Monroe Vacations from $352

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

The Latest Monroe vacation packages

Price found within the past 48 hours. Click for updated prices.
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
Price was $526, price is now $352 per person
$352
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.4/10 Good! (802 reviews)
Otel gerçekten çok temizdi, fiyatı da oldukça uygundu. Daha önce kaldığım otellere göre hem temizlik açısından çok iyiydi hem de sonunda düzgün bir kahvaltı bulabildim. 👍”

Reviewed on Nov 28, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $1,189, price is now $667 per person
$667
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant. I would stay there anytime I'm in Brookline

Reviewed on Nov 22, 2025

Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
Bay Village
Save 100% on your flight
Price was $743, price is now $461 per person
$461
per person
Feb 3 - Feb 10
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Boston (BOS)
6.2/10 (245 reviews)
Great central location, but very over priced for what you get. Felt like I was going to fall through the floor. Super old building and nothing works that well. Internet on tv didn't work. Bath plug/stopper didn't work. Electric hotplate didn't work. Don't bring a large suitcase as the stairs are very narrow and steep and I had to lug it up to the 4th floor.

Reviewed on Nov 10, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $971, price is now $644 per person
$644
per person
Jan 16 - Jan 19
found 19 hours ago
Roundtrip flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything about this hotel is exceptional.

Reviewed on Nov 29, 2025

The McKernan Inn

The McKernan Inn

3 out of 5
Price was $584, price is now $388 per person
$388
per person
Feb 14 - Feb 17
found 14 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (83 reviews)
Great staff and amenities! Beautiful oceanfront views and location!

Reviewed on Nov 12, 2025

Don't see what you're looking for?
See all available trips from Columbus to Monroe
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Monroe Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Nov 30 to Dec 1
$105 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (2,146 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on Nov 22, 2025

Vacation Village in the Berkshires
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Dec 1 to Dec 2
$208 total
Dec 1 - Dec 2
Total with taxes and fees
9.6/10 Exceptional! (544 reviews)
Bb

Reviewed on Nov 17, 2025

The Williams Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$107 nightly
The price is $120 total per night from Dec 20 to Dec 21
$120 total
Dec 20 - Dec 21
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Wonderful Experience

Reviewed on Nov 23, 2025

Hotel Downstreet, an Ascend Collection Hotel
See all 1,332 properties in Monroe
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.

Find the Best Monroe Vacation Packages

Monroe Essential Information

Language
English
Currency
U.S dollars
Top Sights
Bissell Covered Bridge, Hawley Bog Preserve and Charlemont Federated Church

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Monroe vacation package cost?
Offering excellent value package deals from $352 on Expedia, you'll be thrilled with how little a vacation to Monroe costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Monroe?
You can typically find lower prices and greater availability in June, November and December. Take a look at our cheap Monroe vacation packages and you could get some excellent off-season deals.
How many days is enough for Monroe?
The ideal duration of your Monroe vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to hit all the leading sights and discover some hidden spots along the way.
How to find the best Monroe package deals?
Begin your search for a Monroe package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Monroe package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Monroe adventure underway.
Is it cheaper to book a Monroe vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Monroe getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Monroe?
If you've got your Monroe travel dates confirmed, book as soon as you can to score some terrific 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 impromptu escapes.
Does Expedia offer Book Now, Pay Later Monroe vacation packages?
Jet off on your dream escape to Monroe with our Book Now, Pay Later vacations. No need to save like crazy or wait for your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.