Windham Vacation Packages 2026 from $502

Windham flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Centennial

Save 100% on your flight

$502

per person

Feb 19 - Feb 24

found 6 hours ago

Roundtrip flight included

Raleigh (RDU) to Manchester (MHT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like continental breakfast and free self parking.

Boston Lodge and Suites

Dorchester

$823

per person

Mar 7 - Mar 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$1,058

per person

Mar 7 - Mar 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Revere Hotel Boston Common

Bay Village

Save 100% on your flight

$677

per person

Mar 8 - Mar 13

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Raffles Boston

Back Bay

Save 100% on your flight

$1,167

per person

Mar 27 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Top Windham hotels deals

Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.

Windham NH

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

DoubleTree by Hilton Manchester Downtown

700 Elm St. Manchester NH

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$141 total

Jan 17 - Jan 18

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Self parking, a business center, and a coffee shop are also offered.

Pool

Free WiFi

La Quinta Inn & Suites by Wyndham Boston-Andover

131 River Rd Andover MA

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$112 total

Feb 1 - Feb 2

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

Hilton Garden Inn Tewksbury Andover

4 Highwood Drive Tewksbury MA

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$90 total

Jan 25 - Jan 26

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.

Pool

Pet friendly

Homewood Suites by Hilton Boston/Billerica

35 Middlesex Turnpike Billerica MA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$113 total

Jan 17 - Jan 18

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

Park View Inn - Salem

109 S Broadway Salem NH

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$86 total

Jan 18 - Jan 19

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Parking included

Free WiFi

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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

Windham Country Club

Enjoy a round of golf in Windham at Windham Country Club. You can attend a sporting event while in the area.

Windham Town Beach

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

Granite Oaks

You can browse for the perfect souvenirs at Granite Oaks during your trip to Windham.

Frequently asked questions

How much are vacation packages to Windham?

Vacation packages, which include hotels and flights in Windham, start at just $502. 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.