
Brattleboro Vacation Packages
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Your Brattleboro Vacation
Enjoy unforgettable adventures when you reserve a Brattleboro vacation package. Whether you're a history buff, foodie or just a traveler who loves to experience new places, there's something for everyone in this exciting city. A trip to Brattleboro is a great opportunity to do a bit of sightseeing. Check out popular attractions like The Stone Church, Brattleboro Common and Tasha Tudor Museum. Stop daydreaming and start traveling. Browse the wide range of options on Expedia today and put your Brattleboro vacation plans into gear!
Top Brattleboro Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Mountain Lodge at Okemo
Clock Tower Base Area
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8/10 Very Good! (207 reviews)
Loved the location for this ski in ski out. Nice to look out the balcony and be right in the middle of the action. The sofa bed was uncomfortable with springs popping up all over. The back door didn't lock and the window handle was broken . There was a light bulb that was out and not all the outlets worked. The tv situation was a nightmare with one tv all snowy and the other one whose remote was missing the select button and could not choose a channel. The location was great but would not choose this room again .
Reviewed on Feb. 19, 2025

Mount Snow Grand Summit Resort
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (211 reviews)
The staff was excellent!
The room was clean but terrible! The king size bed was as hard as a rock!! Got very little sleep. The room had sings of water damage in the corner by the window. The TV is in a strange spot to watch from the bed and the cable nut was tripped and would not tighten down. The bathroom door would not shut unless you forced it closed. The shower head leaked unless you turned it off very hard. There was no night stand on one side of the bed making one person putting there stuff on the floor next to the bad. On top of all of this there was an extra $25.00 dollar fee witch I was not expecting for the room. The resort was excellent though and the staff was great. I heated the room!
Reviewed on Aug. 1, 2025



Okemo Mountain Lodging
Clock Tower Base Area
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Brattleboro Hotel Deals

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Aug 12 to Aug 13
CA $193
CA $212 total
Aug 12 - Aug 13
includes taxes & fees
6.6/10 (1,002 reviews)
"Always a pleasure to stay at the Colonial"
Reviewed on Jul. 28, 2025

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Sep 4 to Sep 5
CA $167
CA $184 total
Sep 4 - Sep 5
includes taxes & fees
8/10 Very Good! (862 reviews)
"Didn’t like the fact that I was suppose to be charge when I checked in but they charged my card before I arrived."
Reviewed on Aug. 9, 2025

Latchis Hotel
50 Main Street, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Sep 7 to Sep 8
CA $177
CA $195 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (771 reviews)
"Staff were friendly and efficient and went out of their way to help me in a difficult situation at a local restaurant!! Very compassionate and supportive through my ordeal!! I will definitely stay again when in Brattleboro!"
Reviewed on Jul. 30, 2025
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

Vermont RT 100 Self Guided Driving Audio Tour
CA $23
per traveller
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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.