Millerton Holidays

Photo by Jennifer Brokaw

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Millerton

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is S$268 per night from 14 Jan to 15 Jan
S$268
14 Jan - 15 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Old time charm and hot tub under the stars

Reviewed on 15 Dec, 2025

The Red Lion Inn
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 1 Jan to 2 Jan
S$148
1 Jan - 2 Jan, 2026
includes taxes & fees
8.2/10 Very Good! (808 reviews)
A beautiful hotel and we look forward to seeing it again when renovations are completed

Reviewed on 14 Dec, 2025

Beekman Arms Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
The price is S$210 per night from 4 Jan to 5 Jan
S$210
4 Jan - 5 Jan, 2026
includes taxes & fees
9/10 Wonderful! (804 reviews)
Very clean. Nice amenities. Had everything you needed.

Reviewed on 13 Dec, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,166 properties in Millerton
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.

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. 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.