Webster Vacations from $521

Book a Hotel + Flight or Car together to unlock savings

Your Webster Vacation

With a vacation package to Webster, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can enjoy each moment experiencing this awesome city. If your trip to Webster includes a little sightseeing, don't miss much-loved attractions like Mt. Kearsarge Indian Museum, Lake Winnepocket and Daniel Webster Birthplace State Historic Site. Don't delay your visit to this city any longer. The perfect Webster vacation is a few clicks away with Expedia.

The Latest Webster vacation packages

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

The Village of Loon Mountain Fixed Rooms

$521

per person

Oct 29 - Oct 31

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

8.6/10 Excellent! (67 reviews)

The Grand at Bedford Village Inn

$1,011

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Manchester (MHT)

9.6/10 Exceptional! (386 reviews)

Omni Mount Washington Resort & Spa

Save 100% on your flight

$1,378

per person

Oct 30 - Nov 2

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

9/10 Wonderful! (1,006 reviews)

we had a terrible experience, the cave was always book for private party so didn't get to go, we had bugs in our room, just overpriced.

Reviewed on Sep 26, 2026

RiverWalk Resort at Loon Mountain

$846

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Manchester (MHT)

9.4/10 Exceptional! (1,013 reviews)

Very clean room, staff was great!

Reviewed on Sep 26, 2026

North Conway Grand Hotel

Settlers Green

$684

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Manchester (MHT)

8.6/10 Excellent! (1,283 reviews)

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Stay near popular Webster attractions

Lake Winnepocket

Commune with nature and explore the great outdoors at Lake Winnepocket during your travels in Webster.

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Leonard Wildlife Management Area

You can take time to visit Leonard Wildlife Management Area during your travels to Webster.

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Winslow State Park

You can take time to visit Winslow State Park during your travels to Webster.

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Leonard State Wildlife Management Area

Explore the great outdoors at Leonard State Wildlife Management Area, a lovely green space in Webster.

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Knight Meadow Marsh Wildlife Management Area

Explore the great outdoors at Knight Meadow Marsh Wildlife Management Area, a lovely green space in Webster.

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Webster Hotel Deals

Best Western Plus Landmark Inn

480 Main Street Laconia NH

Fully refundableReserve now, pay when you stay

$110 nightly

$119 total

Oct 12 - Oct 13

Total with taxes and fees

7.8/10 Good! (1,006 reviews)

"Room smelled kind of bad, like a gym locker room. There were holes in the blinds and the shade was damaged but it still worked. There was a lot of dust on the bathroom ceiling.vent. We ended up in a handicapped accessible room (we re not handicapped) so the bed was really low to the ground. Staff ..."

Reviewed on Sep 27, 2026

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

76 Mountain Rd Epsom NH

$175 nightly

$190 total

Oct 27 - Oct 28

Total with taxes and fees

9.6/10 Exceptional! (218 reviews)

"when booking through Expedia, the property didn’t have my information so I was not sent in any codes or where I would be staying until I almost got there. I had to call and text to get that information. Otherwise the property was amazing,the stay was perfect, and my fiancé and I had an amazing ..."

Reviewed on Sep 25, 2026

Hampton Inn by Hilton Concord/Bow

515 South St Bow NH

Fully refundableReserve now, pay when you stay

$98 nightly

$106 total

Oct 25 - Oct 26

Total with taxes and fees

8.8/10 Excellent! (1,003 reviews)

"Great breakfast and comfy bed!"

Reviewed on Sep 27, 2026

See all 741 properties in Webster

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.

Find the Best Webster Vacation Packages

Webster Essential Information

Language	English
Currency	U.S dollars
Population	1,700
Top Sights	Ragged Mountain Ski Resort, Christa McAuliffe Planetarium and Mt. Kearsarge Indian Museum

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Frequently asked questions

How much does a Webster vacation package cost?

You'll find cheap prices from $521 on Expedia for your Webster break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Webster costs.

What are the cheapest months to go to Webster?

If you're hoping to score a cheap Webster vacation package, consider planning a trip in October, November and December. You'll typically find better prices on flights and accommodations during these quieter months — perfect for budget-conscious travelers.

How many days is enough for Webster?

The ideal duration for your Webster vacation depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to visit all the leading sights and explore some hidden spots along the way.

Is it worth booking a vacation package to Webster?

Webster is a good vacation destination with attractions like Lake Winnepocket among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Webster vacation promises a good time for everyone.

How to find the best Webster package deals?

Start your search for a Webster package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Webster package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Webster adventure underway.

Is it cheaper to book a Webster vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a tailored Webster vacation by choosing your preferred airline, accommodation type and car class.

When to book a vacation package to Webster?

If you're planning a spur-of-the-moment Webster adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.

Does Expedia offer Book Now, Pay Later Webster vacation packages?

Your Webster break is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.