3.5 out of 5
80 John Roberts Rd., South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $80 per night
$80
per night
Apr 28 - Apr 29
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pet friendly
Breakfast included
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
$188
per night
May 12 - May 13
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.
Pet friendly
Breakfast available
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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 in Windham

Image for Maine Wildlife Park

Maine Wildlife Park

4.5/5(6 reviews)

Take the family on an outing to Maine Wildlife Park during your trip to Windham. While you're here, you can savor the top-notch restaurants.

Maine Wildlife Park
Image for Seacoast Adventure

Seacoast Adventure

5/5(4 reviews)

Bring the family to Seacoast Adventure and enjoy some excitement at this amusement park in Windham. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.

Seacoast Adventure
Image for Mercy Primary Care

Mercy Primary Care

Though Mercy Primary Care might be what brings you to town, perhaps you'll have a chance to explore more of Windham while you are here.

Mercy Primary Care

Frequently asked questions

How much are vacation packages to Windham?
With a Travelocity vacation package, you can be living it up in Windham for as low as $979. Flights, hotels and experiences — we’re a one-stop shop for all of them. You’ll save tons just for combining your bookings. And with all that taken care of before you even set off, you don’t have to worry about a thing.
How long should my Windham vacation be?
The majority of people reserve their hotel for 2 nights in Windham. But that doesn’t mean you have to follow their lead. How long you spend here all comes down to how much you want to do on your vacation. If you’d love to familiarize yourself with every inch of this awesome place, book another night or two (or even an extra week!).
Where can I get the best vacation package deals for Windham?
For the perfect package deal to Windham, you can’t go past Travelocity. Select from 400 airlines and 1,000,000 worldwide properties to create the ideal adventure — the choice is all yours!
Why should I purchase my Windham vacation bundle with Travelocity?
Because you’ll never wander on your own if you book your vacation with us, and we offer 24/7 customer support and excellent service to boot. Add to that our Price Match Guarantee and tons of destinations to pick from. We’re here to help you have the vacation of a lifetime.
Can I save money on my Windham car rental if I bundle it with hotels and flights?
You certainly can — bundle your hotel, flight and car into a Windham vacation package and you can save tons. With so much to uncover in Windham, that rental car will make exploring a joy. Once you’ve buckled yourself in, put the stereo on and head toward Fenway Park, a well-known sight about 100 mi from Windham.
What is the best time of year to go to Windham?
If a tight budget is what’s driving your travel plans, you’ll get the best deals in . tends to be the dearest month. Most travelers venture to this location during January, April and December. If you’d rather avoid peak time, you’ll find it quieter around June, July and October.
Which airport is best for Windham?
Many travelers arrive at Portland Intl. Jetport Airport (PWM). Once you’ve disembarked and grabbed your luggage, head 9 mi northwest to reach central Windham. Augusta State Airport (AUG) is your other option, 50 mi from the city center.
What is there to do in Windham?
Windham is full of places to discover, like Seacoast Adventure and Maine Wildlife Park. These renowned attractions are at the top of most tourists’ itineraries.
Where should I stay when visiting Windham?
The Microtel Inn & Suites By Wyndham Windham is the top choice of many visitors. Book as soon as possible before it’s too late.