Weathersfield Vacations from $778

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Your Weathersfield Vacation

When a getaway to the city is calling, answer it with a vacation package to Weathersfield. With all your travel arrangements taken care of before you go, all you have to do here is focus on having fun. A trip to Weathersfield is an ideal opportunity to do some sightseeing. Make sure you visit well-known attractions like Claremont Opera House, Arrowhead Recreation Area and Maple Lanes. Whatever your travel plans or the size of your budget, putting together a tailored Weathersfield vacation is a cinch with Expedia.

The Latest Weathersfield vacation packages

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

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
Price was $825, price is now $778 per person
$778
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
7.8/10 Good! (28 reviews)
Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.

Reviewed on Jun 26, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $2,420, price is now $1,858 per person
$1,858
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.8/10 Excellent! (806 reviews)
This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river.

Reviewed on Aug 18, 2025

Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was $954, price is now $892 per person
$892
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.8/10 Excellent! (23 reviews)
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $887, price is now $830 per person
$830
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.6/10 Excellent! (751 reviews)
Electric car chargers are not in the buildings anymore. Inconvenient.

Reviewed on Aug 21, 2025

Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Clock Tower Base Area
Price was $873, price is now $820 per person
$820
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8/10 Very Good! (26 reviews)
Very friendly costumer service, we arrived late and we're greated with kindness.

Reviewed on Sep 16, 2024

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Weathersfield Hotel Deals

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road, Brownsville, VT
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Sep 1 to Sep 2
$136 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (731 reviews)
Great option
"Traving for business this was a nice departure from business hotels. Staff was great and room was a 1 bedroom apartment with full kitchen."

Reviewed on Aug 17, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
$142 nightly
The price is $154 total per night from Aug 24 to Aug 25
$154 total
Aug 24 - Aug 25
Total with taxes and fees
8.6/10 Excellent! (864 reviews)
"Quick response by staff"

Reviewed on Aug 17, 2025

Pointe at Castle Hill Resort
Claremont Motor Lodge

Claremont Motor Lodge

2.5 out of 5
16 Beauregard St, Claremont, NH
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $122 total per night from Aug 24 to Aug 25
$122 total
Aug 24 - Aug 25
Total with taxes and fees
8.6/10 Excellent! (378 reviews)
A Good Place to Come To
"It was a very nice place to come to after a night out at a wedding. The room was clean and comfortable and there was no noise so sleeping was great."

Reviewed on Aug 19, 2025

Claremont Motor Lodge
See all 1,228 properties in Weathersfield
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.

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Frequently asked questions

How much does a Weathersfield vacation package cost?
You'll find cheap prices from $778 on Expedia for your Weathersfield getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Weathersfield costs.
What are the cheapest months to go to Weathersfield?
If you're looking to score a cheap Weathersfield vacation package, consider traveling in March, May and October. You'll typically find lower prices on hotels and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Weathersfield?
Typically, a handful of days is enough to go to the top sights during your Weathersfield vacation. But if you prefer to have time to chill out or go on day trips, consider extending your itinerary.
How to find the best Weathersfield package deals?
Start your search for a Weathersfield package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Weathersfield package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Weathersfield escape underway.
Is it cheaper to book a Weathersfield vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Weathersfield trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Weathersfield?
If you've got your Weathersfield travel dates finalized, book as early as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Weathersfield vacation packages?
Set off on your dream escape to Weathersfield with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.