Brattleboro Holidays

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Top Flight + Hotel Deals in Brattleboro

Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

3 out of 5
Price was €345, price is now €297 per person
€297
per person
2 Oct - 4 Oct
found 2 hours ago
Return flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (109 reviews)
Such a great place! Wish I could stay longer!

Reviewed on 10 Jul 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was €532, price is now €391 per person
€391
per person
2 Oct - 4 Oct
found 2 hours ago
Return flight included
New York (NYC) to Springfield (VSF)
10/10 Exceptional! (200 reviews)
We had an amazing stay at Viking Village resort! It is an absolute hidden gem and truly felt like a fairytale escape. The cozy wooden houses are free-standing, which gives you excellent privacy, making them perfect for either a family trip or a solo getaway. I was so pleasantly surprised to find a fully equipped kitchen inside. The entire area is incredibly quiet with absolutely no outside noise—just total peace. On the premises, they have a great fireplace setup and the most amazing, cute goats! My only regret is that we only stayed for one night. We are already hoping to come back for a longer stay next time. It is absolutely worth the drive!

Reviewed on 6 Jul 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was €484, price is now €413 per person
€413
per person
2 Oct - 4 Oct
found 2 hours ago
Return flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (915 reviews)
We loved our stay at the Latchis! A gem, with great staff and unique character! Can't wait to return!

Reviewed on 10 Jul 2026

Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was €379, price is now €338 per person
€338
per person
2 Oct - 4 Oct
found 2 hours ago
Return flight included
New York (NYC) to Springfield (VSF)
9.4/10 Exceptional! (123 reviews)
Very friendly and courteous owner, great location 5 mins away from Mount Snow.

Reviewed on 10 Jul 2026

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
Price was €878, price is now €788 per person
€788
per person
2 Oct - 4 Oct
found 2 hours ago
Return flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (76 reviews)
Very relaxing and beautiful stay. There was a great coffee bar in the lobby and the bed was so nice.

Reviewed on 3 Jul 2026

Top hotels in Brattleboro

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €124 per night from 12 Jul to 13 Jul
€124
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (926 reviews)
"We loved our stay at the Latchis! A gem, with great staff and unique character! Can't wait to return!"

Reviewed on 10 Jul 2026

Latchis Hotel
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €74 per night from 2 Aug to 3 Aug
€74
2 Aug - 3 Aug
includes taxes & fees
5.4/10 (13 reviews)
"The bed was hard to sleep on, the outdoor pool was filled with dirt, the indoor pool/spa/massage area is dilapidated, and the continental breakfast offered the bare minimum. When using the shower, switching from tub to shower was a task in itself while the water pressure was weak"

Reviewed on 6 Jul 2026

Colonial Motel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €123 per night from 26 Jul to 27 Jul
€123
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"staff was nice room was clean bed was comfortable, pool was nice, breakfast was good"

Reviewed on 10 Jul 2026

Hampton Inn Brattleboro
See all 1,758 properties in Brattleboro
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 Brattleboro attractions

The Stone Church

8.6/10 (39 reviews)
This Gothic Revival church turned music venue captivates with stained glass windows and a stage built from pews. Experience intimate performances with exceptional acoustics in this distinctive Vermont listening room.
See properties

What to do in Brattleboro

Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

€83
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Brattleboro

Frequently asked questions

How much does a Brattleboro holiday package cost?
Offering great value package deals from €297 on Expedia, you'll be thrilled with how little a holiday to Brattleboro costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Brattleboro?
January, April and November are great times to look for cheap Brattleboro holiday packages. Travelling in quieter periods means you can usually find lower prices on flights and accommodation.
How many days is enough for Brattleboro?
For your Brattleboro holiday, a few days will be enough to explore the best spots. Make sure to check out Harris Hill Ski Jump — it's one of the most popular attractions in this destination. If you want more adventure, consider basing yourself here and setting off on some day trips from Brattleboro.
Is it worth booking a holiday package to Brattleboro?
Brattleboro has everything you need for an unforgettable escape. Begin your Brattleboro holiday on a high note by exploring top attractions like The Stone Church.
How to find the best Brattleboro package deals?
Use Expedia's handy filters to help you find some tempting Brattleboro package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Brattleboro package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Brattleboro holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging accommodation and flights separately. Better still, you can customise your Brattleboro getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Brattleboro?
If you've got your Brattleboro travel dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Brattleboro?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Brattleboro.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Brattleboro.
  3. Decide how long to go away for: Now that you know more about Brattleboro, you can work out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the perfect Brattleboro holiday package for you.

Explore a world of travel with Expedia

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