Deals on vacations and trips to Windham

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Windham flight + hotel vacation packages

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Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,297, price is now $696 per person
$696
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $2,900, price is now $1,709 per person
$1,709
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $2,325, price is now $1,394 per person
$1,394
per person
Sep 23 - Sep 30
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $1,508, price is now $907 per person
$907
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
This apartment features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $3,250, price is now $1,980 per person
$1,980
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Top Windham hotels deals

2 bedroom Lake home on Private Road directly across from private community beach

2 bedroom Lake home on Private Road directly across from private community beach

Windham NH
Get rates
Stay at this vacation home in Windham. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Canobie Lake Park and Windham Town Beach are located nearby.
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!

Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!

Windham NH
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $108 total per night
$108 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

3 out of 5
131 River Rd Andover MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $130 total per night
$130 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 continental breakfast and free self parking.
Pool
Breakfast included
Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

3 out of 5
13500 S Willow St Manchester NH
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $111 total per night
$111 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
La Quinta Inn & Suites by Wyndham Salem NH

La Quinta Inn & Suites by Wyndham Salem NH

3 out of 5
8 Keewaydin Dr Salem NH
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $107 total per night
$107 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full 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.
Breakfast included
Pet friendly
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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.

Stay near popular Windham attractions

Windham Town Beach

Why not spend a lazy afternoon at Windham Town Beach during your trip to Windham?
See properties

Frequently asked questions

How much are vacation packages to Windham?
Vacation packages, which include hotels and flights in Windham, start at just $696. Turn your travel fantasies into reality and secure your vacation with Travelocity today.
Where can I get the best vacation package deals for Windham?
Travelocity will be able to help you find a great Windham package deal. With no less than 400 air carriers and 1,000,000 properties across the world, you're bound to be able to craft the perfect itinerary.
Why should I purchase my Windham vacation package via Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Will I save money on my Windham car rental if I book it with my hotel or flight?
Absolutely — bundle your hotel, flight and car into a Windham vacation package and you can save a handsome sum. With so many places to explore in and around Windham, that rental car will come in handy. Once you've buckled yourself in, crank up the tunes and make your way to Fenway Park, a famous attraction approximately 35 mi from Windham.
Which airport is best for Windham?
You have two options for flying into Windham, starting with Logan Intl. Airport (BOS). It's situated 35 mi from the city center, while Manchester-Boston Regional Airport (MHT) is 11 mi away from central Windham.
What is there to do in Windham?
Windham is teeming with places to explore, including Windham Country Club and Windham Town Beach. These renowned attractions top most people's itineraries.
Where should I stay when visiting Windham?
If you're looking for somewhere to lay your head, have a look at the Canobie Lake 3 bedroom Year Round Waterfront Home - Newly Renovated. It's the top pick for many visitors.

Photos of local treasures

Browse Windham vacation photos for more inspiration

A lake surrounded by trees with autumn foliage.