Brattleboro Holidays

Photo by Shirley Rhodes

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Brattleboro

Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 21 Jul to 22 Jul
S$138
21 Jul - 22 Jul
includes taxes & fees
6.6/10 (1,000 reviews)
Very good last-minute stay
"I booked this room last-minute but checkin was smooth, room was comfortable. I like that there are two restaurants in walking distance."

Reviewed on 14 Jul, 2025

Colonial Motel And Spa
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 S$179 per night from 3 Aug to 4 Aug
S$179
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (845 reviews)
"Perfect accommodations for what we needed."

Reviewed on 14 Jul, 2025

Hampton Inn 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 S$179 per night from 21 Jul to 22 Jul
S$179
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very Good! (756 reviews)
"Amazing building with very knowledgeable and keen staff. Bustling city Centre but delivers comfort & an experience."

Reviewed on 4 Jul, 2025

Latchis Hotel
See all 1,672 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.

What to do in Brattleboro

2 Hour Private Forest Immersion Retreat in Woodland Sanctuary

Transformative Forest Immersion: A Mindful Journey for Inner Calm

S$122
per adult
Transformative Forest Immersion: A Mindful Journey for Inner Calm
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

S$22
per traveller
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway
Green Mountain Adventure Challenge Passes

Green Mountain Adventure Challenge Passes

S$96
per adult
Green Mountain Adventure Challenge Passes
See all activities in Brattleboro

Frequently asked questions

How much does a Brattleboro holiday package cost?
Offering great value package deals 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.