Search Deals onBrattleboro Vacation Packages
Brattleboro Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Mt. Snow
Price was $564, price is now $479 per person
$479
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
Vikings Villages Resort
Price was $980, price is now $722 per person
$722
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Sweet Pond State Park and Shattuck Brook Wildlife Management Area are located nearby.
The Shire Woodstock
Price was $1,653, price is now $1,380 per person
$1,380
per person
Nov 6 - Nov 10
found 1 hour ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Na
Reviewed on Sep 15, 2026
1846 Inn and Tavern
Price was $866, price is now $732 per person
$732
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this inn in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
We went for a girls trip for one night! Everything was amazing from check in to check out! We felt like we were greeting and taking care of our stay. The food is amazing the atmosphere is fantastic and can’t wait till next year!!!!
Reviewed on Sep 21, 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Price was $659, price is now $594 per person
$594
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brattleboro Bowl and New England Center for Circus Arts are located nearby.
Colonel Williams Inn
Price was $641, price is now $582 per person
$582
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southern Vermont Natural History Museum and Hogback Mountain Conservation Area are located nearby.
Amazing place! The room was lovely. The hosts were engaging and helpful. Highly recommend!
Reviewed on Sep 6, 2026
Comfort Inn & Suites Brattleboro I-91
Price was $571, price is now $521 per person
$521
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Though it's not a luxury hotel, the staff is exceptionally nice & helpful. the property is clean, there are carts for moving luggage, the breakfast service is fine. It's quiet. the bathroom is spacious w.nice towels & toiletries. Parking is easy.
Reviewed on Sep 19, 2026
Jackson Gore Village, A Vail Resorts Property
Price was $933, price is now $859 per person
$859
per person
Nov 6 - Nov 10
found 1 hour ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
Brattleboro Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Discover Other Travel Deals
- Vermont Marketplace Vacations
- The Stone Church Vacations
- Hogback Mountain Conservation Area Vacations
- Brattleboro Common Vacations
- New England Center for Circus Arts Vacations
- Brattleboro Bowl Vacations
- Latchis Theatre Vacations
- Brattleboro Farmers' Market Vacations
- Honora Winery Vacations
- Scott Farm Orchard Vacations
- Brattleboro Museum & Art Center Vacations
- Guilford Welcome Center Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
