Westminster Vacations from $369

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Your Westminster Vacation

Skip the stress of organizing your next grand adventure with a Westminster vacation package. Whether you've come for its food, entertainment or other highlights, there's an inexhaustible array of experiences to be had. A trip to Westminster is a wonderful opportunity to do some sightseeing. Be sure to stop by well-known attractions like Bellows Falls Opera House, Hooper Golf Club and Walpole Mountain View Winery. No matter your travel plans or budget, putting together the ultimate tailored Westminster vacation is a breeze with Expedia.

The Latest Westminster vacation packages

Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $464, price is now $369 per person
$369
per person
Apr 9 - Apr 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
7.6/10 Good! (1,002 reviews)
Easy check in and good parking

Reviewed on Jan 9, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $522, price is now $462 per person
$462
per person
Apr 9 - Apr 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!

Reviewed on Jan 30, 2026

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,026, price is now $947 per person
$947
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Springfield (VSF)
9.2/10 Wonderful! (549 reviews)
Excellent hotel, staff well trained.

Reviewed on Jan 21, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $445, price is now $417 per person
$417
per person
Apr 9 - Apr 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
8.4/10 Very Good! (822 reviews)
Great room, friendly & helpful staff, plus a great location in the community

Reviewed on Jan 22, 2026

The Vesper

The Vesper

3 out of 5
Price was $722, price is now $695 per person
$695
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Springfield (VSF)
9.2/10 Wonderful! (44 reviews)
Huge room with lots of places to sit and read. Even an outside balcony with table and chairs… but at 12* we’re probably not going to be using it !

Reviewed on Dec 29, 2025

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Westminster Hotel Deals

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $127 total per night from Mar 1 to Mar 2
$127 total
Mar 1 - Mar 2
Total with taxes and fees
8.4/10 Very Good! (758 reviews)
Great staff

Reviewed on Jan 5, 2026

Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $116 total per night from Mar 2 to Mar 3
$116 total
Mar 2 - Mar 3
Total with taxes and fees
8.2/10 Very Good! (936 reviews)
As always, Hampton Inn are great. I think I’m reliable, super comfortable, good breakfast. What makes this location stand out was the really outstanding customer service. Everyone was so helpful and engaging and funny! Which always helps. So, we’ll definitely be back.

Reviewed on Jan 17, 2026

Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd Putney VT
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Feb 1 to Feb 2
$91 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Staff and room were great, even let me check in at 1:30am after getting stuck in the recent storm. The room was spotless and comfortable.

Reviewed on Jan 27, 2026

The Putney Inn
See all 691 properties in Westminster
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 Westminster Vacation Packages

Westminster Essential Information

Language
English
Currency
U.S dollars
Population
290
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Bellows Falls Opera House, Townshend State Park and Vermont Museum of Mining and Minerals

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Frequently asked questions

How much does a Westminster vacation package cost?
Offering excellent value package deals from $369 on Expedia, you'll be pleasantly surprised at how much a vacation to Westminster costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Westminster?
If you're looking to book a cheap Westminster vacation package, consider visiting in April, May and October. You're likely to find lower prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Westminster?
The ideal duration of your Westminster vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to visit all the major attractions and explore some hidden treasures along the way.
How to find the best Westminster package deals?
Begin your search for a Westminster package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Westminster package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Westminster escape off to a flying start.
Is it cheaper to book a Westminster vacation as a package?
You can enjoy significant savings on your next Westminster break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Westminster?
If you're considering a spur-of-the-moment Westminster trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Westminster vacation packages?
Jet off on your dream escape to Westminster with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snag great deals before they sell out.

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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.